44 research outputs found
Overview of the Evolution of Silica-Based Chromo-Fluorogenic Nanosensors
[EN] This review includes examples of silica-based, chromo-fluorogenic nanosensors with the aim of illustrating the evolution of the discipline in recent decades through relevant research developed in our group. Examples have been grouped according to the sensing strategies. A clear evolution from simply functionalized materials to new protocols involving molecular gates and the use of highly selective biomolecules such as antibodies and oligonucleotides is reported. Some final examples related to the evolution of chromogenic arrays and the possible use of nanoparticles to communicate with other nanoparticles or cells are also included. A total of 64 articles have been summarized, highlighting different sensing mechanisms.This research was funded by the Spanish Government (projects RTI2018-100910-B-C41, RTI2018-100910-B-C44, and AGL2015-70235-C2-2-R) and the Generalitat Valenciana (project PROMETEO/2018/024) for support. B.L.-T. is grateful to the Spanish MEC for her FPU grant. Additionally, L.P. thanks the Spanish MEC for his FPI fellowship.Pla, L.; Lozano-Torres, B.; Martínez-Máñez, R.; Sancenón Galarza, F.; Ros-Lis, JV. (2019). Overview of the Evolution of Silica-Based Chromo-Fluorogenic Nanosensors. Sensors. 19(23):1-23. https://doi.org/10.3390/s19235138S1231923Martínez-Máñez, R., & Sancenón, F. (2006). Chemodosimeters and 3D inorganic functionalised hosts for the fluoro-chromogenic sensing of anions. Coordination Chemistry Reviews, 250(23-24), 3081-3093. doi:10.1016/j.ccr.2006.04.016Dutta, S. (2019). Point of care sensing and biosensing using ambient light sensor of smartphone: Critical review. TrAC Trends in Analytical Chemistry, 110, 393-400. doi:10.1016/j.trac.2018.11.014Huang, X., Xu, D., Chen, J., Liu, J., Li, Y., Song, J., … Guo, J. (2018). Smartphone-based analytical biosensors. The Analyst, 143(22), 5339-5351. doi:10.1039/c8an01269eYu, L., Qiao, Y., Miao, L., He, Y., & Zhou, Y. (2018). Recent progress in fluorescent and colorimetric sensors for the detection of ions and biomolecules. Chinese Chemical Letters, 29(11), 1545-1559. doi:10.1016/j.cclet.2018.09.005Martínez-Máñez, R., Sancenón, F., Hecht, M., Biyikal, M., & Rurack, K. (2010). Nanoscopic optical sensors based on functional supramolecular hybrid materials. Analytical and Bioanalytical Chemistry, 399(1), 55-74. doi:10.1007/s00216-010-4198-2Sancenón, F., Pascual, L., Oroval, M., Aznar, E., & Martínez-Máñez, R. (2015). Gated Silica Mesoporous Materials in Sensing Applications. ChemistryOpen, 4(4), 418-437. doi:10.1002/open.201500053Han, W. S., Lee, H. Y., Jung, S. H., Lee, S. J., & Jung, J. H. (2009). Silica-based chromogenic and fluorogenic hybrid chemosensor materials. Chemical Society Reviews, 38(7), 1904. doi:10.1039/b818893aDescalzo, A. B., Jiménez, D., Haskouri, J. E., Beltrán, D., Amorós, P., Marcos, M. D., … Soto, J. (2002). A new method for fluoride determination by using fluorophores and dyes anchored onto MCM-41Electronic supplementary information (ESI) available: IR spectra, SEM images, X-ray diffraction patterns and TG/TD analysis. See http://www.rsc.org/suppdata/cc/b1/b111128k/. Chemical Communications, (6), 562-563. doi:10.1039/b111128kComes, M., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., Soto, J., Villaescusa, L. A., … Beltrán, D. (2004). Chromogenic Discrimination of Primary Aliphatic Amines in Water with Functionalized Mesoporous Silica. Advanced Materials, 16(20), 1783-1786. doi:10.1002/adma.200400143García-Acosta, B., Comes, M., Bricks, J. L., Kudinova, M. A., Kurdyukov, V. V., Tolmachev, A. I., … Amorós, P. (2006). Sensory hybrid host materials for the selective chromo-fluorogenic detection of biogenic amines. Chem. Commun., (21), 2239-2241. doi:10.1039/b602497aDescalzo, A. B., Rurack, K., Weisshoff, H., Martínez-Máñez, R., Marcos, M. D., Amorós, P., … Soto, J. (2005). Rational Design of a Chromo- and Fluorogenic Hybrid Chemosensor Material for the Detection of Long-Chain Carboxylates. Journal of the American Chemical Society, 127(1), 184-200. doi:10.1021/ja045683nRos-Lis, J. V., Casasús, R., Comes, M., Coll, C., Marcos, M. D., Martínez-Máñez, R., … Rurack, K. (2008). A Mesoporous 3D Hybrid Material with Dual Functionality for Hg2+Detection and Adsorption. Chemistry - A European Journal, 14(27), 8267-8278. doi:10.1002/chem.200800632Climent, E., Biyikal, M., Gawlitza, K., Dropa, T., Urban, M., Costero, A. M., … Rurack, K. (2016). A Rapid and Sensitive Strip-Based Quick Test for Nerve Agents Tabun, Sarin, and Soman Using BODIPY-Modified Silica Materials. Chemistry - A European Journal, 22(32), 11138-11142. doi:10.1002/chem.201601269Santos-Figueroa, L. E., Giménez, C., Agostini, A., Aznar, E., Marcos, M. D., Sancenón, F., … Amorós, P. (2013). Selective and Sensitive Chromofluorogenic Detection of the Sulfite Anion in Water Using Hydrophobic Hybrid Organic-Inorganic Silica Nanoparticles. Angewandte Chemie International Edition, 52(51), 13712-13716. doi:10.1002/anie.201306688Climent, E., Casasús, R., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., & Soto, J. (2008). Chromo-fluorogenic sensing of pyrophosphate in aqueous media using silica functionalised with binding and reactive units. Chemical Communications, (48), 6531. doi:10.1039/b813199fCliment, E., Agostini, A., Moragues, M. E., Martínez‐Máñez, R., Sancenón, F., Pardo, T., & Marcos, M. D. (2013). A Simple Probe for the Colorimetric Detection of Carbon Dioxide. Chemistry – A European Journal, 19(51), 17301-17304. doi:10.1002/chem.201302991El Sayed, S., Pascual, L., Licchelli, M., Martínez-Máñez, R., Gil, S., Costero, A. M., & Sancenón, F. (2016). Chromogenic Detection of Aqueous Formaldehyde Using Functionalized Silica Nanoparticles. ACS Applied Materials & Interfaces, 8(23), 14318-14322. doi:10.1021/acsami.6b03224Climent, E., Calero, P., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., & Soto, J. (2009). Selective Chromofluorogenic Sensing of Heparin by using Functionalised Silica Nanoparticles Containing Binding Sites and a Signalling Reporter. Chemistry - A European Journal, 15(8), 1816-1820. doi:10.1002/chem.200802074Climent, E., Martí, A., Royo, S., Martínez-Máñez, R., Marcos, M. D., Sancenón, F., … Parra, M. (2010). Chromogenic Detection of Nerve Agent Mimics by Mass Transport Control at the Surface of Bifunctionalized Silica Nanoparticles. Angewandte Chemie International Edition, 49(34), 5945-5948. doi:10.1002/anie.201001088Climent, E., Giménez, C., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., & Soto, J. (2011). Selective and sensitive chromo-fluorogenic sensing of anionic surfactants in water using functionalised silica nanoparticles. Chemical Communications, 47(24), 6873. doi:10.1039/c1cc11393cColl, C., Martínez-Máñez, R., Marcos, M. D., Sancenón, F., & Soto, J. (2007). A Simple Approach for the Selective and Sensitive Colorimetric Detection of Anionic Surfactants in Water. Angewandte Chemie International Edition, 46(10), 1675-1678. doi:10.1002/anie.200603800Calero, P., Aznar, E., Lloris, J. M., Marcos, M. D., Martínez-Máñez, R., Ros-Lis, J. V., … Sancenón, F. (2008). Chromogenic silica nanoparticles for the colorimetric sensing of long-chain carboxylates. Chemical Communications, (14), 1668. doi:10.1039/b718690hPallás, I., Marcos, M., Martínez-Máñez, R., & Ros-Lis, J. (2017). Development of a Textile Nanocomposite as Naked Eye Indicator of the Exposition to Strong Acids. Sensors, 17(9), 2134. doi:10.3390/s17092134Comes, M., Rodríguez-López, G., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., Soto, J., … Beltrán, D. (2005). Host Solids Containing Nanoscale Anion-Binding Pockets and Their Use in Selective Sensing Displacement Assays. Angewandte Chemie International Edition, 44(19), 2918-2922. doi:10.1002/anie.200461511Comes, M., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., Soto, J., Villaescusa, L. A., & Amorós, P. (2008). Hybrid materials with nanoscopic anion-binding pockets for the colorimetric sensing of phosphate in water using displacement assays. Chemical Communications, (31), 3639. doi:10.1039/b804396eComes, M., Aznar, E., Moragues, M., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., … Amorós, P. (2009). Mesoporous Hybrid Materials Containing Nanoscopic «Binding Pockets» for Colorimetric Anion Signaling in Water by using Displacement Assays. Chemistry - A European Journal, 15(36), 9024-9033. doi:10.1002/chem.200900890Calero, P., Hecht, M., Martínez-Máñez, R., Sancenón, F., Soto, J., Vivancos, J. L., & Rurack, K. (2011). Silica nanoparticles functionalised with cation coordination sites and fluorophores for the differential sensing of anions in a quencher displacement assay (QDA). Chemical Communications, 47(38), 10599. doi:10.1039/c1cc13039kLi, Z., Askim, J. R., & Suslick, K. S. (2018). The Optoelectronic Nose: Colorimetric and Fluorometric Sensor Arrays. Chemical Reviews, 119(1), 231-292. doi:10.1021/acs.chemrev.8b00226Salinas, Y., Ros-Lis, J. V., Vivancos, J.-L., Martínez-Máñez, R., Marcos, M. D., Aucejo, S., … Lorente, I. (2012). Monitoring of chicken meat freshness by means of a colorimetric sensor array. The Analyst, 137(16), 3635. doi:10.1039/c2an35211gSalinas, Y., Ros-Lis, J. V., Vivancos, J.-L., Martínez-Máñez, R., Aucejo, S., Herranz, N., … Garcia, E. (2014). A chromogenic sensor array for boiled marinated turkey freshness monitoring. Sensors and Actuators B: Chemical, 190, 326-333. doi:10.1016/j.snb.2013.08.075Salinas, Y., Ros-Lis, J. V., Vivancos, J.-L., Martínez-Máñez, R., Marcos, M. D., Aucejo, S., … Garcia, E. (2014). A novel colorimetric sensor array for monitoring fresh pork sausages spoilage. Food Control, 35(1), 166-176. doi:10.1016/j.foodcont.2013.06.043Zaragozá, P., Ros-Lis, J. V., Vivancos, J.-L., & Martínez-Máñez, R. (2015). Proof of concept of using chromogenic arrays as a tool to identify blue cheese varieties. Food Chemistry, 172, 823-830. doi:10.1016/j.foodchem.2014.09.114Aznar, E., Oroval, M., Pascual, L., Murguía, J. R., Martínez-Máñez, R., & Sancenón, F. (2016). Gated Materials for On-Command Release of Guest Molecules. Chemical Reviews, 116(2), 561-718. doi:10.1021/acs.chemrev.5b00456Coll, C., Bernardos, A., Martínez-Máñez, R., & Sancenón, F. (2012). Gated Silica Mesoporous Supports for Controlled Release and Signaling Applications. Accounts of Chemical Research, 46(2), 339-349. doi:10.1021/ar3001469Llopis-Lorente, A., Lozano-Torres, B., Bernardos, A., Martínez-Máñez, R., & Sancenón, F. (2017). Mesoporous silica materials for controlled delivery based on enzymes. Journal of Materials Chemistry B, 5(17), 3069-3083. doi:10.1039/c7tb00348jCasasús, R., Aznar, E., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., Soto, J., & Amorós, P. (2006). New Methods for Anion Recognition and Signaling Using Nanoscopic Gatelike Scaffoldings. Angewandte Chemie International Edition, 45(40), 6661-6664. doi:10.1002/anie.200602045Climent, E., Martínez-Máñez, R., Sancenón, F., Marcos, M. D., Soto, J., Maquieira, A., & Amorós, P. (2010). Controlled Delivery Using Oligonucleotide-Capped Mesoporous Silica Nanoparticles. Angewandte Chemie, 122(40), 7439-7441. doi:10.1002/ange.201001847Climent, E., Mondragón, L., Martínez-Máñez, R., Sancenón, F., Marcos, M. D., Murguía, J. R., … Pérez-Payá, E. (2013). Selective, Highly Sensitive, and Rapid Detection of Genomic DNA by Using Gated Materials:MycoplasmaDetection. Angewandte Chemie International Edition, 52(34), 8938-8942. doi:10.1002/anie.201302954Ribes, À., Aznar, E., Santiago-Felipe, S., Xifre-Perez, E., Tormo-Mas, M. Á., Pemán, J., … Martínez-Máñez, R. (2019). Selective and Sensitive Probe Based in Oligonucleotide-Capped Nanoporous Alumina for the Rapid Screening of Infection Produced by Candida albicans. ACS Sensors, 4(5), 1291-1298. doi:10.1021/acssensors.9b00169Pla, L., Xifré-Pérez, E., Ribes, À., Aznar, E., Marcos, M. D., Marsal, L. F., … Sancenón, F. (2017). A Mycoplasma
Genomic DNA Probe using Gated Nanoporous Anodic Alumina. ChemPlusChem, 82(3), 337-341. doi:10.1002/cplu.201600651Oroval, M., Climent, E., Coll, C., Eritja, R., Aviñó, A., Marcos, M. D., … Amorós, P. (2013). An aptamer-gated silica mesoporous material for thrombin detection. Chemical Communications, 49(48), 5480. doi:10.1039/c3cc42157kOroval, M., Coronado-Puchau, M., Langer, J., Sanz-Ortiz, M. N., Ribes, Á., Aznar, E., … Martínez-Máñez, R. (2016). Surface Enhanced Raman Scattering and Gated Materials for Sensing Applications: The Ultrasensitive Detection ofMycoplasmaand Cocaine. Chemistry - A European Journal, 22(38), 13488-13495. doi:10.1002/chem.201602457Ribes, À., Aznar, E., Bernardos, A., Marcos, M. D., Amorós, P., Martínez-Máñez, R., & Sancenón, F. (2017). Fluorogenic Sensing of Carcinogenic Bisphenol A using Aptamer-Capped Mesoporous Silica Nanoparticles. Chemistry - A European Journal, 23(36), 8581-8584. doi:10.1002/chem.201701024Oroval, M., Coll, C., Bernardos, A., Marcos, M. D., Martínez-Máñez, R., Shchukin, D. G., & Sancenón, F. (2017). Selective Fluorogenic Sensing of As(III) Using Aptamer-Capped Nanomaterials. ACS Applied Materials & Interfaces, 9(13), 11332-11336. doi:10.1021/acsami.6b15164Ribes, À., Santiago-Felipe, S., Bernardos, A., Marcos, M. D., Pardo, T., Sancenón, F., … Aznar, E. (2017). Two New Fluorogenic Aptasensors Based on Capped Mesoporous Silica Nanoparticles to Detect Ochratoxin A. ChemistryOpen, 6(5), 653-659. doi:10.1002/open.201700106Ribes, À., Xifré -Pérez, E., Aznar, E., Sancenón, F., Pardo, T., Marsal, L. F., & Martínez-Máñez, R. (2016). Molecular gated nanoporous anodic alumina for the detection of cocaine. Scientific Reports, 6(1). doi:10.1038/srep38649Climent, E., Bernardos, A., Martínez-Máñez, R., Maquieira, A., Marcos, M. D., Pastor-Navarro, N., … Amorós, P. (2009). Controlled Delivery Systems Using Antibody-Capped Mesoporous Nanocontainers. Journal of the American Chemical Society, 131(39), 14075-14080. doi:10.1021/ja904456dCliment, E., Gröninger, D., Hecht, M., Walter, M. A., Martínez-Máñez, R., Weller, M. G., … Rurack, K. (2013). Selective, Sensitive, and Rapid Analysis with Lateral-Flow Assays Based on Antibody-Gated Dye-Delivery Systems: The Example of Triacetone Triperoxide. Chemistry - A European Journal, 19(13), 4117-4122. doi:10.1002/chem.201300031Climent, E., Martínez-Máñez, R., Maquieira, Á., Sancenón, F., Marcos, M. D., Brun, E. M., … Amorós, P. (2012). Antibody-Capped Mesoporous Nanoscopic Materials: Design of a Probe for the Selective Chromo-Fluorogenic Detection of Finasteride. ChemistryOpen, 1(6), 251-259. doi:10.1002/open.201100008Pascual, L., El Sayed, S., Marcos, M. D., Martínez-Máñez, R., & Sancenón, F. (2017). Acetylcholinesterase-capped Mesoporous Silica Nanoparticles Controlled by the Presence of Inhibitors. Chemistry - An Asian Journal, 12(7), 775-784. doi:10.1002/asia.201700031Climent, E., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., Soto, J., Rurack, K., & Amorós, P. (2009). The Determination of Methylmercury in Real Samples Using Organically Capped Mesoporous Inorganic Materials Capable of Signal Amplification. Angewandte Chemie, 121(45), 8671-8674. doi:10.1002/ange.200904243Candel, I., Bernardos, A., Climent, E., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., … Parra, M. (2011). Selective opening of nanoscopic capped mesoporous inorganic materials with nerve agent simulants; an application to design chromo-fluorogenic probes. Chemical Communications, 47(29), 8313. doi:10.1039/c1cc12727fAlberto Juárez, L., Costero, A. M., Parra, M., Gaviña, P., Gil, S., Martínez-Máñez, R., & Sancenón, F. (2017). NO2-controlled cargo delivery from gated silica mesoporous nanoparticles. Chemical Communications, 53(3), 585-588. doi:10.1039/c6cc08885fEl Sayed, S., Milani, M., Licchelli, M., Martínez-Máñez, R., & Sancenón, F. (2015). Hexametaphosphate-Capped Silica Mesoporous Nanoparticles Containing CuIIComplexes for the Selective and Sensitive Optical Detection of Hydrogen Sulfide in Water. Chemistry - A European Journal, 21(19), 7002-7006. doi:10.1002/chem.201500360Oroval, M., Díez, P., Aznar, E., Coll, C., Marcos, M. D., Sancenón, F., … Martínez-Máñez, R. (2016). Self-Regulated Glucose-Sensitive Neoglycoenzyme-Capped Mesoporous Silica Nanoparticles for Insulin Delivery. Chemistry - A European Journal, 23(6), 1353-1360. doi:10.1002/chem.201604104Lozano-Torres, B., Pascual, L., Bernardos, A., Marcos, M. D., Jeppesen, J. O., Salinas, Y., … Sancenón, F. (2017). Pseudorotaxane capped mesoporous silica nanoparticles for 3,4-methylenedioxymethamphetamine (MDMA) detection in water. Chemical Communications, 53(25), 3559-3562. doi:10.1039/c7cc00186jColl, C., Casasús, R., Aznar, E., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., … Amorós, P. (2007). Nanoscopic hybrid systems with a polarity-controlled gate-like scaffolding for the colorimetric signalling of long-chain carboxylates. Chem. Commun., (19), 1957-1959. doi:10.1039/b617703dGodoy-Reyes, T. M., Llopis-Lorente, A., García-Fernández, A., Gaviña, P., Costero, A. M., Martínez-Máñez, R., & Sancenón, F. (2019). Acetylcholine-responsive cargo release using acetylcholinesterase-capped nanomaterials. Chemical Communications, 55(41), 5785-5788. doi:10.1039/c9cc02602aOtri, I., El Sayed, S., Medaglia, S., Martínez‐Máñez, R., Aznar, E., & Sancenón, F. (2019). Simple Endotoxin Detection Using Polymyxin‐B‐Gated Nanoparticles. Chemistry – A European Journal, 25(15), 3770-3774. doi:10.1002/chem.201806306Ribes, À., Santiago-Felipe, S., Aviñó, A., Candela-Noguera, V., Eritja, R., Sancenón, F., … Aznar, E. (2018). Design of oligonucleotide-capped mesoporous silica nanoparticles for the detection of miRNA-145 by duplex and triplex formation. Sensors and Actuators B: Chemical, 277, 598-603. doi:10.1016/j.snb.2018.09.026El Sayed, S., Giménez, C., Aznar, E., Martínez-Máñez, R., Sancenón, F., & Licchelli, M. (2015). Highly selective and sensitive detection of glutathione using mesoporous silica nanoparticles capped with disulfide-containing oligo(ethylene glycol) chains. Organic & Biomolecular Chemistry, 13(4), 1017-1021. doi:10.1039/c4ob02083aSalinas, Y., Climent, E., Martínez-Máñez, R., Sancenón, F., Marcos, M. D., Soto, J., … Pérez de Diego, A. (2011). Highly selective and sensitive chromo-fluorogenic detection of the Tetryl explosive using functional silica nanoparticles. Chemical Communications, 47(43), 11885. doi:10.1039/c1cc14877jSalinas, Y., Martínez-Máñez, R., Jeppesen, J. O., Petersen, L. H., Sancenón, F., Marcos, M. D., … Amorós, P. (2013). Tetrathiafulvalene-Capped Hybrid Materials for the Optical Detection of Explosives. ACS Applied Materials & Interfaces, 5(5), 1538-1543. doi:10.1021/am303111cSalinas, Y., Agostini, A., Pérez-Esteve, É., Martínez-Máñez, R., Sancenón, F., Dolores Marcos, M., … Amorós, P. (2013). Fluorogenic detection of Tetryl and TNT explosives using nanoscopic-capped mesoporous hybrid materials. Journal of Materials Chemistry A, 1(11), 3561. doi:10.1039/c3ta01438jSalinas, Y., Solano, M. V., Sørensen, R. E., Larsen, K. R., Lycoops, J., Jeppesen, J. O., … Guillem, C. (2013). Chromo-Fluorogenic Detection of Nitroaromatic Explosives by Using Silica Mesoporous Supports Gated with Tetrathiafulvalene Derivatives. Chemistry - A European Journal, 20(3), 855-866. doi:10.1002/chem.201302461Aznar, E., Coll, C., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., Soto, J., … Ruiz, E. (2009). Borate-Driven Gatelike Scaffolding Using Mesoporous Materials Functionalised with Saccharides. Chemistry - A European Journal, 15(28), 6877-6888. doi:10.1002/chem.200900090Aznar, E., Villalonga, R., Giménez, C., Sancenón, F., Marcos, M. D., Martínez-Máñez, R., … Amorós, P. (2013). Glucose-triggered release using enzyme-gated mesoporous silica nanoparticles. Chemical Communications, 49(57), 6391. doi:10.1039/c3cc42210kLlopis‐Lorente, A., Villalonga, R., Marcos, M. D., Martínez‐Máñez, R., & Sancenón, F. (2018). A Versatile New Paradigm for the Design of Optical Nanosensors Based on Enzyme‐Mediated Detachment of Labeled Reporters: The Example of Urea Detection. Chemistry – A European Journal, 25(14), 3575-3581. doi:10.1002/chem.201804706Giménez, C., Climent, E., Aznar, E., Martínez-Máñez, R., Sancenón, F., Marcos, M. D., … Rurack, K. (2014). Towards Chemical Communication between Gated Nanoparticles. Angewandte Chemie International Edition, n/a-n/a. doi:10.1002/anie.201405580Llopis-Lorente, A., Díez, P., Sánchez, A., Marcos, M. D., Sancenón, F., Martínez-Ruiz, P., … Martínez-Máñez, R. (2017). Interactive models of communication at the nanoscale using nanoparticles that talk to one another. Nature Communications, 8(1). doi:10.1038/ncomms15511Luis, B., Llopis‐Lorente, A., Rincón, P., Gadea, J., Sancenón, F., Aznar, E., … Martínez‐Máñez, R. (2019). An Interactive Model of Communication between Abiotic Nanodevices and Microorganisms. Angewandte Chemie International Edition, 58(42), 14986-14990. doi:10.1002/anie.20190886
A new class of silica-supported chromo-fluorogenic chemosensors for anion recognition based on a selenourea scaffold
[EN] The first example of a chemosensor (L) containing a selenourea moiety is described here. L is able to colorimetrically sense the presence of CN- and S2- in H2O: MeCN (75 : 25, v/v). Moreover, when L is loaded into functionalised mesoporous silica nanoparticles an increase in the selectivity towards S2- occurs via a selective fluorescence response.The authors thank the financial support from the Fondazione Banco di Sardegna, the Spanish Government, European FEDER funds (project MAT2015-64139-C4-1-R) and the Generalitat Valenciana (project PROMETEOII/2014/047). A. Llopis-Lorente is grateful to the "La Caixa'' Banking Foundation for his PhD fellowship. Dr Tiziana Pivetta is gratefully acknowledged for help with the interpretation of the mass spectra.Casula, A.; Llopis-Lorente, A.; Garau, A.; Isaia, F.; Kubicki, M.; Lippolis, V.; Sancenón Galarza, F.... (2017). A new class of silica-supported chromo-fluorogenic chemosensors for anion recognition based on a selenourea scaffold. Chemical Communications. 53(26):3729-3732. https://doi.org/10.1039/c7cc01214dS372937325326Lee, S., Yuen, K. K. Y., Jolliffe, K. A., & Yoon, J. (2015). Fluorescent and colorimetric chemosensors for pyrophosphate. Chemical Society Reviews, 44(7), 1749-1762. doi:10.1039/c4cs00353eZhang, J. F., Zhou, Y., Yoon, J., & Kim, J. S. (2011). Recent progress in fluorescent and colorimetric chemosensors for detection of precious metal ions (silver, gold and platinum ions). Chemical Society Reviews, 40(7), 3416. doi:10.1039/c1cs15028fZhou, X., Lee, S., Xu, Z., & Yoon, J. (2015). Recent Progress on the Development of Chemosensors for Gases. Chemical Reviews, 115(15), 7944-8000. doi:10.1021/cr500567rZhou, Y., & Yoon, J. (2012). Recent progress in fluorescent and colorimetric chemosensors for detection ofamino acids. Chem. Soc. Rev., 41(1), 52-67. doi:10.1039/c1cs15159bBusschaert, N., Caltagirone, C., Van Rossom, W., & Gale, P. A. (2015). Applications of Supramolecular Anion Recognition. Chemical Reviews, 115(15), 8038-8155. doi:10.1021/acs.chemrev.5b00099Gale, P. A., & Caltagirone, C. (2015). Anion sensing by small molecules and molecular ensembles. Chemical Society Reviews, 44(13), 4212-4227. doi:10.1039/c4cs00179fPanda, S., Panda, A., & Zade, S. S. (2015). Organoselenium compounds as fluorescent probes. Coordination Chemistry Reviews, 300, 86-100. doi:10.1016/j.ccr.2015.04.006Manjare, S. T., Kim, Y., & Churchill, D. G. (2014). Selenium- and Tellurium-Containing Fluorescent Molecular Probes for the Detection of Biologically Important Analytes. Accounts of Chemical Research, 47(10), 2985-2998. doi:10.1021/ar500187vWu, D., Chen, L., Kwon, N., & Yoon, J. (2016). Fluorescent Probes Containing Selenium as a Guest or Host. Chem, 1(5), 674-698. doi:10.1016/j.chempr.2016.10.005Mukherjee, A. J., Zade, S. S., Singh, H. B., & Sunoj, R. B. (2010). Organoselenium Chemistry: Role of Intramolecular Interactions†. Chemical Reviews, 110(7), 4357-4416. doi:10.1021/cr900352jManjare, S. T., Kim, S., Heo, W. D., & Churchill, D. G. (2013). Selective and Sensitive Superoxide Detection with a New Diselenide-Based Molecular Probe in Living Breast Cancer Cells. Organic Letters, 16(2), 410-412. doi:10.1021/ol4033013Kim, Y., Choi, M., Manjare, S. T., Jon, S., & Churchill, D. G. (2016). Diselenide-based probe for the selective imaging of hypochlorite in living cancer cells. RSC Advances, 6(38), 32013-32017. doi:10.1039/c6ra04257kYu, F., Li, P., Li, G., Zhao, G., Chu, T., & Han, K. (2011). A Near-IR Reversible Fluorescent Probe Modulated by Selenium for Monitoring Peroxynitrite and Imaging in Living Cells. Journal of the American Chemical Society, 133(29), 11030-11033. doi:10.1021/ja202582xSaravanan, C., Easwaramoorthi, S., Hsiow, C.-Y., Wang, K., Hayashi, M., & Wang, L. (2013). Benzoselenadiazole Fluorescent Probes – Near-IR Optical and Ratiometric Fluorescence Sensor for Fluoride Ion. Organic Letters, 16(2), 354-357. doi:10.1021/ol403082pGoswami, S., Hazra, A., Chakrabarty, R., & Fun, H.-K. (2009). Recognition of Carboxylate Anions and Carboxylic Acids by Selenium-Based New Chromogenic Fluorescent Sensor: A Remarkable Fluorescence Enhancement of Hindered Carboxylates. Organic Letters, 11(19), 4350-4353. doi:10.1021/ol901737sHussain, R. A., Badshah, A., & Shah, A. (2014). Synthesis and biological applications of selenoureas. Applied Organometallic Chemistry, 28(2), 61-73. doi:10.1002/aoc.3093Hussain, R. A., Badshah, A., Tahir, M. N., Hassan, T.-, & Bano, A. (2013). Synthesis, Chemical Characterization, DNA Binding, Antioxidant, Antibacterial, and Antifungal Activities of Ferrocence Incorporated Selenoureas. Journal of Biochemical and Molecular Toxicology, 28(2), 60-68. doi:10.1002/jbt.21536Hussain, R. A., Badshah, A., Tahir, M. N., Lal, B., & Khan, I. A. (2013). Synthesis, Chemical Characterisation, and DNA Binding Studies of Ferrocene-Incorporated Selenoureas. Australian Journal of Chemistry, 66(6), 626. doi:10.1071/ch12570Hussain, R. A., Badshash, A., Sohail, M., Lal, B., & Altaf, A. A. (2013). Synthesis, chemical characterization, DNA interaction and antioxidant studies of ortho, meta and para fluoro substituted ferrocene incorporated selenoureas. Inorganica Chimica Acta, 402, 133-139. doi:10.1016/j.ica.2013.04.003Takahashi, H., Nishina, A., Fukumoto, R., Kimura, H., Koketsu, M., & Ishihara, H. (2005). Selenoureas and thioureas are effective superoxide radical scavengers in vitro. Life Sciences, 76(19), 2185-2192. doi:10.1016/j.lfs.2004.08.037Caltagirone, C., Bazzicalupi, C., Bencini, A., Isaia, F., Garau, A., & Lippolis, V. (2012). Anion recognition properties of pyridine-2,6-dicarboxamide and isophthalamide derivatives containingl-tryptophan moieties. Supramolecular Chemistry, 24(2), 95-100. doi:10.1080/10610278.2011.628391Caltagirone, C., Bazzicalupi, C., Isaia, F., Light, M. E., Lippolis, V., Montis, R., … Picci, G. (2013). A new family of bis-ureidic receptors for pyrophosphate optical sensing. Organic & Biomolecular Chemistry, 11(15), 2445. doi:10.1039/c3ob27244cCasula, A., Bazzicalupi, C., Bettoschi, A., Cadoni, E., Coles, S. J., Horton, P. N., … Caltagirone, C. (2016). Fluorescent asymmetric bis-ureas for pyrophosphate recognition in pure water. Dalton Transactions, 45(7), 3078-3085. doi:10.1039/c5dt04497aOlivari, M., Montis, R., Karagiannidis, L. E., Horton, P. N., Mapp, L. K., Coles, S. J., … Caltagirone, C. (2015). Anion complexation, transport and structural studies of a series of bis-methylurea compounds. Dalton Transactions, 44(5), 2138-2149. doi:10.1039/c4dt02893gTetilla, M. A., Aragoni, M. C., Arca, M., Caltagirone, C., Bazzicalupi, C., Bencini, A., … Meli, V. (2011). Colorimetric response to anions by a «robust» copper(ii) complex of a [9]aneN3 pendant arm derivative: CN− and I− selective sensing. Chemical Communications, 47(13), 3805. doi:10.1039/c0cc04500dFernández-Bolaños, J. G., López, Ó., Ulgar, V., Maya, I., & Fuentes, J. (2004). Synthesis of O -unprotected glycosyl selenoureas. A new access to bicyclic sugar isoureas. Tetrahedron Letters, 45(21), 4081-4084. doi:10.1016/j.tetlet.2004.03.143GANS, P., SABATINI, A., & VACCA, A. (1996). Investigation of equilibria in solution. Determination of equilibrium constants with the HYPERQUAD suite of programs. Talanta, 43(10), 1739-1753. doi:10.1016/0039-9140(96)01958-3H. Deddek , Progress in NMR Spectroscopy, Pergamon, Oxford, 1995, vol. 27, pp. 1–323Bigoli, F., Demartin, F., Deplano, P., Devillanova, F. A., Isaia, F., Lippolis, V., … Trogu, E. F. (1996). Synthesis, Characterization, and Crystal Structures of New Dications Bearing the −Se−Se− Bridge. Inorganic Chemistry, 35(11), 3194-3201. doi:10.1021/ic9510019Isaia, F., Aragoni, M. C., Arca, M., Demartin, F., Devillanova, F. A., Floris, G., … Verani, G. (2008). Interaction of Methimazole with I2: X-ray Crystal Structure of the Charge Transfer Complex Methimazole−I2. Implications for the Mechanism of Action of Methimazole-Based Antithyroid Drugs. Journal of Medicinal Chemistry, 51(13), 4050-4053. doi:10.1021/jm8001857Roy, G., Bhabak, K. P., & Mugesh, G. (2011). Interactions of Antithyroid Drugs and Their Analogues with Halogens and their Biological Implications. Crystal Growth & Design, 11(6), 2279-2286. doi:10.1021/cg101688vCliment, E., Martínez-Máñez, R., Sancenón, F., Marcos, M. D., Soto, J., Maquieira, A., & Amorós, P. (2010). Controlled Delivery Using Oligonucleotide-Capped Mesoporous Silica Nanoparticles. Angewandte Chemie International Edition, 49(40), 7281-7283. doi:10.1002/anie.201001847Santos-Figueroa, L. E., Giménez, C., Agostini, A., Aznar, E., Marcos, M. D., Sancenón, F., … Amorós, P. (2013). Selective and Sensitive Chromofluorogenic Detection of the Sulfite Anion in Water Using Hydrophobic Hybrid Organic-Inorganic Silica Nanoparticles. Angewandte Chemie International Edition, 52(51), 13712-13716. doi:10.1002/anie.20130668
Sensory hybrid host materials for the selective chromo-fluorogenic detection of biogenic amines
Pyrylium-containing mesoporous materials have been used for the chromo-fluorogenic sensing of biogenic amines in an aqueous environment.Amoros del Toro, Pedro Jose, [email protected]
Polymer Composites Containing Gated Mesoporous Materials for On-Command Controlled Release
Polyamidic nanofibrous membranes containing gated silica mesoporous particles, acting as carriers, are described as novel hybrid composite materials for encapsulation and on-command delivery of garlic extracts. The carrier system consists of MCM-41 solids functionalized in the outer surface, with linear polyamines (solid P1) and with hydrolyzed starch (solid P2), both acting as molecular gates. Those particles were adsorbed on electospun nylon-6 nanofibrous membranes yielding to composite materials M1 and M2. FE-SEM analysis confirmed the presence of particles incorporated on the nylon nanofibers. The release of the entrapped molecules (garlic extract) from the P1, P2, M1, and M2 materials was evaluated using cyclic voltammetry measurements. Electrochemical studies showed that at acidic pH P1 and M1 were unable to release their entrapped cargo (closed gate), whereas at neutral pH both materials release their loading (open gate). Dealing with P2 and M2 materials, in the absence of pancreatin a negligible release is observed (closed gate), whereas in the presence of enzyme the load is freely to diffuse to the solution. These newly developed composite nanomaterials, provide a homogeneous easy-to-handle system with controlled delivery and bioactive-protective features, having potential applications on pharmacology, medical and engineering fields.The authors wish to express their gratitude to the Generalitat Valenciana (Grisolia scholarship 2011/012, project PROM-ETEO/2009/016), Spanish Government (MINECO Projects AGL2012-39597-C02-01, AGL2012-39597-C02-02 and MAT2012-38429-C04-01) and the CIBER-BBN for their support. IILA thanks DISTAM and Universita degli di Milano for a specialization scholarship. We would also like to thank the Institut de Ciencia dels Materials (ICMUV) and to the Microscopy Service of the Universitat Politecnica de Valencia for technical support. We thank Roquette for the Glucidex samples.Acosta Romero, C.; Pérez Esteve, E.; Fuenmayor, CA.; Benedetti, S.; Cosio, MS.; Soto Camino, J.; Sancenón Galarza, F.... (2014). Polymer Composites Containing Gated Mesoporous Materials for On-Command Controlled Release. ACS Applied Materials and Interfaces. 6(9):6453-6460. https://doi.org/10.1021/am405939y645364606
Monitoring of chicken meat freshness by means of a colorimetric sensor array
A new optoelectronic nose to monitor chicken meat ageing has been developed. It is based on 16
pigments prepared by the incorporation of different dyes (pH indicators, Lewis acids, hydrogenbonding derivatives, selective probes and natural dyes) into inorganic materials (UVM-7, silica and
alumina). The colour changes of the sensor array were characteristic of chicken ageing in a modi¿ed
packaging atmosphere (30% CO2¿70% N2). The chromogenic array data were processed with
qualitative (PCA) and quantitative (PLS) tools. The PCA statistical analysis showed a high degree of
dispersion, with nine dimensions required to explain 95% of variance. Despite this high dimensionality,
a tridimensional representation of the three principal components was able to differentiate ageing with
2-day intervals. Moreover, the PLS statistical analysis allows the creation of a model to correlate the
chromogenic data with chicken meat ageing. The model offers a PLS prediction model for ageing with
values of 0.9937, 0.0389 and 0.994 for the slope, the intercept and the regression coef¿cient,
respectively, and is in agreement with the perfect ¿t between the predicted and measured values
observed. The results suggest the feasibility of this system to help develop optoelectronic noses that
monitor food freshness.Salinas Soler, Y.; Ros-Lis, JV.; Vivancos, J.; Martínez Mañez, R.; Marcos Martínez, MD.; Aucejo Romero, S.; Herranz, N.... (2012). Monitoring of chicken meat freshness by means of a colorimetric sensor array. Analyst. 137(16):3635-3643. doi:10.1039/C2AN35211GS3635364313716Anang, D. M., Rusul, G., Ling, F. H., & Bhat, R. (2010). Inhibitory effects of lactic acid and lauricidin on spoilage organisms of chicken breast during storage at chilled temperature. International Journal of Food Microbiology, 144(1), 152-159. doi:10.1016/j.ijfoodmicro.2010.09.014HINTON, A., & INGRAM, K. D. (2005). Microbicidal Activity of Tripotassium Phosphate and Fatty Acids toward Spoilage and Pathogenic Bacteria Associated with Poultry. Journal of Food Protection, 68(7), 1462-1466. doi:10.4315/0362-028x-68.7.1462Jeremiah, L. . (2001). Packaging alternatives to deliver fresh meats using short- or long-term distribution. Food Research International, 34(9), 749-772. doi:10.1016/s0963-9969(01)00096-5Ellis, D. I., & Goodacre, R. (2001). Rapid and quantitative detection of the microbial spoilage of muscle foods: current status and future trends. Trends in Food Science & Technology, 12(11), 414-424. doi:10.1016/s0924-2244(02)00019-5Vinci, G., & Antonelli, M. . (2002). Biogenic amines: quality index of freshness in red and white meat. Food Control, 13(8), 519-524. doi:10.1016/s0956-7135(02)00031-2Lovestead, T. M., & Bruno, T. J. (2010). Detection of poultry spoilage markers from headspace analysis with cryoadsorption on a short alumina PLOT column. Food Chemistry, 121(4), 1274-1282. doi:10.1016/j.foodchem.2010.01.044Bota, G. M., & Harrington, P. B. (2006). Direct detection of trimethylamine in meat food products using ion mobility spectrometry. Talanta, 68(3), 629-635. doi:10.1016/j.talanta.2005.05.001Grau, R., Sánchez, A. J., Girón, J., Iborra, E., Fuentes, A., & Barat, J. M. (2011). Nondestructive assessment of freshness in packaged sliced chicken breasts using SW-NIR spectroscopy. Food Research International, 44(1), 331-337. doi:10.1016/j.foodres.2010.10.011Sahar, A., Boubellouta, T., & Dufour, É. (2011). Synchronous front-face fluorescence spectroscopy as a promising tool for the rapid determination of spoilage bacteria on chicken breast fillet. Food Research International, 44(1), 471-480. doi:10.1016/j.foodres.2010.09.006Lin, M., Al-Holy, M., Mousavi-Hesary, M., Al-Qadiri, H., Cavinato, A. G., & Rasco, B. A. (2004). Rapid and quantitative detection of the microbial spoilage in chicken meat by diffuse reflectance spectroscopy (600-1100 nm). Letters in Applied Microbiology, 39(2), 148-155. doi:10.1111/j.1472-765x.2004.01546.xMartínez-Máñez, R., & Sancenón, F. (2003). Fluorogenic and Chromogenic Chemosensors and Reagents for Anions. Chemical Reviews, 103(11), 4419-4476. doi:10.1021/cr010421eAmendola, V., Fabbrizzi, L., & Mosca, L. (2010). Anion recognition by hydrogen bonding: urea-based receptors. Chemical Society Reviews, 39(10), 3889. doi:10.1039/b822552bQuang, D. T., & Kim, J. S. (2010). Fluoro- and Chromogenic Chemodosimeters for Heavy Metal Ion Detection in Solution and Biospecimens. Chemical Reviews, 110(10), 6280-6301. doi:10.1021/cr100154pAmendola, V., Bonizzoni, M., Esteban-Gómez, D., Fabbrizzi, L., Licchelli, M., Sancenón, F., & Taglietti, A. (2006). Some guidelines for the design of anion receptors. Coordination Chemistry Reviews, 250(11-12), 1451-1470. doi:10.1016/j.ccr.2006.01.006Chen, X., Zhou, Y., Peng, X., & Yoon, J. (2010). Fluorescent and colorimetric probes for detection of thiols. Chemical Society Reviews, 39(6), 2120. doi:10.1039/b925092aMohr, G. J. (2006). New chromogenic and fluorogenic reagents and sensors for neutral and ionic analytes based on covalent bond formation–a review of recent developments. Analytical and Bioanalytical Chemistry, 386(5), 1201-1214. doi:10.1007/s00216-006-0647-3Kerry, J. P., O’Grady, M. N., & Hogan, S. A. (2006). Past, current and potential utilisation of active and intelligent packaging systems for meat and muscle-based products: A review. Meat Science, 74(1), 113-130. doi:10.1016/j.meatsci.2006.04.024Rakow, N. A., & Suslick, K. S. (2000). A colorimetric sensor array for odour visualization. Nature, 406(6797), 710-713. doi:10.1038/35021028Lim, S. H., Kemling, J. W., Feng, L., & Suslick, K. S. (2009). A colorimetric sensor array of porous pigments. The Analyst, 134(12), 2453. doi:10.1039/b916571aPalacios, M. A., Nishiyabu, R., Marquez, M., & Anzenbacher, P. (2007). Supramolecular Chemistry Approach to the Design of a High-Resolution Sensor Array for Multianion Detection in Water. Journal of the American Chemical Society, 129(24), 7538-7544. doi:10.1021/ja0704784Wu, Y., Na, N., Zhang, S., Wang, X., Liu, D., & Zhang, X. (2009). Discrimination and Identification of Flavors with Catalytic Nanomaterial-Based Optical Chemosensor Array. Analytical Chemistry, 81(3), 961-966. doi:10.1021/ac801733kJanzen, M. C., Ponder, J. B., Bailey, D. P., Ingison, C. K., & Suslick, K. S. (2006). Colorimetric Sensor Arrays for Volatile Organic Compounds. Analytical Chemistry, 78(11), 3591-3600. doi:10.1021/ac052111sSuslick, B. A., Feng, L., & Suslick, K. S. (2010). Discrimination of Complex Mixtures by a Colorimetric Sensor Array: Coffee Aromas. Analytical Chemistry, 82(5), 2067-2073. doi:10.1021/ac902823wHuang, X., Xin, J., & Zhao, J. (2011). A novel technique for rapid evaluation of fish freshness using colorimetric sensor array. Journal of Food Engineering, 105(4), 632-637. doi:10.1016/j.jfoodeng.2011.03.034Anzenbacher, Jr., P., Lubal, P., Buček, P., Palacios, M. A., & Kozelkova, M. E. (2010). A practical approach to optical cross-reactive sensor arrays. Chemical Society Reviews, 39(10), 3954. doi:10.1039/b926220mRos-Lis, J. V., García, B., Jiménez, D., Martínez-Máñez, R., Sancenón, F., Soto, J., … Valldecabres, M. C. (2004). Squaraines as Fluoro−Chromogenic Probes for Thiol-Containing Compounds and Their Application to the Detection of Biorelevant Thiols. Journal of the American Chemical Society, 126(13), 4064-4065. doi:10.1021/ja031987iRos-Lis, J. V., Martínez-Máñez, R., Rurack, K., Sancenón, F., Soto, J., & Spieles, M. (2004). Highly Selective Chromogenic Signaling of Hg2+in Aqueous Media at Nanomolar Levels Employing a Squaraine-Based Reporter. Inorganic Chemistry, 43(17), 5183-5185. doi:10.1021/ic049422qRos-Lis, J. V., Marcos, M. D., Mártinez-Máñez, R., Rurack, K., & Soto, J. (2005). A Regenerative Chemodosimeter Based on Metal-Induced Dye Formation for the Highly Selective and Sensitive Optical Determination of Hg2+ Ions. Angewandte Chemie International Edition, 44(28), 4405-4407. doi:10.1002/anie.200500583Ros-Lis, J. V., Martínez-Máñez, R., & Soto, J. (2005). Colorimetric Signaling of Large Aromatic Hydrocarbons via the Enhancement of Aggregation Processes. Organic Letters, 7(12), 2337-2339. doi:10.1021/ol050564dCliment, E., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., Soto, J., Rurack, K., & Amorós, P. (2009). The Determination of Methylmercury in Real Samples Using Organically Capped Mesoporous Inorganic Materials Capable of Signal Amplification. Angewandte Chemie International Edition, 48(45), 8519-8522. doi:10.1002/anie.200904243Ábalos, T., Jiménez, D., Martínez-Máñez, R., Ros-Lis, J. V., Royo, S., Sancenón, F., … Parra, M. (2009). Hg2+ and Cu2+ selective detection using a dual channel receptor based on thiopyrylium scaffoldings. Tetrahedron Letters, 50(27), 3885-3888. doi:10.1016/j.tetlet.2009.04.060Climent, E., Giménez, C., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., & Soto, J. (2011). Selective and sensitive chromo-fluorogenic sensing of anionic surfactants in water using functionalised silica nanoparticles. Chemical Communications, 47(24), 6873. doi:10.1039/c1cc11393cRoyo, S., Costero, A. M., Parra, M., Gil, S., Martínez-Máñez, R., & Sancenón, F. (2011). Chromogenic, Specific Detection of the Nerve-Agent Mimic DCNP (a Tabun Mimic). Chemistry - A European Journal, 17(25), 6931-6934. doi:10.1002/chem.201100602García-Acosta, B., Comes, M., Bricks, J. L., Kudinova, M. A., Kurdyukov, V. V., Tolmachev, A. I., … Amorós, P. (2006). Sensory hybrid host materials for the selective chromo-fluorogenic detection of biogenic amines. Chem. Commun., (21), 2239-2241. doi:10.1039/b602497aSancenón, F., Descalzo, A. B., Martínez-Máñez, R., Miranda, M. A., & Soto, J. (2001). A Colorimetric ATP Sensor Based on 1,3,5-Triarylpent-2-en-1,5-diones. Angewandte Chemie International Edition, 40(14), 2640-2643. doi:10.1002/1521-3773(20010716)40:143.0.co;2-aEsteban, J., Ros-Lis, J. V., Martínez-Máñez, R., Marcos, M. D., Moragues, M., Soto, J., & Sancenón, F. (2010). Sensitive and Selective Chromogenic Sensing of Carbon Monoxide by Using Binuclear Rhodium Complexes. Angewandte Chemie International Edition, 49(29), 4934-4937. doi:10.1002/anie.201001344Moragues, M. E., Esteban, J., Ros-Lis, J. V., Martínez-Máñez, R., Marcos, M. D., Martínez, M., … Sancenón, F. (2011). Sensitive and Selective Chromogenic Sensing of Carbon Monoxide via Reversible Axial CO Coordination in Binuclear Rhodium Complexes. Journal of the American Chemical Society, 133(39), 15762-15772. doi:10.1021/ja206251rRos-Lis, J. V., Martínez-Máñez, R., Sancenón, F., Soto, J., Rurack, K., & Weißhoff, H. (2007). Signalling Mechanisms in Anion-Responsive Push-Pull Chromophores: The Hydrogen-Bonding, Deprotonation and Anion-Exchange Chemistry of Functionalized Azo Dyes. European Journal of Organic Chemistry, 2007(15), 2449-2458. doi:10.1002/ejoc.200601111El Haskouri, J., Zárate, D. O. de, Guillem, C., Latorre, J., Caldés, M., Beltrán, A., … Amorós, P. (2002). Silica-based powders and monoliths with bimodal pore systemsElectronic supplementary information (ESI) available: UV–Vis spectrum of sample 3. See http://www.rsc.org/suppdata/cc/b1/b110883b/. Chemical Communications, (4), 330-331. doi:10.1039/b110883bDe Jong, S. (1993). SIMPLS: An alternative approach to partial least squares regression. Chemometrics and Intelligent Laboratory Systems, 18(3), 251-263. doi:10.1016/0169-7439(93)85002-xSmolander, M., Hurme, E., Latva-Kala, K., Luoma, T., Alakomi, H.-L., & Ahvenainen, R. (2002). Myoglobin-based indicators for the evaluation of freshness of unmarinated broiler cuts. Innovative Food Science & Emerging Technologies, 3(3), 279-288. doi:10.1016/s1466-8564(02)00043-7Dainty, R. H. (1996). Chemical/biochemical detection of spoilage. International Journal of Food Microbiology, 33(1), 19-33. doi:10.1016/0168-1605(96)01137-3De Fernando, G. D. G., Nychas, G. J. E., Peck, M. W., & Ordóñez, J. A. (1995). Growth/survival of psychrotrophic pathogens on meat packaged under modified atmospheres. International Journal of Food Microbiology, 28(2), 221-231. doi:10.1016/0168-1605(95)00058-5Descalzo, A. B., Dolores Marcos, M., Monte, C., Martínez-Máñez, R., & Rurack, K. (2007). Mesoporous silica materials with covalently anchored phenoxazinone dyes as fluorescent hybrid materials for vapour sensing. Journal of Materials Chemistry, 17(44), 4716. doi:10.1039/b707473eDescalzo, A. B., Rurack, K., Weisshoff, H., Martínez-Máñez, R., Marcos, M. D., Amorós, P., … Soto, J. (2005). Rational Design of a Chromo- and Fluorogenic Hybrid Chemosensor Material for the Detection of Long-Chain Carboxylates. Journal of the American Chemical Society, 127(1), 184-200. doi:10.1021/ja045683nComes, M., Aznar, E., Moragues, M., Marcos, M. D., Martínez-Máñez, R., Sancenón, F., … Amorós, P. (2009). Mesoporous Hybrid Materials Containing Nanoscopic «Binding Pockets» for Colorimetric Anion Signaling in Water by using Displacement Assays. Chemistry - A European Journal, 15(36), 9024-9033. doi:10.1002/chem.200900890Nychas, G.-J. E., & Tassou, C. C. (1997). Spoilage Processes and Proteolysis in Chicken as Detected by HPLC. Journal of the Science of Food and Agriculture, 74(2), 199-208. doi:10.1002/(sici)1097-0010(199706)74:23.0.co;2-4Jiménez, S. M., Salsi, M. S., Tiburzi, M. C., Rafaghelli, R. C., Tessi, M. A., & Coutaz, V. R. (1997). Spoilage microflora in fresh chicken breast stored at 4 °C : influence of packaging methods. Journal of Applied Microbiology, 83(5), 613-618. doi:10.1046/j.1365-2672.1997.00276.xDe Fernando, G. D. G., Nychas, G. J. E., Peck, M. W., & Ordóñez, J. A. (1995). Growth/survival of psychrotrophic pathogens on meat packaged under modified atmospheres. International Journal of Food Microbiology, 28(2), 221-231. doi:10.1016/0168-1605(95)00058-5BALAMATSIA, C., PATSIAS, A., KONTOMINAS, M., & SAVVAIDIS, I. (2007). Possible role of volatile amines as quality-indicating metabolites in modified atmosphere-packaged chicken fillets: Correlation with microbiological and sensory attributes. Food Chemistry, 104(4), 1622-1628. doi:10.1016/j.foodchem.2007.03.013Balamatsia, C. C., Paleologos, E. K., Kontominas, M. G., & Savvaidis, I. N. (2006). Correlation between microbial flora, sensory changes and biogenic amines formation in fresh chicken meat stored aerobically or under modified atmosphere packaging at 4 °C: possible role of biogenic amines as spoilage indicators. Antonie van Leeuwenhoek, 89(1), 9-17. doi:10.1007/s10482-005-9003-4Smolander, M., Hurme, E., Latva-Kala, K., Luoma, T., Alakomi, H.-L., & Ahvenainen, R. (2002). Myoglobin-based indicators for the evaluation of freshness of unmarinated broiler cuts. Innovative Food Science & Emerging Technologies, 3(3), 279-288. doi:10.1016/s1466-8564(02)00043-7Dainty, R. H. (1996). Chemical/biochemical detection of spoilage. International Journal of Food Microbiology, 33(1), 19-33. doi:10.1016/0168-1605(96)01137-3Berrueta, L. A., Alonso-Salces, R. M., & Héberger, K. (2007). Supervised pattern recognition in food analysis. Journal of Chromatography A, 1158(1-2), 196-214. doi:10.1016/j.chroma.2007.05.02
Inventory of metal complexes circulating in plant fluids: a reliable method based on HPLC coupled with dual elemental and high-resolution molecular mass spectrometric detection.
International audienceDescription of metal species in plant fluids such as xylem, phloem or related saps remains a complex challenge usually addressed either by liquid chromatography-mass spectrometry, X-ray analysis or computational prediction. To date, none of these techniques has achieved a complete and true picture of metal-containing species in plant fluids, especially for the least concentrated complexes. Here, we present a generic analytical methodology for a large-scale (> 10 metals, > 50 metal complexes) detection, identification and semiquantitative determination of metal complexes in the xylem and embryo sac liquid of the green pea, Pisum sativum. The procedure is based on direct injection using hydrophilic interaction chromatography with dual detection by elemental (inductively coupled plasma mass spectrometry) and molecular (high-resolution electrospray mass spectrometry) mass spectrometric detection. Numerous and novel complexes of iron(II), iron(III), copper(II), zinc, manganese, cobalt(II), cobalt(III), magnesium, calcium, nickel and molybdenum(IV) with several ligands including nicotianamine, citrate, malate, histidine, glutamine, aspartic acid, asparagine, phenylalanine and others are observed in pea fluids and discussed. This methodology provides a large inventory of various types of metal complexes, which is a significant asset for future biochemical and genetic studies into metal transport/homeostasis
Inventory of metal complexes circulating in plant fluids: a reliable method based on HPLC coupled with dual elemental and high‐resolution molecular mass spectrometric detection
Low-cost materials for boron adsorption from water
[EN] Knowing the affinity of boron aqueous species for cis-diol organic groups, five different hybrid materials have been prepared by anchoring glucose groups onto the surface of silica matrices with a different surface topology: UVM-7 bimodal mesoporous silica, UVM-11 unimodal non-templated mesoporous silica, commercial silica fume and two silica xerogels with pores within the mesoporous range (13-50 nm). After optimizing the experimental conditions, a comparison was made of the boron adsorption capacities in water. The relationship of the structural and functionalization parameters is discussed and the importance of the surface topology in the final adsorption behaviour is revealed. Hence, despite the UVM-7 based material being the best boron adsorbent, the solid based on one of the xerogels is seen to be a good candidate for preparing low-cost boron adsorbents.Financial support from the Spanish Government (Project MAT2009-14564-C04-01 and MAT2009-14564-C04-04) and the Generalitat Valenciana (Project PROMETEO/2009/016) is gratefully acknowledged. C. S. thanks the MICINN for a predoctoral fellowship.Sanfeliu Cano, C.; Martínez Mañez, R.; Sancenón Galarza, F.; Soto Camino, J.; Puchol, V.; Amoros Del Toro, P.; Marcos Martínez, MD. (2012). Low-cost materials for boron adsorption from water. Journal of Materials Chemistry. 22(48):25362-25372. https://doi.org/10.1039/C2JM32819DS2536225372224
A dual channel sulphur-containing macrocycle functionalised BODIPY probe for the detection of Hg(II) in mixed aqueous solution
We report herein the synthesis and chromo-fluorogenic behaviour of a new probe 1 containing a boron-dipirromethene (BODIPY) unit electronically connected with a dithia-dioxa-aza macrocycle. Acetonitrile and water-acetonitrile 95:5 v/v solutions of the probe showed an ICT band in the visible zone and are nearly non-emissive. When acetonitrile was used as solvent, addition of Hg(II) and trivalent metal cations induced an hypsochromic shift of the absorption band and moderate emission enhancements. A highly selective response was obtained when using competitive media such as wateracetonitrile 95:5 v/v. In this case only Hg(II) induced a hypsochromic shift of the absorption band and a marked emission enhancement.We thank the Spanish Government (MAT2015-64139-C4-1-R)
and Generalitat Valenciana (PROMETEOII/2014/047). M. L. P.
thanks Generalitat Valenciana for her Grisolia fellowship.
Thanks are also due to Fundaça˜o para a Cieˆncia e Tecnologia
(Portugal) for financial support to the Portuguese NMR network
(PTNMR, Bruker Avance III 400-Univ. Minho), FCT and FEDER
(European Fund for Regional Development)-COMPETEQRENEU
for financial support to the research centre CQ/UM [PEst-C/
QUI/UI0686/2013 (FCOMP-01-0124-FEDER-037302)], and a postdoctoral
grant to R. M. F. Batista (SFRH/BPD/79333/2011).info:eu-repo/semantics/publishedVersio