Subphthalocyanines as electron mediators in biosensors based on phenol oxidases

The electron mediator properties of three subphthalocyanines (SubPcs) [hexa-chloro boron subphthalocyanine (ClSubPc), tri-tert-butyl boron subphthalocyanine (t-BuSubPc) and hexa-phenoxy boron subphthalocyanine (PhOSubPc)] in Tyrosinase and Laccase biosensors (deposited on ITO glass) for the detection of catechol and hydroquinone were evidenced. A particularly remarkable performance was observed in the PhOSubPc-Tyr sensor, which takes account of the π-π interactions between subphthalocyanine rings and the active sites of the enzymes. Mediated electron transfer between redox enzymes and the ITO electrode improved the limits of detection by one order of magnitude, reaching 10−7 mol·L−1 values. Studies at increasing scan rates confirmed the improvement of the charge transfer rates caused by the presence of the SubPcs. A bioelectronic tongue formed by an array of the SubPc based biosensors has been able to discriminate red wines according to their Total Polyphenol Index.2020-07-102020-07-1

MCD spectroscopy and TD-DFT calculations of a naphthalene-ring-bridged coplanar binuclear phthalocyanine dimer

Magnetic circular dichroism (MCD) spectroscopy and TD-DFT calculations are used to analyze the electronic structure and optical properties of an alkyl-substituted naphthalene-ring-bridged coplanar binuclear phthalocyanine dimer. An analysis of the MCD spectrum of the naphthalene-ring-bridged dimer relative to those of benzene-bridged compounds reported previously, demonstrates that there is a significantly weaker interaction between the two phthalocyanine rings. TD-DFT results obtained using the B3LYP functional with 6–31G basis sets were found to be problematic. Closer agreement with the experimental data is obtained when the CAM-B3LYP functional is used instead. The naphthalene-ring-bridged compound is found to be unsuitable for use as a photosensitizer for the formation of singlet oxygen, because the ΦT values are negligible

Synthetic Approaches to Functional Derivatives of Cycl[3.2.2]Azine-1,2-Dicarboxylic Acid - Perspective Building Blocks for pi-Extended Macrocyclic Compounds

One of the actual goals in the field of macrocyclic research is to provide accessible chemically robust compounds with absorption in the NIR spectral region. This requirement can be fulfilled in the case of tetrapyrrolic derivatives such as porphyrins, phthalocyanines etc with extended system of electronic conjugation. In this short review, we focus on the available approaches for the synthesis of cycl[3.2.2]azine-1,2-dicarboxylic acid functional derivatives - an emerging class of - extended tetrapyrrolic macrocycle precursors

Synthesis and investigation of spectral and electrochemical properties of alkyl-substituted planar binuclear phthalocyanine complexes sharing a common naphthalene ring

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