34 research outputs found
High yielding synthesis of N-ethyl dehydroamino acids
Recently we reported the use of a sequence of alkylation and dehydration methodologies to obtain N-ethyl-α, β-dehydroamino acid derivatives. The application of this N-alkylation procedure to several methyl esters of β, β-dibromo and β--bromo, β-substituted dehydroamino acids protected with standard amine protecting groups was subsequently reported. The corresponding N-ethyl, β-bromo dehydroamino acid derivatives were obtained in fair to high yields and some were used as substrates in Suzuki cross coupling reactions to give N-ethyl, β, β-disubstituted dehydroalanine derivatives.
Herein, we further explore N-ethylation of β-halo dehydroamino acid derivatives using triethyloxonium tetrafluoroborate as alkylating agent but substituting N,N-diisopropylethylamine for potassium tert-butoxide as auxiliary base. In these conditions, for all β-halo dehydroamino acid derivatives, reactions were complete and the N-ethylated derivative could be isolated in high yield. This method was also applied for N-ethylation of non-halogenated dehydroamino acids. Again, with all compounds the reactions were complete and the N-ethyl dehydroamino acid derivatives could be isolated in high yields. Some of these N-ethyl dehydroamino acid methyl ester derivatives were converted in high yields to their corresponding acids and coupled to an amino acid methyl ester to give N-ethyl dehydrodipeptide derivatives in good yields.
Thus, this method constitutes a general procedure for high yielding synthesis of N-ethylated dehydroamino acids, which can be further applied in peptide synthesis.Foundation for Science and Technology (FCT)-Portugal and Fundo Europeu de Desenvolvimento Regional (FEDER) for financial support to Chemistry Centre of University of Minho. The NMR spectrometer Bruker Avance II+ 400 is part of the National NMR Network and was purchased in the framework of the National Program for Scientific Re-equipment; contract REDE/1517/RMN/2005, with funds from POCI 2010, FEDER and FCT
2′-Azido RNA, a Versatile Tool for Chemical Biology: Synthesis, X-ray Structure, siRNA Applications, Click Labeling
Water and oil signal assignment in low-moisture mozzarella as determined by time-domain NMR T 2
A time-domain H-1 nuclear magnetic resonance relaxometry method was elaborated for the rapid microstructural characterization of mozzarella cheese. For this purpose, there is a strong need to know how the experimentally determined T-2 relaxation time distribution can be related to specific constituents in mozzarella. In this study, a detailed investigation is offered for fresh and aged low-moisture mozzarella cheese, often applied as a pizza cheese, by application of both a conventional Carr-Purcell-Meiboom-Gill (CPMG) sequence and a free-induction decay CPMG (FID-CPMG) sequence. The relaxation behavior was further elucidated by addition of deuterium oxide and by mild heat treatment of samples. The relaxation times of water protons in mozzarella were found to range from a few microseconds to some tens of milliseconds (in aged mozzarella) or to about hundred milliseconds (in fresh mozzarella). The upper limit of the T-2 distribution can even be extended to the seconds range upon releasing water protons from the mozzarella matrix using a mild heat treatment or upon addition of deuterated water. Both stimuli also provided evidence for the absorption of water into the cheese matrix. The potential release and uptake of water demonstrated that mozzarella acts as a very dynamic system during production and storage. The detected differences in the behavior of the water fraction between fresh and aged low-moisture mozzarella might be utilized to study the influence of either production and/or storage conditions on the cheese ripening process
Serum metabolites, ghrelin and leptin are modified by age and/or diet in weanling kittens fed either a high- or moderate-protein diet
Chemical Synthesis of Site-Specifically 2′-Azido-Modified RNA and Potential Applications for Bioconjugation and RNA Interference
Formation of amides: one-pot condensation of carboxylic acids and amines mediated by TiCl4
Distribution of fragrances and PAHs in the surface seawater of the Sicily Channel, Central Mediterranean
The Mediterranean Sea is highly influenced by several anthropic pressures, including different kinds of organic pollutants. Fragrance Materials (FMs) and Polycyclic Aromatic Hydrocarbons (PAHs) were investigated in the surface seawater of the Sicily Channel in offshore and coastal areas. Total concentrations of FMs and PAHs resulted respectively up to 112 ng L−1and 43 ng L−1, with similar distributions of both classes of analytes. Low values were detected in some coastal samples, due to the upwelling of deep and unpolluted waters, while the presence of gyres probably accumulates contaminants in offshore areas. Confirming previous works, the allergenic and oestrogenic Salicylates generally resulted the most abundant FMs and diagnostic ratios indicated combustion processes as the sources of PAHs. The coupling of the well-known PAHs with a new class of Personal Care Products (PCPs) helped the identification of the major environmental drivers: the results highlighted the role of mesoscale hydrodynamics and suggested long-range atmospheric transport as key factors. The first detection of the selected FMs in open sea areas supports the hypothesis of their environmental persistence