Interaction between Pyridoxal Hydrochloride and L-α-Asparagine in Comparison to L-α- and D-α-Aspartic Acids

被引:0
作者
Pishchugin, F. V. [1 ]
Tuleberdiev, I. T. [1 ]
机构
[1] Kyrgyz Natl Acad Sci, Inst Chem & Phytotechnol, Bishkek 720071, Kyrgyzstan
关键词
kinetics; catalysis; pyridoxal hydrochloride; L-alpha-asparagine; L-alpha- and D-alpha-aspartic acids;
D O I
10.1134/S0036024421010222
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The kinetics and mechanism of condensation of pyridoxal hydrochloride with L-alpha-asparagine, L-alpha- and D-alpha-aspartic acids are analyzed via UV spectroscopy and polarimetry. It is found that L-alpha-asparagine containing alpha-NH2 and gamma-NH2 groups interacts with pyridoxal via the gamma-NH2 group, forming Schiff bases that are resistant to chemical transformations. Rearrangement produces Schiff bases that form the cyclic structure from the amino acid moiety. L-alpha- and D-alpha-aspartic acids interacting with pyridoxal via alpha-NH2 groups create Schiff bases that form quinoid structures after elimination of alpha-hydrogen or CO2. Their subsequent hydrolysis results in pyridoxamine, alpha-ketoacids, and aldehyde acids, respectively. Schemes of the condensation mechanisms of L-alpha-asparagine, L-alpha-, D-alpha-aspartic acids with pyridoxal hydrochloride are proposed.
引用
收藏
页码:49 / 54
页数:6
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