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Influence of the side chain on the stability of Schiff-bases formed between pyridoxal 5′-phosphate and amino acids

✍ Scribed by M. A. Vazquez; F. Muñoz; J. Donoso; F. García Blanco

Publisher: John Wiley and Sons
Year: 1990
Tongue: English
Weight: 527 KB
Volume: 22
Category: Article
ISSN: 0538-8066
DOI: 10.1002/kin.550220903

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✦ Synopsis

Abstract

The stability of some Schiff‐bases formed between PLP and different amino acids has been investigated in a wide range of pH. The kinetic constants of formation of these compounds and their hydrolysis rate constants have been determined. Results show that the α‐position of the carboxyl group of amino acid plays an important role on the mechanism of water attack upon the CNbond. The absence of ionic groups in the surroundings of that bond must be an important factor of stability. Bulky hydrophobic substituents in the amino acid, near the amine part, protect the imine bond against hydrolysis.

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