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Vitamin B6 and derivatives. II—13C NMR study of systems formed by pyridoxal phosphate or pyridoxal with octopamine

✍ Scribed by Raymond Haran; Jean-Pierre Laurent; Michel Massol; Francoise Nepveu-Juras


Publisher
John Wiley and Sons
Year
1980
Tongue
English
Weight
367 KB
Volume
14
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

Schiff base formation by condensation of pyridoxal phosphate or pyridoxal with octopamine in aqueous or methanolic medium was investigated by ^13^C NMR. Enolimine forms are favoured in methanolic solution, whereas in aqueous solution the predominant ketoenamine forms show a hydrogen bond between the iminium proton and the C‐3‐O^−^ phenolate anion of the pyridoxal phosphate. The addition of Cu^++^ ions is consistent with the hypothesis of chelation of Cu^++^ by the nitrogen of the aldimine function and the phenolate function of pyridoxal phosphate.