THE JOURNAL OF VITAMINOLOGY
Online ISSN : 2185-2553
Print ISSN : 0022-5398
Studies on Transglycosidation to Vitamin B6 by Microorganisms
II. Chemical Structure of Pyridoxine Glucoside
緒方 浩一内田 順博栗原 紀夫谷 吉樹栃倉 辰六郎
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1969 年 15 巻 2 号 p. 160-166

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The definite structure of pyridoxine glucoside which was isolated from the reaction mixture of the intact cells of Sarcina lutea was investigated.
The enzymatic analysis which involved the hydrolysis by yeast α-glucosidase and Aspergillus β-glucosidase, and the oxidation by yeast pyridoxine dehydrogenase were attempted. It was observed that pyridoxine glucoside was slowly hydrolyzed by α-glucosidase and oxidized by pyridoxine dehydrogenase. The spectral change in saturated boric acid solution was also recognized. From these data, the isolated pyridoxine glucoside was presumed to be pyridoxine 5′-α-glucoside involving a small amount of pyridoxine 4′-α-glucoside.
The acetylation of pyridoxine glucoside was available for the isolation of pure preparation of its hexaacetate.
Pyridoxine 5′-α-D-glucoside was chemically synthesized by the condensation of α4, 3-O-isopropylidene pyridoxine and 2, 3, 4, 6-tetra-O-benzyl-glucopyranosyl chloride. The synthetic product was identical with naturally occurring one, supporting its presumed structure.
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