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Synthesis of deuterated vitamin B6 compounds

✍ Scribed by S. P. Coburn; C. C. Lin; W. E. Schaltenbrand; J. D. Mahuren

Publisher
John Wiley and Sons
Year
1982
Tongue
French
Weight
525 KB
Volume
19
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

3‐Hydroxy‐4‐(hydroxymethyl)‐5‐(hydroxymethyl‐d~2~)‐2‐methylpyridine(pyridoxine‐d~2~) was prepared by reduction of α^4^‐3‐0‐isopropylidene‐5‐pyridoxic acid with lithium aluminum deuteride. Deuterium was inserted in the 2‐methyl group using base catalyzed exchange between deuterium oxide and N‐benzyl pyridoxine. Pyridoxine‐d~2~ was converted to pyridoxal, pyridoxamine, pyridoxic acid, pyridoxine phosphate, pyridoxal phosphate, and pyridoxamine phosphate. After acetylation the nonphosphorylated forms could be analyzed by gas chromatography‐chemical ionization mass spectroscopy.

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