Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
The Biosynthesis of Vitamin B12 Using 13C-labeling and NMR Techniques
Masahiro KAJIWARA
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1979 Volume 37 Issue 8 Pages 701-713

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Abstract
The biosynthesis of corrin was examined in a new light using 13C-labeling and NMR techniques which added a new dimension to the chemists' armamentarium and opened a new era in the study of the biogenesis of the complicated cobalamin. The use of 13C-FTNMR has led to the observation that 8 molecules of [2-13C] ALA are incorporated into vitamin B12, [5-13C] ALA labels seven only of the carbon atoms cyanocobalamin, i.e. amino methyl groups of ALA is 'lost' the process. It has also been confirmed that seven of the methyl groups of B12 are derived from [13CH3] -methionine and further that the chirality of the gemdimethyl grouping at C12 labelled with [13CH3] -methionine is R. Four [8-13C] -PBG were incorporated into V.B12 giving rise to 4 centers of enriched carbons. Mutiply-labelled uro'genIII (13C, 14C and 3H) has been used to show that incorporation takes place without randomization. A sequence for corrin synthesis from uro'genIII is presented. Also this review is shown more recently results in the corrin pathway.
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© The Society of Syhthetic Organic Chemistry, Japan
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