Carbon-13 nuclear magnetic resonance studies of cyanocobalamin and several of its analogs

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Abstract
The 13C NMR spectrum of cyanocobalamin in aqueous solution was interpreted. The assignments are based on the earlier biosynthetic studies with 13C-enriched precursors and on the present systematic analysis of the spectra of cyanocobalamin, cyanocobalamin lactone, cyanocobalamin lactam, cyanoepicobalamin, and several cyanocobalaminmonocarboxylic acids. The interpretation of the spectrum of cyanocobalamin greatly simplifies the structure determination of new corrinoids and should prove very helpful in future studies of these compounds. The structures of 2 cyanocobalamindicarboxylic acids and a cyanocobalaminmonocarboxylic acid lactone were determined by comparing their 13C magnetic resonance spectra with that of cyanocobalamin.