Open AccessDiversity of corrinoids in acetogenic bacteria
Author(s) -
STUPPERICH Erhard,
EISINGER Hans Jürgen,
KRÄUTLER Bernhard
Publication year - 1988
Publication title -
european journal of biochemistry
Language(s) - English
Resource type - Journals
eISSN - 1432-1033
pISSN - 0014-2956
DOI - 10.1111/j.1432-1033.1988.tb13910.x
Subject(s) - corrinoid , corrin , chemistry , stereochemistry , carboxylate , cobalt , biochemistry , organic chemistry , methylation , methyltransferase , gene
The Coβ‐cyanocobamides obtained by cyanide extractions from several acetogenic bacteria were structurally characterized by ultraviolet visible spectra, proton‐nuclear‐magnetic‐resonance spectra and fast‐atom‐bombardment mass spectra. p ‐Cresolylcobamide was detected as a major corrinoid from Sporomusa ovata. This ‘complete’ corrinoid was isolated from an organism for the first time. Instead of the common Coα bases of the known and biologically active cobamides, p ‐cresolylcobamide contained a glycosidically bound cresolyl function that was unable to coordinate to the cobalt of the corrin ring. An additional, previously unknown corrinoid from natural sources, Coα‐[α‐(5‐methoxy‐6‐methylbenzimidazolyl)]‐Coβ‐cyanocobamide, was isolated along with vitamin B 12 from Clostridium formicoaceticum. Both homoacetogenic eubacteria were grown on methanol and contained high amounts of corrinoids (> 950 nmol/g cell dry mass). Less corrinoid was isolated from Acetobacterium woodii and characterized as vitamin B 12 .