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PMID: 6938990 Published · ppublish English Journal Article Research Support, Non-U.S. Gov't

Biosynthesis of vitamin B12: identity of fragment extruded during ring contraction to the corrin macrocycle.

Proceedings of the National Academy of Sciences of the United States of America ·Vol. 78 ·No. 1 ·1981-01-00 ·Pages 13-5

Battersby AR, Bushell MJ, Jones C, Lewis NG, Pfenninger A

Abstract

Incorporation experiments with labeled sirohydrochlorin and trimethylisobacteriochlorin demonstrate that ring contraction in vivo to the corrin macrocycle of vitamin B12 liberates acetic acid. The C-20 atom of the precursors becomes the acetate carboxyl carbon.

MeSH Terms

Acetates/biosynthesis Bacteriochlorophylls/metabolism Cell-Free System Chemical Phenomena Chemistry Corrinoids Propionibacterium/metabolism Vitamin B 12/biosynthesis,metabolism

Chemicals

Acetates Bacteriochlorophylls Corrinoids Vitamin B 12

Authors & Affiliations

5 authors, click to expand affiliations / ORCID

Battersby A R

Bushell M J

Jones C

Lewis N G

Pfenninger A

References (5)

5 references, click to expand

Ring contraction of hydroporphinoid to corrinoid complexes.
Proc Natl Acad Sci U S A. 1981 Jan;78(1):16-9 PMID: 16592942
Alkaloid biosynthesis. XII. The biosynthesis of narcotine.
J Chem Soc Perkin 1. 1968;17:2163-72 PMID: 5691486
Biosynthesis of vitamin B12: mode of incorporation of factor III into cobyrinic acid.
Proc Natl Acad Sci U S A. 1981 Jan;78(1):9-10 PMID: 6938991
Biosynthesis of porphyrins and related macrocycles. Part 10. Vitamin B12: biochemical derivation of cobyrinic acid from uroporphyrinogen III. Studies with corresponding ring c methyl heptacarboxylic prophyrinogen, and proof of seven intact methyl transfers.
J Chem Soc Perkin 1. 1977;2:166-78 PMID: 556735
[On the preparation of intermediates in cobyrinic acid biosynthesis by suspensions of Propionibacterium shermanii (author's transl)].
Hoppe Seylers Z Physiol Chem. 1977 Oct;358(10):1315-23 PMID: 924361

Article Info

Journal

Proceedings of the National Academy of Sciences of the United States of America

Abbr.

Proc Natl Acad Sci U S A

ISSN

0027-8424

DOI

10.1073/pnas.78.1.13

Published

1981-01-00

Pages

13-5

Language

English

Region

United States

NLM ID

7505876

PMCID

PMC318978

Subset

External Links

PubMed source DOI: 10.1073/pnas.78.1.13 PMC Full Text View journal details

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Biosynthesis of vitamin B12: identity of fragment extruded during ring contraction to the corrin macrocycle.

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