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PMID: 856710 Published · ppublish ger Journal Article

[On cobyrinic acid biosynthesis. Novel methylated hydroporphyrins and their role in cobyrinis acid formation (author's transl)].

Zur Cobyrinsäure-Biosynthese. Neuartige, methylierte Hydroporphyrine und deren Bedeutung bei der Cobyrinsäure-Bildung

Hoppe-Seyler's Zeitschrift fur physiologische Chemie ·Vol. 358 ·No. 3 ·1977-03-00 ·Pages 339-52

Deeg R, Kriemler HP, Bergmann KH, Müller G

Abstract

Clostridium tetanomorphum and Propionibacterium shermanii were examined for intermediates in the synthetic pathway uroporphyrinogen III leads to cobyrinic acid. The isolation of two novel methylated hydroporphyrins, whose methyl groups are derived from S-adenosyl-L-methionine, is described. Spectroscopic (field desorption-mass, visible absorption) und electrophoretic studies as well as incorporation of labelled substrates indicate that they are analogues of a dihyrouroporphyrin and a tetrahydrouroporphyrin with adjacent reduced rings. Field desorption spectra of the [C2H3]- and [CH3]-tetrahydrouroporphyrin analogues show that the compound contains two methyl groups; it is concluded that the chlorine-like compound has one methyl group. Dehydrogenation experiments indicate that the methyl groups are located at one beta-carbon of the reduced rings. Incorporation experiments suggest that the tetrahydrouroporphyrin-like compound is an intermediate in cobyrinic acid biosynthesis. Studies on the utilization of a heptacarboxyporphyrinogen from C. tetanomorphum for cobyrinic acid formation are also described.

MeSH Terms
Clostridium/metabolism Mass Spectrometry Porphyrins/metabolism Propionibacterium/metabolism Species Specificity Spectrophotometry Spectrophotometry, Ultraviolet Vitamin B 12/analogs & derivatives,biosynthesis,isolation & purification
Chemicals
Porphyrins cobyrinic acid Vitamin B 12
Authors & Affiliations
4 authors, click to expand affiliations / ORCID
Deeg R
Kriemler H P
Bergmann K H
Müller G
Article Info
Journal
Hoppe-Seyler's Zeitschrift fur physiologische Chemie
Abbr.
Hoppe Seylers Z Physiol Chem
ISSN
0018-4888
Published
1977-03-00
Pages
339-52
Language
ger
Region
Germany
NLM ID
2985060R
Subset
IM
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