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

Abstract
Clostridium tetanomorphum and Propionibacterium shermanii were examined for intermediates in the synthetic pathway uroporphyrinogen III .fwdarw. cobyrinic acid. The isolation of 2 novel methylated hydroporphyrins, whose methyl groups are derived from S-adenosyl-L-methionine, is described. Spectroscopic (field desorption-mass, visible absorption) and electrophoretic studies, and incorporation of labeled substrates indicate that they are analogs of a dihydrouroporphyrin and a tetrahydrouroporphyrin with adjacent reduced rings. Field desorption spectra of the [C2H3]- and [CH3]-tetrahydrouroporphyrin analogs show that the compound contains 2 methyl groups. The Cl-like compound apparently has 1 methyl group. Dehydrogenation experiments indicate that the methyl groups are located at 1 .beta.-C 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 described.

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