Issue 9, 2003

Stereochemistry and mechanism of the conversion of 5-aminolaevulinic acid into porphobilinogen catalysed by porphobilinogen synthase

Abstract

(3R)- and (3S)-Deuteriated forms of 5-aminolaevulinic acid have been synthesised and the (3R)-form shows a significantly larger isotope effect when incubated with porphobilinogen synthase from bovine liver and from Bacillus subtilis; based on this and on available crystal structures, a modified mechanism for the enzymic reaction is proposed.

Graphical abstract: Stereochemistry and mechanism of the conversion of 5-aminolaevulinic acid into porphobilinogen catalysed by porphobilinogen synthase

Supplementary files

Article information

Article type
Communication
Submitted
05 Mar 2003
Accepted
26 Mar 2003
First published
02 Apr 2003

Org. Biomol. Chem., 2003,1, 1443-1446

Stereochemistry and mechanism of the conversion of 5-aminolaevulinic acid into porphobilinogen catalysed by porphobilinogen synthase

C. E. Goodwin and F. J. Leeper, Org. Biomol. Chem., 2003, 1, 1443 DOI: 10.1039/B302509H

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