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Issue 9, 2003
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Stereochemistry and mechanism of the conversion of 5-aminolaevulinic acid into porphobilinogen catalysed by porphobilinogen synthase

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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

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Publication details

The article was received on 05 Mar 2003, accepted on 26 Mar 2003 and first published on 02 Apr 2003


Article type: Communication
DOI: 10.1039/B302509H
Citation: Org. Biomol. Chem., 2003,1, 1443-1446
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    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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