Stereospecificity of β-lactam formation in penicillin biosynthesis
- 1 January 1986
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 5,p. 409-411
- https://doi.org/10.1039/c39860000409
Abstract
The conversion of the tripeptide δ-L-α-aminoadipolyl-L-cysteinyl-D-valine into isopenicillin N catalysed by the enzyme isopenicillin N synthetase has been shown to occur with complete retention of the cysteinyl 3-pro-R-hydrogen and with complete loss of the cysteinyl 3-pro-S-hydrogen [δ-L-α-aminoadipoyl = 5-(5S)-amino-5-carboxypentanoyl].Keywords
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