Bioorganic and Medicinal Chemistry Letters p. 2511 - 2514 (2001)
Update date:2022-09-26
Topics: Oxidation
Hamilton, Christopher S.
Yasuhara, Akito
Baldwin, Jack E.
Lloyd, Matthew D.
Rutledge, Peter J.
6-α-Methylpenicillin N was synthesised via known routes from 6-aminopenicillanic acid, and tested as a substrate for recombinant DAOCS and DAOC/DACS. Incubation with DAOCS resulted in conversion of 2-oxoglutarate without oxidation of the penicillin substrate ('uncoupled turnover'). Incubation with DAOC/DACS resulted in oxidation to the cephem aldehyde. This is the first example of substrate-induced 'uncoupled turnover', which has been proposed to be an editing mechanism for these enzymes. Elsevier Science Ltd. All rights reserved.
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