New reactions in clavulanic acid biosynthesis
β Scribed by Craig A Townsend
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- English
- Weight
- 160 KB
- Volume
- 6
- Category
- Article
- ISSN
- 1367-5931
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β¦ Synopsis
Clavulanic acid is only a modestly effective antibiotic against bacterial infections in humans, but a potent inhibitor/inactivator of beta-lactamase enzymes that confer bacterial resistance. The biosynthetic pathway to clavulanic acid is considerably more complex than that to the structurally related penicillins and cephalosporins and has revealed several interesting reactions.
π SIMILAR VOLUMES
A primary isotope effect was utilised in an in vitro study to allow the isolation and characterisation of an intermed& between proclavaminic acid and clavaminic acid, in clavulanic acid biosynthesis.1 Clavulanic acid (l), a medicinally important bicyclic ~lactam produced by Srreptomyces ckzvuligerus
Regioselective reactions at the terminal double bond of the racemic azetidinone dienylether (4), provides a source of clavulanic acid and several analogues. We have recently reported la the first total synthesis of (t)-olavulenic acid (l), which relied upon the construction, double-bond isomerisati