Incubation of (2S)-5-amino-(2′-oxoazetidin-1′-yl)pentanoic acid with clavaminic acid synthase gave (2S)-5-amino-2-(2′-oxoazetidin-1′-yl)pent-3,4-enoic acid as the major product, together with a small amount of proclayaminic acid; modification of the amino group to the guanyl group biased the mode of reactivity from desaturation to hydroxylation.
J. E. Baldwin, M. D. Lloyd, B. Wha-Son, C. J. Schofield, S. W. Elson, K. H. Baggaleyb and N. H. Nicholson, J. Chem. Soc., Chem. Commun., 1993, 500 DOI: 10.1039/C39930000500
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