Synthesis and inhibitory properties of α(chlorofluoromethyl)-α-amino acids, a novel class of irreversible inactivators of decarboxylases
- 1 January 1992
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 8,p. 1053-1064
- https://doi.org/10.1039/p19920001053
Abstract
The synthesis of α-(chlorofluoromethyl)-ornithine 7, -metatyrosine 8 and -glutamic acid 14 is described. Separation of diastereoisomers and relative configuration assignment by X-ray analysis are reported. Assignment of absolute configuration of the four enantiomers of α-(chlorofluoromethyl)-ornithine 7 is also described. The inhibitory properties against ornithine decarboxylase, aromatic amino acid decarboxylase and glutamate decarboxylase are reported in terms of diastereoselectivity (8 and 14) or enantioselectivity (7).Keywords
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