Stereospecific control of the citrate synthase mediated synthesis of (2R,3R)-3-fluorocitrate by the relative stabilities of the intermediate fluoroenolates
- 1 January 1994
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 18,p. 2029-2030
- https://doi.org/10.1039/c39940002029
Abstract
A model for the stereochemical course of enzymatically mediated condensations involving fluoroacetyl–CoA is provided by ab initio calculations of the relative stabilities of the E- and Z-isomers of fluorothioacyl enols and enolates, in which we suggest the enolate intermediate is substantially protonated for citrate synthase but not for malate synthase.Keywords
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