Inhibition and inactivation of estrogen synthetase (aromatase) by fluorinated substrate analogs
- 1 May 1982
- journal article
- research article
- Published by American Chemical Society (ACS) in Biochemistry
- Vol. 21 (11), 2773-2778
- https://doi.org/10.1021/bi00540a030
Abstract
19,19-Difluoroandrost-4-ene-3,17-dione (1) and 19-fluorcandrost-4-ene-3,17-dione (2) were synthesized, and the interaction of these compounds with the estrogen synthetase (aromatase) activity of human placental microsomes was studied. 1 caused time-dependent, irreversible inactivation of this enzyme (Ki inhibition constant = 1 .mu.M, Kinactivation = 0.023 min-1). A possible mechanism of this process is enzymatic generation of an acyl fluoride through oxidation of 1. Compound 2 does not cause inactivation, and this substrate analog is converted to estrone in high yield by this enzyme system.This publication has 10 references indexed in Scilit:
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