| 729374 |
Fitzpatrick RW, Jackson H, Dickinson NA: Effect of racemic and S (+) alpha-chlorohydrin-1-phosphate on glyceraldehyde-3-phosphate dehydrogenase in relation to its contraceptive action. Contraception. 1978 Nov;18(5):477-83.
The phosphate esters of racemic (+/-) alpha-chlorohydrin and its S (+)-optical isomer have been prepared as cyclohexylamine salts. In vitro both inhibited glyceraldehyde-3-phosphate dehydrogenase by a competitive mechanism, whereas (+/-) alpha-chlorohydrin did not. The S (+)-isomer was approximately four times as potent as the racemate. These results correlate with data concerning the relative contraceptive activity in rats of racemic and S (+) alpha-chlorohydrin. They support the view that the antifertility mechanism involves in vivo formation of S (+) alpha-chlorohydrin-1-phosphate, with resulting inhibition of glycolysis in sperm. |
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