Inhibition of fructolytic enzymes in boar spermatozoa by (S)-alpha-chlorohydrin and 1-chloro-3-hydroxypropanone.
When boar spermatozoa were incubated with the (S)-isomer of the male antifertility agent alpha-chlorohydrin the activity of glyceraldehyde-3-phosphate dehydrogenase was inhibited. The (R)-isomer had no significant effect on the activity of this enzyme whereas (R,S)-3-chlorolactaldehyde caused an inhibition of its activity and also in that of lactate dehydrogenase. The in vitro production of (S)-3-chlorolactaldehyde, the active metabolite of (S)-alpha-chlorohydrin, was attempted by incubating boar spermatozoa with 1-chloro-3-hydroxypropanone. Preliminary results lead us to propose that this compound is converted into (S)-3-chlorolactaldehyde as well as to another metabolite which is an inhibitor of other enzymes within the fructolytic pathway.
D000096:Acetone / Q000031:analogs & derivatives* / Q000494:pharmacology; D000818:Animals; D002728:Chlorohydrins / Q000494:pharmacology*; D005632:Fructose / Q000378:metabolism; D005987:Glyceraldehyde-3-Phosphate Dehydrogenases / Q000037:antagonists & inhibitors*; D007700:Kinetics; D007770:L-Lactate Dehydrogenase / Q000037:antagonists & inhibitors*; D008297:Male; D013094:Spermatozoa / Q000201:enzymology*; D013552:Swine; D000517:alpha-Chlorohydrin / Q000494:pharmacology*
D002728:Chlorohydrins; D000096:Acetone; D005632:Fructose; D000517:alpha-Chlorohydrin; D007770:L-Lactate Dehydrogenase; D005987:Glyceraldehyde-3-Phosphate Dehydrogenases; C027160:1-hydroxy-3-chloroacetone