title: The action of (S)-alpha-chlorohydrin and 6-chloro-6-deoxyglucose on the metabolism of guinea pig spermatozoa.
abstract: (S)-alpha-Chlorohydrin inhibits the conversion of fructose to lactate by mature guinea pig spermatozoa in vitro. At a concentration of 2mM, there is a specific inhibition of glyceraldehyde-phosphate dehydrogenase resulting in the accumulation of fructose-1,6-bisphosphate, dihydroxyacetone phosphate and glyceraldehyde-3-phosphate and a concomitant decrease in the concentration of endogenous lactate. (R,S)-[3-36Cl]-alpha-Chlorohydrin is metabolised by the spermatozoa to 3-chlorolactaldehyde of unknown configuration. Exogenous (R,S)-3-chlorolactaldehyde (2mM) is an inhibitor of glyceraldehyde-phosphate dehydrogenase in guinea pig spermatozoa, whereas (R)-alpha-chlorohydrin (10mM) has no significant effect on the metabolism of fructose. 6-Chloro-6-deoxyglucose (10mM) inhibits glyceraldehyde-phosphate dehydrogenase in guinea pig spermatozoa in vitro and is metabolised to 3-chlorolactaldehyde which is presumably the (S)-isomer. The anti-glycolytic actions of (S)-alpha-chlorohydrin and 6-chloro-6-deoxyglucose in guinea pig spermatozoa are suggested to be due to the action of a common metabolite, (S)-3-chlorolactaldehyde.
mesh_terms: D000818:Animals; D002728:Chlorohydrins / Q000494:pharmacology*; D003837:Deoxy Sugars / Q000494:pharmacology*; D003847:Deoxyglucose / Q000031:analogs & derivatives / Q000494:pharmacology*; D005632:Fructose / Q000378:metabolism; D005987:Glyceraldehyde-3-Phosphate Dehydrogenases / Q000037:antagonists & inhibitors; D006019:Glycolysis / Q000187:drug effects; D006168:Guinea Pigs; D066298:In Vitro Techniques; D007773:Lactates / Q000378:metabolism; D019344:Lactic Acid; D008297:Male; D013094:Spermatozoa / Q000187:drug effects* / Q000378:metabolism; D013237:Stereoisomerism; D000517:alpha-Chlorohydrin / Q000494:pharmacology*
chemical_list: D002728:Chlorohydrins; D003837:Deoxy Sugars; D007773:Lactates; D005632:Fructose; D019344:Lactic Acid; C021163:6-chloro-6-deoxyglucose; D000517:alpha-Chlorohydrin; D003847:Deoxyglucose; D005987:Glyceraldehyde-3-Phosphate Dehydrogenases