title: An apparent lack of stereospecificity in the reaction catalysed by deoxyribose 5-phosphate aldolase due to methyl-group rotation and enolization before product release.
abstract: In the reaction catalysed by deoxyribose 5-phosphate aldolase (2-deoxy-D-ribose 5-phosphate acetaldehyde-lyase, EC 4.1.2.4) from Salmonella typhimurium, almost complete equilibration of the methyl-group protons of the product, acetaldehyde, occurs before its release from the enzyme surface. This phenomenon does not allow the stereo-chemical course of the reaction to be determined by using hydrogen-isotope labelling of the methyl group to generate a chiral centre.
mesh_terms: D000079:Acetaldehyde / Q000378:metabolism; D000446:Aldehyde-Lyases / Q000378:metabolism*; D001665:Binding Sites; D003855:Deoxyribose / Q000031:analogs & derivatives; D008293:Malates / Q000032:analysis; D010428:Pentosephosphates / Q000378:metabolism; D012267:Ribosemonophosphates; D012486:Salmonella typhimurium / Q000201:enzymology; D014316:Tritium
chemical_list: D008293:Malates; D010428:Pentosephosphates; D012267:Ribosemonophosphates; D014316:Tritium; D003855:Deoxyribose; D000446:Aldehyde-Lyases; D000079:Acetaldehyde