title: Calculated effects of the chemical environment of 2-phospho-D-glycerate on the pKa of its carbon-2 and correlations with the proposed mechanism of action of enolase.
abstract: The mechanism of action of enolase requires drastic lowering of the pK of the alpha carbon of the substrate to enable removal of the alpha hydrogen. Calculations suggest this is done primarily by rotation of the carboxyl ("carbon-1") of the substrate around the carbon-1 carbon-2 bond by 90 degrees so that its oxygen atoms lie in the plane formed by the three carbon atoms and secondarily by effectively neutralizing the negative charges on the carboxylate and phosphate. These predictions are in very good agreement with the proposed mechanism of action of enolase which is based on X-ray crystallographic data.
authors.affiliation: Department of Chemistry, University of Georgia, Athens 30602, USA.
authors.forename: S H
authors.initials: SH
authors.lastname: Hilal
authors.forename: J M
authors.initials: JM
authors.lastname: Brewer
authors.forename: L
authors.initials: L
authors.lastname: Lebioda
authors.forename: L A
authors.initials: LA
authors.lastname: Carreira
mesh_terms: D000595:Amino Acid Sequence; D001665:Binding Sites; D018360:Crystallography, X-Ray; D005988:Glyceric Acids / Q000737:chemistry* / Q000378:metabolism*; D006860:Hydrogen Bonding; D007700:Kinetics; D008274:Magnesium / Q000378:metabolism; D008958:Models, Molecular; D008968:Molecular Conformation; D010751:Phosphopyruvate Hydratase / Q000737:chemistry* / Q000378:metabolism*; D011487:Protein Conformation
chemical_list: D005988:Glyceric Acids; C008885:2-phosphoglycerate; D010751:Phosphopyruvate Hydratase; D008274:Magnesium