title: Conformational energies of substrates and inhibitors for carboxypeptidase A: stereoelectronic effect.
abstract: Because of the complexity involved in binding of a ligand to an enzyme the conformational preference of the bound ligand has not been well understood yet. We have examined the conformational energies of ligands for carboxypeptidase A using ab initio calculations. Considering the large stereoelectronic effect of 4-5 kcal/mol, the energetic preference of the unbound ligand conformers which arises from the stereoelectronic effect appears to play a significant role in determining the bound ligand conformations.
authors.affiliation: Center for Biofunctional Molecules, Pohang University of Science and Technology, Korea.
authors.forename: J K
authors.initials: JK
authors.lastname: Park
authors.forename: S J
authors.initials: SJ
authors.lastname: Cho
authors.forename: S
authors.initials: S
authors.lastname: Lee
authors.forename: K S
authors.initials: KS
authors.lastname: Kim
authors.forename: D H
authors.initials: DH
authors.lastname: Kim
mesh_terms: D015097:3-Mercaptopropionic Acid / Q000031:analogs & derivatives / Q000737:chemistry / Q000378:metabolism; D001665:Binding Sites; D002268:Carboxypeptidases / Q000037:antagonists & inhibitors / Q000737:chemistry* / Q000378:metabolism; D043422:Carboxypeptidases A; D004151:Dipeptides / Q000737:chemistry / Q000378:metabolism; D007773:Lactates / Q000737:chemistry / Q000378:metabolism; D008024:Ligands; D015394:Molecular Structure; D010649:Phenylalanine / Q000031:analogs & derivatives / Q000737:chemistry / Q000378:metabolism; D010666:Phenylpropionates / Q000737:chemistry / Q000378:metabolism; D013379:Substrate Specificity
chemical_list: D004151:Dipeptides; D007773:Lactates; D008024:Ligands; D010666:Phenylpropionates; D010649:Phenylalanine; C019268:2-benzyl-3-mercaptopropanoic acid; C022013:glycyltyrosine; D015097:3-Mercaptopropionic Acid; D002268:Carboxypeptidases; D043422:Carboxypeptidases A; C044228:N-acetylphenylalanine