title: A glycosidase antibody elicited against a chair-like transition state analog by in vitro immunization.
abstract: Antibodies were generated against the positively charged chair-like glycosidase inhibitor nojirimycin by in vitro immunization. A number of catalytic antibodies were isolated, one of which catalyzes the hydrolysis of p-nitrophenyl beta-D-glucopyranoside 3 with a rate enhancement (kcat/kuncat) of 10(5) M over the HOAC-catalyzed reaction. The antibody discriminates modifications in the pyranoside ring of substrate 3 at the C2, C4, and the anomeric positions. The pH dependence of the reaction and chemical modification studies suggest the presence of an active-site Asp or Glu residue that may function as a general acid. This study further defines those requirements necessary to generate antibodies that efficiently cleave glycosidic bonds.
authors.affiliation: Division of Applied Science, The Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 131-791 Korea.
authors.forename: J
authors.initials: J
authors.lastname: Yu
authors.forename: S Y
authors.initials: SY
authors.lastname: Choi
authors.forename: K D
authors.initials: KD
authors.lastname: Moon
authors.forename: H H
authors.initials: HH
authors.lastname: Chung
authors.forename: H J
authors.initials: HJ
authors.lastname: Youn
authors.forename: S
authors.initials: S
authors.lastname: Jeong
authors.forename: H
authors.initials: H
authors.lastname: Park
authors.forename: P G
authors.initials: PG
authors.lastname: Schultz
mesh_terms: D017485:1-Deoxynojirimycin / Q000031:analogs & derivatives; D017151:Antibodies, Catalytic / Q000378:metabolism*; D004791:Enzyme Inhibitors / Q000276:immunology; D005944:Glucosamine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000276:immunology; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors*; D006027:Glycosides / Q000378:metabolism*; D006241:Haptens / Q000276:immunology
chemical_list: D017151:Antibodies, Catalytic; D004791:Enzyme Inhibitors; D006027:Glycosides; D006241:Haptens; D017485:1-Deoxynojirimycin; D006026:Glycoside Hydrolases; D005944:Glucosamine; C013626:nojirimycin