NDLI: A cofactor approach to copper-dependent catalytic antibodies

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A cofactor approach to copper-dependent catalytic antibodies

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A cofactor approach to copper-dependent catalytic antibodies

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Wentworth, Anita D. Janda, Kim D. Wentworth, Paul Shafton, Asher Harwig, Curtis W. Nicholas, Kenneth M.
Description	Author Affiliation: Nicholas KM ( Department of Chemistry and Biochemistry, University of Oklahoma, Norman, OK 73019, USA. kmnicholas@chemdept.chem.ou.edu);
Abstract	A strategy for the preparation of semisynthetic copper(II)-based catalytic metalloproteins is described in which a metal-binding bis-imidazole cofactor is incorporated into the combining site of the aldolase antibody 38C2. Antibody 38C2 features a large hydrophobic-combining site pocket with a highly nucleophilic lysine residue, Lys(H93), that can be covalently modified. A comparison of several lactone and anhydride reagents shows that the latter are the most effective and general derivatizing agents for the 38C2 Lys residue. A bis-imidazole anhydride (5) was efficiently prepared from N-methyl imidazole. The 38C2-5-Cu conjugate was prepared by either (i) initial derivatization of 38C2 with 5 followed by metallation with CuCl2, or (ii) precoordination of 5 with CuCl2 followed by conjugation with 38C2. The resulting 38C2-5-Cu conjugate was an active catalyst for the hydrolysis of the coordinating picolinate ester 11, following Michaelis-Menten kinetics [kcat(11) = 2.3 min(-1) and Km(11) 2.2 mM] with a rate enhancement [kcat(11)k(uncat)(11)] of 2.1 x 10(5). Comparison of the second-order rate constants of the modified 38C2 and the Cu(II)-bis-imidazolyl complex k(6-CuCl2) gives a rate enhancement of 3.5 x 10(4) in favor of the antibody complex with an effective molarity of 76.7 M, revealing a significant catalytic benefit to the binding of the bis-imidazolyl ligand into 38C2.
ISSN	00278424
e-ISSN	10916490
Journal	Proceedings of the National Academy of Sciences of the United States of America
Issue Number	5
Volume Number	99
Language	English
Publisher	National Academy of Sciences
Publisher Date	2002-03-01
Publisher Place	United States
Access Restriction	Open
Subject Keyword	Anhydrides Chemistry Antibodies, Catalytic Antibodies, Monoclonal Copper Fructose-Bisphosphate Aldolase Imidazoles Immunoglobulin Fab Fragments Ketones Lactones Molecular Structure Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, P.H.S. Multidisciplinary
Content Type	Text
Resource Type	Article
Subject	Multidisciplinary

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