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Part of book or chapter of book . 1998 . Peer-reviewed

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Low-Barrier Hydrogen Bond in the Catalytic Triad of Serine Enzymes

Name: Low-Barrier Hydrogen Bond in the Catalytic Triad of Serine Enzymes
Keywords: 3. Good health

descriptionPublicationkeyboard_double_arrow_right Part of book or chapter of book , Other literature type 01 Jan 1998Publisher:Springer US

Authors: Nathan A. Baker; Daniel M. Quinn; Rohit Medhekar; K. M. Sando; William R. Kearney;

doi: 10.1007/978-1-4899-1540-5_62

Low-Barrier Hydrogen Bond in the Catalytic Triad of Serine Enzymes

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Abstract

Acetylcholinesterase (AChE) and chymotrypsin are serine enzymes whose catalytic mechanism involves a nucleophilic attack (serine) and a general acid-base moiety (histidine). The incipient imidiazolium which is formed as a result of the nucleophilic attack by serine is stabilized by the negatively charged carboxylate (Glu or Asp). This transition state stabilization is thought to be gained by a low-barrier hydrogen bond (LBHB) in which the proton is centrally located between N5 and the carboxylate oxygen.

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University of California, San Diego
United States
University of Iowa
United States

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