Canonical binding arrays as molecular recognition elements in the immune system: tetrahedral anions and the ester hydrolysis transition state

Citation
Dj. Tantillo et Kn. Houk, Canonical binding arrays as molecular recognition elements in the immune system: tetrahedral anions and the ester hydrolysis transition state, CHEM BIOL, 8(6), 2001, pp. 535-545
Citations number
93
Categorie Soggetti
Biochemistry & Biophysics
Journal title
CHEMISTRY & BIOLOGY
ISSN journal
10745521 → ACNP
Volume
8
Issue
6
Year of publication
2001
Pages
535 - 545
Database
ISI
SICI code
1074-5521(200106)8:6<535:CBAAMR>2.0.ZU;2-2
Abstract
The structures, obtained by X-ray crystallography, of the binding sites of catalytic antibodies raised to bind different phosphonates are compared. Al though the amino acid sequences differ, all exhibit a tetrahedral array of hydrogen bond donors (a 'canonical binding array') complementary to the tet rahedral anion, which represents a 'transition state epitope' for the basic hydrolysis of esters and amides. Antibodies for phosphates, arsonates, and sulfonates are found also to possess the tetrahedral anion canonical bindi ng array. (C) 2001 Elsevier Science Ltd. All rights reserved.