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1y0l

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{{STRUCTURE_1y0l| PDB=1y0l | SCENE= }}
{{STRUCTURE_1y0l| PDB=1y0l | SCENE= }}
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'''Catalytic elimination antibody 34E4 in complex with hapten'''
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===Catalytic elimination antibody 34E4 in complex with hapten===
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==Overview==
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Antibody 34E4 catalyzes the conversion of benzisoxazoles to salicylonitriles with high rates and multiple turnovers. The crystal structure of its complex with the benzimidazolium hapten at 2.5-angstroms resolution shows that a combination of hydrogen bonding, pi stacking, and van der Waals interactions is exploited to position both the base, Glu(H50), and the substrate for efficient proton transfer. Suboptimal placement of the catalytic carboxylate, as observed in the 2.8-angstroms structure of the Glu(H50)Asp variant, results in substantially reduced catalytic efficiency. In addition to imposing high positional order on the transition state, the antibody pocket provides a highly structured microenvironment for the reaction in which the carboxylate base is activated through partial desolvation, and the highly polarizable transition state is stabilized by dispersion interactions with the aromatic residue Trp(L91) and solvation of the leaving group oxygen by external water. The enzyme-like efficiency of general base catalysis in this system directly reflects the original hapten design, in which a charged guanidinium moiety was strategically used to elicit an accurately positioned functional group in an appropriate reaction environment and suggests that even larger catalytic effects may be achievable by extending this approach to the induction of acid-base pairs capable of bifunctional catalysis.
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(as it appears on PubMed at http://www.pubmed.gov), where 15788533 is the PubMed ID number.
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{{ABSTRACT_PUBMED_15788533}}
==About this Structure==
==About this Structure==
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[[Category: Hapten complex]]
[[Category: Hapten complex]]
[[Category: Immunoglobulin]]
[[Category: Immunoglobulin]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Sat May 3 15:44:15 2008''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Mon Jul 28 04:25:29 2008''

Revision as of 01:25, 28 July 2008

Image:1y0l.png

Template:STRUCTURE 1y0l

Catalytic elimination antibody 34E4 in complex with hapten

Template:ABSTRACT PUBMED 15788533

About this Structure

Full crystallographic information is available from OCA.

Reference

Structural origins of efficient proton abstraction from carbon by a catalytic antibody., Debler EW, Ito S, Seebeck FP, Heine A, Hilvert D, Wilson IA, Proc Natl Acad Sci U S A. 2005 Apr 5;102(14):4984-9. Epub 2005 Mar 23. PMID:15788533

Page seeded by OCA on Mon Jul 28 04:25:29 2008

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