2rcx

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{{Structure
{{Structure
|PDB= 2rcx |SIZE=350|CAPTION= <scene name='initialview01'>2rcx</scene>, resolution 2.000&Aring;
|PDB= 2rcx |SIZE=350|CAPTION= <scene name='initialview01'>2rcx</scene>, resolution 2.000&Aring;
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|SITE=
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|SITE= <scene name='pdbsite=AC1:Po4+Binding+Site+For+Residue+A+1'>AC1</scene>, <scene name='pdbsite=AC2:Po4+Binding+Site+For+Residue+A+362'>AC2</scene>, <scene name='pdbsite=AC3:Sm4+Binding+Site+For+Residue+A+964'>AC3</scene> and <scene name='pdbsite=AC4:Sm4+Binding+Site+For+Residue+B+964'>AC4</scene>
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|LIGAND= <scene name='pdbligand=PO4:PHOSPHATE+ION'>PO4</scene> and <scene name='pdbligand=SM4:(1R)-1-(2-THIOPHEN-2-YL-ACETYLAMINO)-1-(3-(2-CARBOXYVINYL)-PHENYL) METHYLBORONIC ACID'>SM4</scene>
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|LIGAND= <scene name='pdbligand=PO4:PHOSPHATE+ION'>PO4</scene>, <scene name='pdbligand=SM4:(1R)-1-(2-THIOPHEN-2-YL-ACETYLAMINO)-1-(3-(2-CARBOXYVINYL)-PHENYL)+METHYLBORONIC+ACID'>SM4</scene>
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|ACTIVITY= [http://en.wikipedia.org/wiki/Beta-lactamase Beta-lactamase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=3.5.2.6 3.5.2.6]
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|ACTIVITY= <span class='plainlinks'>[http://en.wikipedia.org/wiki/Beta-lactamase Beta-lactamase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=3.5.2.6 3.5.2.6] </span>
|GENE= ampC, ampA ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=562 Escherichia coli])
|GENE= ampC, ampA ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=562 Escherichia coli])
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|DOMAIN=<span class='plainlinks'>[http://www.ncbi.nlm.nih.gov/Structure/cdd/cddsrv.cgi?uid=PRK11289 ampC]</span>
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|RESOURCES=<span class='plainlinks'>[http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=2rcx FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=2rcx OCA], [http://www.ebi.ac.uk/pdbsum/2rcx PDBsum], [http://www.fli-leibniz.de/cgi-bin/ImgLib.pl?CODE=1kfv JenaLib], [http://www.rcsb.org/pdb/explore.do?structureId=2rcx RCSB]</span>
}}
}}
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[[Category: Prati, F.]]
[[Category: Prati, F.]]
[[Category: Shoichet, B K.]]
[[Category: Shoichet, B K.]]
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[[Category: PO4]]
 
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[[Category: SM4]]
 
[[Category: ampc]]
[[Category: ampc]]
[[Category: antibiotic resistance]]
[[Category: antibiotic resistance]]
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[[Category: serine hydrolase]]
[[Category: serine hydrolase]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Mar 20 18:34:49 2008''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Wed Mar 26 10:02:47 2008''

Revision as of 08:02, 26 March 2008


PDB ID 2rcx

Drag the structure with the mouse to rotate
, resolution 2.000Å
Sites: , , and
Ligands: ,
Gene: ampC, ampA (Escherichia coli)
Activity: Beta-lactamase, with EC number 3.5.2.6
Domains: ampC
Resources: FirstGlance, OCA, PDBsum, JenaLib, RCSB
Coordinates: save as pdb, mmCIF, xml



AmpC Beta-lactamase in complex with (1R)-1-(2-Thiophen-2-yl-acetylamino)-1-(3-(2-carboxyvinyl)-phenyl) methylboronic acid


Overview

Boronic acids have proved to be promising selective inhibitors of beta-lactamases, acting as transition state analogues. Starting from a previously described nanomolar inhibitor of AmpC beta-lactamase, three new inhibitors were designed to gain interactions with highly conserved residues, such as Asn343, and to bind more tightly to the enzyme. Among these, one was obtained by stereoselective synthesis and succeeded in placing its anionic group into the carboxylate binding site of the enzyme, as revealed by X-ray crystallography of the complex inhibitor/AmpC. Nevertheless, it failed at improving affinity, when compared to the lead from which it was derived. The origins of this structural and energetic discrepancy are discussed.

About this Structure

2RCX is a Single protein structure of sequence from Escherichia coli. Full crystallographic information is available from OCA.

Reference

Structure-based optimization of cephalothin-analogue boronic acids as beta-lactamase inhibitors., Morandi S, Morandi F, Caselli E, Shoichet BK, Prati F, Bioorg Med Chem. 2007 Nov 6;. PMID:17997318

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