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2a4q

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[[Image:2a4q.gif|left|200px]]
[[Image:2a4q.gif|left|200px]]
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{{Structure
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<!--
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|PDB= 2a4q |SIZE=350|CAPTION= <scene name='initialview01'>2a4q</scene>, resolution 2.45&Aring;
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The line below this paragraph, containing "STRUCTURE_2a4q", creates the "Structure Box" on the page.
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|SITE=
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You may change the PDB parameter (which sets the PDB file loaded into the applet)
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|LIGAND= <scene name='pdbligand=BME:BETA-MERCAPTOETHANOL'>BME</scene>, <scene name='pdbligand=FNH:(2R)-({N-[(3S)-3-({[(3S,6S)-6-CYCLOHEXYL-5,8-DIOXO-4,7-DIAZABICYCLO[14.3.1]ICOSA-1(20),16,18-TRIEN-3-YL]CARBONYL}AMINO)-2-OXOHEXANOYL]GLYCYL}AMINO)(PHENYL)ACETIC+ACID'>FNH</scene>, <scene name='pdbligand=ZN:ZINC+ION'>ZN</scene>
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or the SCENE parameter (which sets the initial scene displayed when the page is loaded),
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|ACTIVITY=
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or leave the SCENE parameter empty for the default display.
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|GENE=
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-->
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|DOMAIN=
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{{STRUCTURE_2a4q| PDB=2a4q | SCENE= }}
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|RELATEDENTRY=[[1a1r|1A1R]], [[2a4g|2A4G]], [[1jxp|1JXP]], [[1n1l|1N1L]], [[1ns3|1NS3]], [[1rtl|1RTL]]
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|RESOURCES=<span class='plainlinks'>[http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=2a4q FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=2a4q OCA], [http://www.ebi.ac.uk/pdbsum/2a4q PDBsum], [http://www.rcsb.org/pdb/explore.do?structureId=2a4q RCSB]</span>
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}}
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'''HCV NS3 protease with NS4a peptide and a covalently bound macrocyclic ketoamide compound.'''
'''HCV NS3 protease with NS4a peptide and a covalently bound macrocyclic ketoamide compound.'''
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[[Category: Pichardo, J.]]
[[Category: Pichardo, J.]]
[[Category: Prongay, A.]]
[[Category: Prongay, A.]]
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[[Category: virus/viral protein]]
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[[Category: Virus/viral protein]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Sat May 3 18:36:03 2008''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Mon Mar 31 01:47:49 2008''
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Revision as of 15:36, 3 May 2008

Image:2a4q.gif

Template:STRUCTURE 2a4q

HCV NS3 protease with NS4a peptide and a covalently bound macrocyclic ketoamide compound.


Overview

The 17-membered phenylalanine-based macrocycle 6 was prepared starting from 3-iodo-phenylalanine. Macrocyclization of alkene phenyl iodide 5 was effected through a palladium-catalyzed Heck reaction. The macrocyclic alpha-ketoamides were active inhibitors of the HCV NS3 protease, with the C-terminal acids and amides being more potent than tert-butyl esters.

About this Structure

2A4Q is a Protein complex structure of sequences from Hepatitis c virus. Full crystallographic information is available from OCA.

Reference

Synthesis and biological activity of macrocyclic inhibitors of hepatitis C virus (HCV) NS3 protease., Chen KX, Njoroge FG, Prongay A, Pichardo J, Madison V, Girijavallabhan V, Bioorg Med Chem Lett. 2005 Oct 15;15(20):4475-8. PMID:16112859 Page seeded by OCA on Sat May 3 18:36:03 2008

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OCA

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