2a4q

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[[Image:2a4q.gif|left|200px]]<br /><applet load="2a4q" size="350" color="white" frame="true" align="right" spinBox="true"
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[[Image:2a4q.gif|left|200px]]
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caption="2a4q, resolution 2.45&Aring;" />
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'''HCV NS3 protease with NS4a peptide and a covalently bound macrocyclic ketoamide compound.'''<br />
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{{Structure
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|PDB= 2a4q |SIZE=350|CAPTION= <scene name='initialview01'>2a4q</scene>, resolution 2.45&Aring;
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|SITE=
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|LIGAND= <scene name='pdbligand=ZN:ZINC+ION'>ZN</scene>, <scene name='pdbligand=BME:BETA-MERCAPTOETHANOL'>BME</scene> and <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>
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|ACTIVITY=
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|GENE=
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}}
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'''HCV NS3 protease with NS4a peptide and a covalently bound macrocyclic ketoamide compound.'''
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==Overview==
==Overview==
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==About this Structure==
==About this Structure==
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2A4Q is a [http://en.wikipedia.org/wiki/Protein_complex Protein complex] structure of sequences from [http://en.wikipedia.org/wiki/Hepatitis_c_virus Hepatitis c virus] with <scene name='pdbligand=ZN:'>ZN</scene>, <scene name='pdbligand=BME:'>BME</scene> and <scene name='pdbligand=FNH:'>FNH</scene> as [http://en.wikipedia.org/wiki/ligands ligands]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=2A4Q OCA].
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2A4Q is a [[Protein complex]] structure of sequences from [http://en.wikipedia.org/wiki/Hepatitis_c_virus Hepatitis c virus]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=2A4Q OCA].
==Reference==
==Reference==
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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:[http://ispc.weizmann.ac.il//pmbin/getpm?pmid=16112859 16112859]
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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:[http://www.ncbi.nlm.nih.gov/pubmed/16112859 16112859]
[[Category: Hepatitis c virus]]
[[Category: Hepatitis c virus]]
[[Category: Protein complex]]
[[Category: Protein complex]]
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[[Category: virus/viral protein]]
[[Category: virus/viral protein]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Feb 21 16:23:34 2008''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Mar 20 15:45:22 2008''

Revision as of 13:45, 20 March 2008


PDB ID 2a4q

Drag the structure with the mouse to rotate
, resolution 2.45Å
Ligands: , and
Coordinates: save as pdb, mmCIF, xml



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

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