2om9

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[[Image:2om9.gif|left|200px]]<br /><applet load="2om9" size="350" color="white" frame="true" align="right" spinBox="true"
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[[Image:2om9.gif|left|200px]]
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caption="2om9, resolution 2.80&Aring;" />
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'''Ajulemic acid, a synthetic cannabinoid bound to PPAR gamma'''<br />
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{{Structure
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|PDB= 2om9 |SIZE=350|CAPTION= <scene name='initialview01'>2om9</scene>, resolution 2.80&Aring;
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|SITE=
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|LIGAND= <scene name='pdbligand=AJA:(6AR,10AR)-3-(1,1-DIMETHYLHEPTYL)-1-HYDROXY-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMENE-9-CARBOXYLIC ACID'>AJA</scene>
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|ACTIVITY=
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|GENE=
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}}
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'''Ajulemic acid, a synthetic cannabinoid bound to PPAR gamma'''
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==Overview==
==Overview==
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==About this Structure==
==About this Structure==
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2OM9 is a [http://en.wikipedia.org/wiki/Single_protein Single protein] structure of sequence from [http://en.wikipedia.org/wiki/Homo_sapiens Homo sapiens] with <scene name='pdbligand=AJA:'>AJA</scene> as [http://en.wikipedia.org/wiki/ligand ligand]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=2OM9 OCA].
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2OM9 is a [[Single protein]] structure of sequence from [http://en.wikipedia.org/wiki/Homo_sapiens Homo sapiens]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=2OM9 OCA].
==Reference==
==Reference==
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Ajulemic acid, a synthetic nonpsychoactive cannabinoid acid, bound to the ligand binding domain of the human peroxisome proliferator-activated receptor gamma., Ambrosio AL, Dias SM, Polikarpov I, Zurier RB, Burstein SH, Garratt RC, J Biol Chem. 2007 Jun 22;282(25):18625-33. Epub 2007 Apr 26. PMID:[http://ispc.weizmann.ac.il//pmbin/getpm?pmid=17462987 17462987]
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Ajulemic acid, a synthetic nonpsychoactive cannabinoid acid, bound to the ligand binding domain of the human peroxisome proliferator-activated receptor gamma., Ambrosio AL, Dias SM, Polikarpov I, Zurier RB, Burstein SH, Garratt RC, J Biol Chem. 2007 Jun 22;282(25):18625-33. Epub 2007 Apr 26. PMID:[http://www.ncbi.nlm.nih.gov/pubmed/17462987 17462987]
[[Category: Homo sapiens]]
[[Category: Homo sapiens]]
[[Category: Single protein]]
[[Category: Single protein]]
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[[Category: ppar gamma]]
[[Category: ppar gamma]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Feb 21 18:20:03 2008''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Mar 20 18:01:35 2008''

Revision as of 16:01, 20 March 2008


PDB ID 2om9

Drag the structure with the mouse to rotate
, resolution 2.80Å
Ligands:
Coordinates: save as pdb, mmCIF, xml



Ajulemic acid, a synthetic cannabinoid bound to PPAR gamma


Contents

Overview

Ajulemic acid (AJA) is a synthetic analog of THC-11-oic acid, a metabolite of tetrahydrocannabinol (THC), the major active ingredient of the recreational drug marijuana derived from the plant Cannabis sativa. AJA has potent analgesic and anti-inflammatory activity in vivo, but without the psychotropic action of THC. However, its precise mechanism of action remains unknown. Biochemical studies indicate that AJA binds directly and selectively to the isotype gamma of the peroxisome proliferator-activated receptor (PPARgamma) suggesting that this may be a pharmacologically relevant receptor for this compound and a potential target for drug development in the treatment of pain and inflammation. Here, we report the crystal structure of the ligand binding domain of the gamma isotype of human PPAR in complex with ajulemic acid, determined at 2.8-A resolution. Our results show a binding mode that is compatible with other known partial agonists of PPAR, explaining their moderate activation of the receptor, as well as the structural basis for isotype selectivity, as observed previously in vitro. The structure also provides clues to the understanding of partial agonism itself, suggesting a rational approach to the design of molecules capable of activating the receptor at levels that avoid undesirable side effects.

Disease

Known diseases associated with this structure: Abdominal body fat distribution, modifier of OMIM:[601487], Diabetes mellitus, insulin-resistant, with acanthosis nigricans and hypertension OMIM:[601487], Glioblastoma, susceptibility to OMIM:[601487], Insulin resistance, severe, digenic OMIM:[601487], Lipodystrophy, familial partial OMIM:[601487], Obesity, resistance to OMIM:[601487], Obesity, severe OMIM:[601487]

About this Structure

2OM9 is a Single protein structure of sequence from Homo sapiens. Full crystallographic information is available from OCA.

Reference

Ajulemic acid, a synthetic nonpsychoactive cannabinoid acid, bound to the ligand binding domain of the human peroxisome proliferator-activated receptor gamma., Ambrosio AL, Dias SM, Polikarpov I, Zurier RB, Burstein SH, Garratt RC, J Biol Chem. 2007 Jun 22;282(25):18625-33. Epub 2007 Apr 26. PMID:17462987

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