2dio
From Proteopedia
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| - | [[Image:2dio.gif|left|200px]] | + | [[Image:2dio.gif|left|200px]] |
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| - | '''Crystal Structure of the Allene Oxide Cyclase 2 with bound inhibitor vernolic acid''' | + | {{Structure |
| + | |PDB= 2dio |SIZE=350|CAPTION= <scene name='initialview01'>2dio</scene>, resolution 1.700Å | ||
| + | |SITE= | ||
| + | |LIGAND= <scene name='pdbligand=EOD:11-[(2R,3S)-3-PENTYLOXIRAN-2-YL]UNDECANOIC+ACID'>EOD</scene> and <scene name='pdbligand=GOL:GLYCEROL'>GOL</scene> | ||
| + | |ACTIVITY= [http://en.wikipedia.org/wiki/Allene-oxide_cyclase Allene-oxide cyclase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=5.3.99.6 5.3.99.6] | ||
| + | |GENE= AT3G25770 ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=3702 Arabidopsis thaliana]) | ||
| + | }} | ||
| + | |||
| + | '''Crystal Structure of the Allene Oxide Cyclase 2 with bound inhibitor vernolic acid''' | ||
| + | |||
==Overview== | ==Overview== | ||
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==About this Structure== | ==About this Structure== | ||
| - | 2DIO is a [ | + | 2DIO is a [[Single protein]] structure of sequence from [http://en.wikipedia.org/wiki/Arabidopsis_thaliana Arabidopsis thaliana]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=2DIO OCA]. |
==Reference== | ==Reference== | ||
| - | The crystal structure of Arabidopsis thaliana allene oxide cyclase: insights into the oxylipin cyclization reaction., Hofmann E, Zerbe P, Schaller F, Plant Cell. 2006 Nov;18(11):3201-17. Epub 2006 Nov 3. PMID:[http:// | + | The crystal structure of Arabidopsis thaliana allene oxide cyclase: insights into the oxylipin cyclization reaction., Hofmann E, Zerbe P, Schaller F, Plant Cell. 2006 Nov;18(11):3201-17. Epub 2006 Nov 3. PMID:[http://www.ncbi.nlm.nih.gov/pubmed/17085685 17085685] |
[[Category: Allene-oxide cyclase]] | [[Category: Allene-oxide cyclase]] | ||
[[Category: Arabidopsis thaliana]] | [[Category: Arabidopsis thaliana]] | ||
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[[Category: inhibitor complex]] | [[Category: inhibitor complex]] | ||
| - | ''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu | + | ''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Mar 20 16:27:37 2008'' |
Revision as of 14:27, 20 March 2008
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| , resolution 1.700Å | |||||||
|---|---|---|---|---|---|---|---|
| Ligands: | and | ||||||
| Gene: | AT3G25770 (Arabidopsis thaliana) | ||||||
| Activity: | Allene-oxide cyclase, with EC number 5.3.99.6 | ||||||
| Coordinates: | save as pdb, mmCIF, xml | ||||||
Crystal Structure of the Allene Oxide Cyclase 2 with bound inhibitor vernolic acid
Overview
We describe the crystallization and structure elucidation of Arabidopsis thaliana allene oxide cyclase 2 (AOC2), a key enzyme in the biosynthesis of jasmonates. In a coupled reaction with allene oxide synthase, AOC2 releases the first cyclic and biologically active metabolite, 12-oxo-phytodienoic acid (OPDA). AOC2 (AT3G25770) folds into an eight-stranded antiparallel beta-barrel with a C-terminal partial helical extension. The protein forms a hydrophobic binding cavity with two distinct polar patches. AOC2 is trimeric in crystals, in vitro and in planta. Based on the observed folding pattern, we assigned AOC2 as a low molecular weight member of the lipocalin family with enzymatic activity in plants. We determined the binding position of the competitive inhibitor vernolic acid (a substrate analog) in the binding pocket. Based on models for bound substrate 12,13-epoxy-9,11,15-octadecatrienoic acid and product OPDA, we propose a reaction scheme that explains the influence of the C15 double bond on reactivity. Reaction is promoted by anchimeric assistance through a conserved Glu residue. The transition state with a pentadienyl carbocation and an oxyanion is stabilized by a strongly bound water molecule and favorable pi-pi interactions with aromatic residues in the cavity. Stereoselectivity results from steric restrictions to the necessary substrate isomerizations imposed by the protein.
About this Structure
2DIO is a Single protein structure of sequence from Arabidopsis thaliana. Full crystallographic information is available from OCA.
Reference
The crystal structure of Arabidopsis thaliana allene oxide cyclase: insights into the oxylipin cyclization reaction., Hofmann E, Zerbe P, Schaller F, Plant Cell. 2006 Nov;18(11):3201-17. Epub 2006 Nov 3. PMID:17085685
Page seeded by OCA on Thu Mar 20 16:27:37 2008
