2r6j: Difference between revisions

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{{Seed}}
[[Image:2r6j.png|left|200px]]


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==Structure of Eugenol Synthase from Ocimum basilicum==
The line below this paragraph, containing "STRUCTURE_2r6j", creates the "Structure Box" on the page.
<StructureSection load='2r6j' size='340' side='right'caption='[[2r6j]], [[Resolution|resolution]] 1.50&Aring;' scene=''>
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== Structural highlights ==
or the SCENE parameter (which sets the initial scene displayed when the page is loaded),
<table><tr><td colspan='2'>[[2r6j]] is a 2 chain structure with sequence from [https://en.wikipedia.org/wiki/Ocimum_basilicum Ocimum basilicum]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=2R6J OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=2R6J FirstGlance]. <br>
or leave the SCENE parameter empty for the default display.
</td></tr><tr id='method'><td class="sblockLbl"><b>[[Empirical_models|Method:]]</b></td><td class="sblockDat" id="methodDat">X-ray diffraction, [[Resolution|Resolution]] 1.5&#8491;</td></tr>
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<tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=NDP:NADPH+DIHYDRO-NICOTINAMIDE-ADENINE-DINUCLEOTIDE+PHOSPHATE'>NDP</scene></td></tr>
{{STRUCTURE_2r6j|  PDB=2r6j  |  SCENE=  }}
<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[https://proteopedia.org/fgij/fg.htm?mol=2r6j FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=2r6j OCA], [https://pdbe.org/2r6j PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=2r6j RCSB], [https://www.ebi.ac.uk/pdbsum/2r6j PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=2r6j ProSAT]</span></td></tr>
</table>
== Function ==
[https://www.uniprot.org/uniprot/EGS1_OCIBA EGS1_OCIBA]
== Evolutionary Conservation ==
[[Image:Consurf_key_small.gif|200px|right]]
Check<jmol>
  <jmolCheckbox>
    <scriptWhenChecked>; select protein; define ~consurf_to_do selected; consurf_initial_scene = true; script "/wiki/ConSurf/r6/2r6j_consurf.spt"</scriptWhenChecked>
    <scriptWhenUnchecked>script /wiki/extensions/Proteopedia/spt/initialview01.spt</scriptWhenUnchecked>
    <text>to colour the structure by Evolutionary Conservation</text>
  </jmolCheckbox>
</jmol>, as determined by [http://consurfdb.tau.ac.il/ ConSurfDB]. You may read the [[Conservation%2C_Evolutionary|explanation]] of the method and the full data available from [http://bental.tau.ac.il/new_ConSurfDB/main_output.php?pdb_ID=2r6j ConSurf].
<div style="clear:both"></div>
<div style="background-color:#fffaf0;">
== Publication Abstract from PubMed ==
Phenylpropenes, a large group of plant volatile compounds that serve in multiple roles in defense and pollinator attraction, contain a propenyl side chain. Eugenol synthase (EGS) catalyzes the reductive displacement of acetate from the propenyl side chain of the substrate coniferyl acetate to produce the allyl-phenylpropene eugenol. We report here the structure determination of EGS from basil (Ocimum basilicum) by protein x-ray crystallography. EGS is structurally related to the short-chain dehydrogenase/reductases (SDRs), and in particular, enzymes in the isoflavone-reductase-like subfamily. The structure of a ternary complex of EGS bound to the cofactor NADP(H) and a mixed competitive inhibitor EMDF ((7S,8S)-ethyl (7,8-methylene)-dihydroferulate) provides a detailed view of the binding interactions within the EGS active site and a starting point for mutagenic examination of the unusual reductive mechanism of EGS. The key interactions between EMDF and the EGS-holoenzyme include stacking of the phenyl ring of EMDF against the cofactor's nicotinamide ring and a water-mediated hydrogen-bonding interaction between the EMDF 4-hydroxy group and the side-chain amino moiety of a conserved lysine residue, Lys132. The C4 carbon of nicotinamide resides immediately adjacent to the site of hydride addition, the C7 carbon of cinnamyl acetate substrates. The inhibitor-bound EGS structure suggests a two-step reaction mechanism involving the formation of a quinone-methide prior to reduction. The formation of this intermediate is promoted by a hydrogen-bonding network that favors deprotonation of the substrate's 4-hydroxyl group and disfavors binding of the acetate moiety, akin to a push-pull catalytic mechanism. Notably, the catalytic involvement in EGS of the conserved Lys132 in preparing the phenolic substrate for quinone methide formation through the proton-relay network appears to be an adaptation of the analogous role in hydrogen bonding played by the equivalent lysine residue in other enzymes of the SDR family.


===Structure of Eugenol Synthase from Ocimum basilicum===
Structure and reaction mechanism of basil eugenol synthase.,Louie GV, Baiga TJ, Bowman ME, Koeduka T, Taylor JH, Spassova SM, Pichersky E, Noel JP PLoS ONE. 2007 Oct 3;2(10):e993. PMID:17912370<ref>PMID:17912370</ref>


 
From MEDLINE&reg;/PubMed&reg;, a database of the U.S. National Library of Medicine.<br>
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(as it appears on PubMed at http://www.pubmed.gov), where 17912370 is the PubMed ID number.
== References ==
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<references/>
{{ABSTRACT_PUBMED_17912370}}
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</StructureSection>
==About this Structure==
[[Category: Large Structures]]
2R6J is a [[Single protein]] structure of sequence from [http://en.wikipedia.org/wiki/Ocimum_basilicum Ocimum basilicum]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=2R6J OCA].
 
==Reference==
Structure and reaction mechanism of basil eugenol synthase., Louie GV, Baiga TJ, Bowman ME, Koeduka T, Taylor JH, Spassova SM, Pichersky E, Noel JP, PLoS ONE. 2007 Oct 3;2(10):e993. PMID:[http://www.ncbi.nlm.nih.gov/pubmed/17912370 17912370]
[[Category: Ocimum basilicum]]
[[Category: Ocimum basilicum]]
[[Category: Single protein]]
[[Category: Bowman ME]]
[[Category: Bowman, M E.]]
[[Category: Louie GV]]
[[Category: Louie, G V.]]
[[Category: Noel JP]]
[[Category: Noel, J P.]]
[[Category: Eugenol]]
[[Category: Phenylpropene]]
[[Category: Pip reductase]]
[[Category: Plant protein]]
[[Category: Short-chain dehydrogenase/reductase]]
 
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Retrieved from "https://proteopedia.org/2r6j"