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| | ==Crystal structure of eugenol oxidase in complex with vanillin== | | ==Crystal structure of eugenol oxidase in complex with vanillin== |
| - | <StructureSection load='5fxp' size='340' side='right' caption='[[5fxp]], [[Resolution|resolution]] 2.60Å' scene=''> | + | <StructureSection load='5fxp' size='340' side='right'caption='[[5fxp]], [[Resolution|resolution]] 2.60Å' scene=''> |
| | == Structural highlights == | | == Structural highlights == |
| - | <table><tr><td colspan='2'>[[5fxp]] is a 2 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=5FXP OCA]. For a <b>guided tour on the structure components</b> use [http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=5FXP FirstGlance]. <br> | + | <table><tr><td colspan='2'>[[5fxp]] is a 2 chain structure with sequence from [https://en.wikipedia.org/wiki/Rhodococcus_jostii_RHA1 Rhodococcus jostii RHA1]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=5FXP OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=5FXP FirstGlance]. <br> |
| - | </td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=FAD:FLAVIN-ADENINE+DINUCLEOTIDE'>FAD</scene>, <scene name='pdbligand=GOL:GLYCEROL'>GOL</scene>, <scene name='pdbligand=V55:4-HYDROXY-3-METHOXYBENZALDEHYDE'>V55</scene></td></tr> | + | </td></tr><tr id='method'><td class="sblockLbl"><b>[[Empirical_models|Method:]]</b></td><td class="sblockDat" id="methodDat">X-ray diffraction, [[Resolution|Resolution]] 2.6Å</td></tr> |
| - | <tr id='related'><td class="sblockLbl"><b>[[Related_structure|Related:]]</b></td><td class="sblockDat">[[5fxd|5fxd]], [[5fxe|5fxe]], [[5fxf|5fxf]]</td></tr> | + | <tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=FAD:FLAVIN-ADENINE+DINUCLEOTIDE'>FAD</scene>, <scene name='pdbligand=GOL:GLYCEROL'>GOL</scene>, <scene name='pdbligand=V55:4-HYDROXY-3-METHOXYBENZALDEHYDE'>V55</scene></td></tr> |
| - | <tr id='activity'><td class="sblockLbl"><b>Activity:</b></td><td class="sblockDat"><span class='plainlinks'>[http://en.wikipedia.org/wiki/Vanillyl-alcohol_oxidase Vanillyl-alcohol oxidase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=1.1.3.38 1.1.3.38] </span></td></tr> | + | <tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[https://proteopedia.org/fgij/fg.htm?mol=5fxp FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=5fxp OCA], [https://pdbe.org/5fxp PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=5fxp RCSB], [https://www.ebi.ac.uk/pdbsum/5fxp PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=5fxp ProSAT]</span></td></tr> |
| - | <tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=5fxp FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=5fxp OCA], [http://pdbe.org/5fxp PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=5fxp RCSB], [http://www.ebi.ac.uk/pdbsum/5fxp PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=5fxp ProSAT]</span></td></tr> | + | |
| | </table> | | </table> |
| | + | == Function == |
| | + | [https://www.uniprot.org/uniprot/Q0SBK1_RHOJR Q0SBK1_RHOJR] |
| | <div style="background-color:#fffaf0;"> | | <div style="background-color:#fffaf0;"> |
| | == Publication Abstract from PubMed == | | == Publication Abstract from PubMed == |
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| | __TOC__ | | __TOC__ |
| | </StructureSection> | | </StructureSection> |
| - | [[Category: Vanillyl-alcohol oxidase]] | + | [[Category: Large Structures]] |
| - | [[Category: Binda, C]] | + | [[Category: Rhodococcus jostii RHA1]] |
| - | [[Category: Fraaije, M W]] | + | [[Category: Binda C]] |
| - | [[Category: Gonzalo, G de]] | + | [[Category: Fraaije MW]] |
| - | [[Category: Martinez, A R]] | + | [[Category: Martinez AR]] |
| - | [[Category: Mattevi, A]] | + | [[Category: Mattevi A]] |
| - | [[Category: Nguyen, Q T]] | + | [[Category: Nguyen Q-T]] |
| - | [[Category: Biocatalysis]] | + | [[Category: De Gonzalo G]] |
| - | [[Category: Eugenol]]
| + | |
| - | [[Category: Kinetic resolution]]
| + | |
| - | [[Category: Oxidase]]
| + | |
| - | [[Category: Oxidoreductase]]
| + | |
| - | [[Category: Selective oxidation]]
| + | |
| Structural highlights
Function
Q0SBK1_RHOJR
Publication Abstract from PubMed
Eugenol oxidase (EUGO) from Rhodococcus jostii RHA1 had previously been shown to convert only a limited set of phenolic compounds. In this study, we have explored the biocatalytic potential of this flavoprotein oxidase, resulting in a broadened substrate scope and a deeper insight into its structural properties. In addition to the oxidation of vanillyl alcohol and the hydroxylation of eugenol, EUGO can efficiently catalyze the dehydrogenation of various phenolic ketones and the selective oxidation of a racemic secondary alcohol-4-(1-hydroxyethyl)-2-methoxyphenol. EUGO was also found to perform the kinetic resolution of a racemic secondary alcohol. Crystal structures of the enzyme in complexes with isoeugenol, coniferyl alcohol, vanillin, and benzoate have been determined. The catalytic center is a remarkable solvent-inaccessible cavity on the si side of the flavin cofactor. Structural comparison with vanillyl alcohol oxidase from Penicillium simplicissimum highlights a few localized changes that correlate with the selectivity of EUGO for phenolic substrates bearing relatively small p-substituents while tolerating o-methoxy substituents.
Biocatalytic Properties and Structural Analysis of Eugenol Oxidase from Rhodococcus jostii RHA1: A Versatile Oxidative Biocatalyst.,Nguyen QT, de Gonzalo G, Binda C, Rioz-Martinez A, Mattevi A, Fraaije MW Chembiochem. 2016 Jul 15;17(14):1359-66. doi: 10.1002/cbic.201600148. Epub 2016, Jun 7. PMID:27123962[1]
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.
References
- ↑ Nguyen QT, de Gonzalo G, Binda C, Rioz-Martinez A, Mattevi A, Fraaije MW. Biocatalytic Properties and Structural Analysis of Eugenol Oxidase from Rhodococcus jostii RHA1: A Versatile Oxidative Biocatalyst. Chembiochem. 2016 Jul 15;17(14):1359-66. doi: 10.1002/cbic.201600148. Epub 2016, Jun 7. PMID:27123962 doi:http://dx.doi.org/10.1002/cbic.201600148
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