3gsy

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[[Image:3gsy.png|left|200px]]
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==Structure of berberine bridge enzyme in complex with dehydroscoulerine==
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<StructureSection load='3gsy' size='340' side='right' caption='[[3gsy]], [[Resolution|resolution]] 1.63&Aring;' scene=''>
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== Structural highlights ==
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<table><tr><td colspan='2'>[[3gsy]] is a 1 chain structure with sequence from [http://en.wikipedia.org/wiki/Eschscholzia_californica Eschscholzia californica]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=3GSY OCA]. For a <b>guided tour on the structure components</b> use [http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=3GSY FirstGlance]. <br>
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</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=BMA:BETA-D-MANNOSE'>BMA</scene>, <scene name='pdbligand=DEH:2,9-DIHYDROXY-3,10-DIMETHOXY-5,6-DIHYDROISOQUINO[3,2-A]ISOQUINOLINIUM'>DEH</scene>, <scene name='pdbligand=FAD:FLAVIN-ADENINE+DINUCLEOTIDE'>FAD</scene>, <scene name='pdbligand=MG:MAGNESIUM+ION'>MG</scene>, <scene name='pdbligand=NAG:N-ACETYL-D-GLUCOSAMINE'>NAG</scene></td></tr>
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<tr id='related'><td class="sblockLbl"><b>[[Related_structure|Related:]]</b></td><td class="sblockDat">[[3d2d|3d2d]], [[3d2h|3d2h]], [[3d2j|3d2j]], [[3fw9|3fw9]], [[3fw7|3fw7]], [[3fw8|3fw8]]</td></tr>
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<tr id='gene'><td class="sblockLbl"><b>[[Gene|Gene:]]</b></td><td class="sblockDat">BBE1 ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=3467 Eschscholzia californica])</td></tr>
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<tr id='activity'><td class="sblockLbl"><b>Activity:</b></td><td class="sblockDat"><span class='plainlinks'>[http://en.wikipedia.org/wiki/Reticuline_oxidase Reticuline oxidase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=1.21.3.3 1.21.3.3] </span></td></tr>
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<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=3gsy FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=3gsy OCA], [http://www.rcsb.org/pdb/explore.do?structureId=3gsy RCSB], [http://www.ebi.ac.uk/pdbsum/3gsy PDBsum]</span></td></tr>
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</table>
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== Evolutionary Conservation ==
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[[Image:Consurf_key_small.gif|200px|right]]
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Check<jmol>
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<jmolCheckbox>
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<scriptWhenChecked>select protein; define ~consurf_to_do selected; consurf_initial_scene = true; script "/wiki/ConSurf/gs/3gsy_consurf.spt"</scriptWhenChecked>
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<scriptWhenUnchecked>script /wiki/extensions/Proteopedia/spt/initialview01.spt</scriptWhenUnchecked>
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<text>to colour the structure by Evolutionary Conservation</text>
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</jmolCheckbox>
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</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/chain_selection.php?pdb_ID=2ata ConSurf].
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<div style="clear:both"></div>
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<div style="background-color:#fffaf0;">
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== Publication Abstract from PubMed ==
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Berberine bridge enzyme catalyzes the stereospecific oxidation and carbon-carbon bond formation of (S)-reticuline to (S)-scoulerine. In addition to this type of reactivity the enzyme can further oxidize (S)-scoulerine to the deeply red protoberberine alkaloid dehydroscoulerine albeit with a much lower rate of conversion. In the course of the four electron oxidation, no dihydroprotoberberine species intermediate was detectable suggesting that the second oxidation step leading to aromatization proceeds at a much faster rate. Performing the reaction in the presence of oxygen and under anoxic conditions did not affect the kinetics of the overall reaction suggesting no strict requirement for oxygen in the oxidation of the unstable dihydroprotoberberine intermediate. In addition to the kinetic characterization of this reaction we also present a structure of the enzyme in complex with the fully oxidized product. Combined with information available for the binding modes of (S)-reticuline and (S)-scoulerine a possible mechanism for the additional oxidation is presented. This is compared to previous reports of enzymes ((S)-tetrahydroprotoberberine oxidase and canadine oxidase) showing a similar type of reactivity in different plant species.
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{{STRUCTURE_3gsy| PDB=3gsy | SCENE= }}
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Berberine bridge enzyme catalyzes the six electron oxidation of (S)-reticuline to dehydroscoulerine.,Winkler A, Puhl M, Weber H, Kutchan TM, Gruber K, Macheroux P Phytochemistry. 2009 Jun;70(9):1092-7. Epub 2009 Jun 29. PMID:19570558<ref>PMID:19570558</ref>
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===Structure of berberine bridge enzyme in complex with dehydroscoulerine===
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From MEDLINE&reg;/PubMed&reg;, a database of the U.S. National Library of Medicine.<br>
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</div>
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{{ABSTRACT_PUBMED_19570558}}
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== References ==
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<references/>
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==About this Structure==
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__TOC__
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[[3gsy]] is a 1 chain structure with sequence from [http://en.wikipedia.org/wiki/Eschscholzia_californica Eschscholzia californica]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=3GSY OCA].
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</StructureSection>
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==Reference==
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<ref group="xtra">PMID:019570558</ref><references group="xtra"/>
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[[Category: Eschscholzia californica]]
[[Category: Eschscholzia californica]]
[[Category: Reticuline oxidase]]
[[Category: Reticuline oxidase]]
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[[Category: Gruber, K.]]
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[[Category: Gruber, K]]
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[[Category: Macheroux, P.]]
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[[Category: Macheroux, P]]
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[[Category: Winkler, A.]]
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[[Category: Winkler, A]]
[[Category: Alkaloid metabolism]]
[[Category: Alkaloid metabolism]]
[[Category: Bicovalent flavinylation]]
[[Category: Bicovalent flavinylation]]

Revision as of 09:43, 8 December 2014

Structure of berberine bridge enzyme in complex with dehydroscoulerine

3gsy, resolution 1.63Å

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