6s5m - Revision history

OCA at 12:35, 24 January 2024

2024-01-24T12:35:45Z

←Older revision		Revision as of 12:35, 24 January 2024
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	<StructureSection load='6s5m' size='340' side='right'caption='[[6s5m]], [[Resolution\|resolution]] 1.90Å' scene=''>		<StructureSection load='6s5m' size='340' side='right'caption='[[6s5m]], [[Resolution\|resolution]] 1.90Å' scene=''>
	== Structural highlights ==		== Structural highlights ==
-	<table><tr><td colspan='2'>[[6s5m]] is a 1 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=6S5M OCA]. For a <b>guided tour on the structure components</b> use [~~http~~://proteopedia.org/fgij/fg.htm?mol=6S5M FirstGlance]. <br>	+	<table><tr><td colspan='2'>[[6s5m]] is a 1 chain structure with sequence from [https://en.wikipedia.org/wiki/Ophiorrhiza_pumila Ophiorrhiza pumila]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=6S5M OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=6S5M FirstGlance]. <br>
-	</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=KWH:(1~{S})-1-propyl-2,3,4,9-tetrahydro-1~{H}-pyrido[3,4-b]indole'>KWH</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]] 1.9Å</td></tr>
-	<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[~~http~~://proteopedia.org/fgij/fg.htm?mol=6s5m FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=6s5m OCA], [~~http~~://pdbe.org/6s5m PDBe], [~~http~~://www.rcsb.org/pdb/explore.do?structureId=6s5m RCSB], [~~http~~://www.ebi.ac.uk/pdbsum/6s5m PDBsum], [~~http~~://prosat.h-its.org/prosat/prosatexe?pdbcode=6s5m ProSAT]</span></td></tr>	+	<tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=KWH:(1~{S})-1-propyl-2,3,4,9-tetrahydro-1~{H}-pyrido[3,4-b]indole'>KWH</scene></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=6s5m FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=6s5m OCA], [https://pdbe.org/6s5m PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=6s5m RCSB], [https://www.ebi.ac.uk/pdbsum/6s5m PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=6s5m ProSAT]</span></td></tr>
	</table>		</table>
		+	== Function ==
		+	[https://www.uniprot.org/uniprot/Q94LW9_9GENT Q94LW9_9GENT]
	<div style="background-color:#fffaf0;">		<div style="background-color:#fffaf0;">
	== Publication Abstract from PubMed ==		== Publication Abstract from PubMed ==
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	</div>		</div>
	<div class="pdbe-citations 6s5m" style="background-color:#fffaf0;"></div>		<div class="pdbe-citations 6s5m" style="background-color:#fffaf0;"></div>
		+
		+	==See Also==
		+	*[[Strictosidine Synthase\|Strictosidine Synthase]]
	== References ==		== References ==
	<references/>		<references/>
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	</StructureSection>		</StructureSection>
	[[Category: Large Structures]]		[[Category: Large Structures]]
-	[[Category: Eger, E]]	+	[[Category: Ophiorrhiza pumila]]
-	[[Category: Grogan, G]]	+	[[Category: Eger E]]
-	[[Category: Kroutil, W]]	+	[[Category: Grogan G]]
-	[[Category: Sharma, M]]	+	[[Category: Kroutil W]]
-	~~[[Category: Alkaloid]]~~	+	[[Category: Sharma M]]
-	~~[[Category: C-c bond]]~~	+
-	~~[[Category: Lyase]]~~	+
-	~~[[Category: Pictet-spenglerase~~]]	+

OCA at 06:53, 8 April 2020

2020-04-08T06:53:17Z

←Older revision		Revision as of 06:53, 8 April 2020
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-	'''Unreleased structure'''

-	~~The entry~~ 6s5m is ~~ON HOLD until Paper~~ Publication	+	==Strictosidine Synthase from Ophiorrhiza pumila in complex with (S)-1-n-propyl-2,3,4,9-tetrahydro-1H-beta-carboline==
		+	<StructureSection load='6s5m' size='340' side='right'caption='[[6s5m]], [[Resolution\|resolution]] 1.90Å' scene=''>
		+	== Structural highlights ==
		+	<table><tr><td colspan='2'>[[6s5m]] is a 1 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=6S5M OCA]. For a <b>guided tour on the structure components</b> use [http://proteopedia.org/fgij/fg.htm?mol=6S5M FirstGlance]. <br>
		+	</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=KWH:(1~{S})-1-propyl-2,3,4,9-tetrahydro-1~{H}-pyrido[3,4-b]indole'>KWH</scene></td></tr>
		+	<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[http://proteopedia.org/fgij/fg.htm?mol=6s5m FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=6s5m OCA], [http://pdbe.org/6s5m PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=6s5m RCSB], [http://www.ebi.ac.uk/pdbsum/6s5m PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=6s5m ProSAT]</span></td></tr>
		+	</table>
		+	<div style="background-color:#fffaf0;">
		+	== Publication Abstract from PubMed ==
		+	The Pictet-Spengler reaction is a valuable route to 1,2,3,4-tetrahydro-beta-carboline (THBC) and isoquinoline scaffolds found in many important pharmaceuticals. Strictosidine synthase (STR) catalyzes the Pictet-Spengler condensation of tryptamine and the aldehyde secologanin to give (S)-strictosidine as a key intermediate in indole alkaloid biosynthesis. STRs also accept short-chain aliphatic aldehydes to give enantioenriched alkaloid products with up to 99% ee STRs are thus valuable asymmetric organocatalysts for applications in organic synthesis. The STR catalysis of reactions of small aldehydes gives an unexpected switch in stereopreference, leading to formation of the (R)-products. Here we report a rationale for the formation of the (R)-configured products by the STR enzyme from Ophiorrhiza pumila (OpSTR) using a combination of X-ray crystallography, mutational, and molecular dynamics (MD) studies. We discovered that short-chain aldehydes bind in an inverted fashion compared to secologanin leading to the inverted stereopreference for the observed (R)-product in those cases. The study demonstrates that the same catalyst can have two different productive binding modes for one substrate but give different absolute configuration of the products by binding the aldehyde substrate differently. These results will guide future engineering of STRs and related enzymes for biocatalytic applications.

-	~~Authors: Eger~~, E., ~~Sharma~~, M., ~~Kroutil~~, W., Grogan, G.	+	Inverted Binding of Non-natural Substrates in Strictosidine Synthase Leads to a Switch of Stereochemical Outcome in Enzyme-Catalyzed Pictet-Spengler Reactions.,Eger E, Simon A, Sharma M, Yang S, Breukelaar WB, Grogan G, Houk KN, Kroutil W J Am Chem Soc. 2020 Jan 15;142(2):792-800. doi: 10.1021/jacs.9b08704. Epub 2020, Jan 7. PMID:31909617<ref>PMID:31909617</ref>

-	~~Description: Strictosidine Synthase from Ophiorrhiza pumila in complex with (~~S)-1-~~n-propyl-2,3,4,9-tetrahydro-1H-beta-carboline~~	+	From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.<br>
-	~~[[Category~~: ~~Unreleased Structures]]~~	+	</div>
-	~~[[Category: Kroutil, W]]~~	+	<div class="pdbe-citations 6s5m" style="background-color:#fffaf0;"></div>
-	[[Category: ~~Grogan, G~~]]	+	== References ==
		+	<references/>
		+	__TOC__
		+	</StructureSection>
		+	[[Category: Large Structures]]
	[[Category: Eger, E]]		[[Category: Eger, E]]
		+	[[Category: Grogan, G]]
		+	[[Category: Kroutil, W]]
	[[Category: Sharma, M]]		[[Category: Sharma, M]]
		+	[[Category: Alkaloid]]
		+	[[Category: C-c bond]]
		+	[[Category: Lyase]]
		+	[[Category: Pictet-spenglerase]]

OCA: Protected "6s5m" [edit=sysop:move=sysop]

2019-07-10T04:26:06Z

Protected "6s5m" [edit=sysop:move=sysop]

←Older revision

Revision as of 04:26, 10 July 2019

OCA: New page: '''Unreleased structure''' The entry 6s5m is ON HOLD until Paper Publication Authors: Eger, E., Sharma, M., Kroutil, W., Grogan, G. Description: Strictosidine Synthase from Ophiorrhiza...

2019-07-10T04:26:05Z

New page: '''Unreleased structure''' The entry 6s5m is ON HOLD until Paper Publication Authors: Eger, E., Sharma, M., Kroutil, W., Grogan, G. Description: Strictosidine Synthase from Ophiorrhiza...

New page

'''Unreleased structure'''

The entry 6s5m is ON HOLD until Paper Publication

Authors: Eger, E., Sharma, M., Kroutil, W., Grogan, G.

Description: Strictosidine Synthase from Ophiorrhiza pumila in complex with (S)-1-n-propyl-2,3,4,9-tetrahydro-1H-beta-carboline
[[Category: Unreleased Structures]]
[[Category: Kroutil, W]]
[[Category: Grogan, G]]
[[Category: Eger, E]]
[[Category: Sharma, M]]