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3v1s

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Revision as of 08:23, 20 July 2022

Scaffold tailoring by a newly detected Pictet-Spenglerase ac-tivity of strictosidine synthase (STR1): from the common tryp-toline skeleton to the rare piperazino-indole framework

Structural highlights

3v1s is a 2 chain structure with sequence from Ophioxylon serpentinum. Full crystallographic information is available from OCA. For a guided tour on the structure components use FirstGlance.
Ligands:
Gene:	STR1 (Ophioxylon serpentinum)
Activity:	Strictosidine synthase, with EC number 4.3.3.2
Resources:	FirstGlance, OCA, PDBe, RCSB, PDBsum, ProSAT

Function

[STSY_RAUSE] Catalyzes the stereospecific condensation of tryptamine with secologanin to form strictosidine, the key intermediate of indole alkaloid biosynthesis.

Publication Abstract from PubMed

The Pictet-Spenglerase strictosidine synthase (STR1) has been recognized as a key enzyme in the biosynthesis of some 2000 indole alkaloids in plants, some with high therapeutic value. In this study, a novel function of STR1 has been detected which allows for the first time a simple enzymatic synthesis of the strictosidine analogue 3 harboring the piperazino[1,2-a]indole (PI) scaffold and to switch from the common tryptoline (hydrogenated carboline) to the rare PI skeleton. Insight into the reaction is provided by X-ray crystal analysis and modeling of STR1 ligand complexes. STR1 presently provides exclusively access to 3 and can act as a source to generate by chemoenzymatic approaches libraries of this novel class of alkaloids which may have new biological activities. Synthetic or natural monoterpenoid alkaloids with the PI core have not been reported before.

Scaffold Tailoring by a Newly Detected Pictet-Spenglerase Activity of Strictosidine Synthase: From the Common Tryptoline Skeleton to the Rare Piperazino-indole Framework.,Wu F, Zhu H, Sun L, Rajendran C, Wang M, Ren X, Panjikar S, Cherkasov A, Zou H, Stockigt J J Am Chem Soc. 2012 Jan 25;134(3):1498-500. Epub 2012 Jan 9. PMID:22229634^[1]

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.

References

↑ Wu F, Zhu H, Sun L, Rajendran C, Wang M, Ren X, Panjikar S, Cherkasov A, Zou H, Stockigt J. Scaffold Tailoring by a Newly Detected Pictet-Spenglerase Activity of Strictosidine Synthase: From the Common Tryptoline Skeleton to the Rare Piperazino-indole Framework. J Am Chem Soc. 2012 Jan 25;134(3):1498-500. Epub 2012 Jan 9. PMID:22229634 doi:10.1021/ja211524d

1 Structural highlights
2 Function
3 Publication Abstract from PubMed
4 See Also
5 References

Proteopedia Page Contributors and Editors (what is this?)

OCA

Retrieved from "http://52.214.119.220/wiki/index.php/3v1s"

@@ Line 1: / Line 1: @@
 ==Scaffold tailoring by a newly detected Pictet-Spenglerase ac-tivity of strictosidine synthase (STR1): from the common tryp-toline skeleton to the rare piperazino-indole framework==
-<StructureSection load='3v1s' size='340' side='right' caption='[[3v1s]], [[Resolution|resolution]] 2.33&Aring;' scene=''>
+<StructureSection load='3v1s' size='340' side='right'caption='[[3v1s]], [[Resolution|resolution]] 2.33&Aring;' scene=''>
 == Structural highlights ==
-<table><tr><td colspan='2'>[[3v1s]] is a 2 chain structure with sequence from [http://en.wikipedia.org/wiki/Devilpepper Devilpepper]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=3V1S OCA]. For a <b>guided tour on the structure components</b> use [http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=3V1S FirstGlance]. <br>
+<table><tr><td colspan='2'>[[3v1s]] is a 2 chain structure with sequence from [https://en.wikipedia.org/wiki/Ophioxylon_serpentinum Ophioxylon serpentinum]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=3V1S OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=3V1S FirstGlance]. <br>
-</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=0LH:2-(1H-INDOL-1-YL)ETHANAMINE'>0LH</scene></td></tr>
+</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=0LH:2-(1H-INDOL-1-YL)ETHANAMINE'>0LH</scene></td></tr>
-<tr id='gene'><td class="sblockLbl"><b>[[Gene|Gene:]]</b></td><td class="sblockDat">STR1 ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=4060 Devilpepper])</td></tr>
+<tr id='gene'><td class="sblockLbl"><b>[[Gene|Gene:]]</b></td><td class="sblockDat">STR1 ([https://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=4060 Ophioxylon serpentinum])</td></tr>
-<tr id='activity'><td class="sblockLbl"><b>Activity:</b></td><td class="sblockDat"><span class='plainlinks'>[http://en.wikipedia.org/wiki/Strictosidine_synthase Strictosidine synthase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=4.3.3.2 4.3.3.2] </span></td></tr>
+<tr id='activity'><td class="sblockLbl"><b>Activity:</b></td><td class="sblockDat"><span class='plainlinks'>[https://en.wikipedia.org/wiki/Strictosidine_synthase Strictosidine synthase], with EC number [https://www.brenda-enzymes.info/php/result_flat.php4?ecno=4.3.3.2 4.3.3.2] </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=3v1s FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=3v1s OCA], [http://pdbe.org/3v1s PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=3v1s RCSB], [http://www.ebi.ac.uk/pdbsum/3v1s PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=3v1s ProSAT]</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=3v1s FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=3v1s OCA], [https://pdbe.org/3v1s PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=3v1s RCSB], [https://www.ebi.ac.uk/pdbsum/3v1s PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=3v1s ProSAT]</span></td></tr>
 </table>
 == Function ==
-[[http://www.uniprot.org/uniprot/STSY_RAUSE STSY_RAUSE]] Catalyzes the stereospecific condensation of tryptamine with secologanin to form strictosidine, the key intermediate of indole alkaloid biosynthesis.
+[[https://www.uniprot.org/uniprot/STSY_RAUSE STSY_RAUSE]] Catalyzes the stereospecific condensation of tryptamine with secologanin to form strictosidine, the key intermediate of indole alkaloid biosynthesis.
 <div style="background-color:#fffaf0;">
 == Publication Abstract from PubMed ==
@@ Line 27: / Line 27: @@
 __TOC__
 </StructureSection>
-[[Category: Devilpepper]]
+[[Category: Large Structures]]
+[[Category: Ophioxylon serpentinum]]
 [[Category: Strictosidine synthase]]
 [[Category: Cherkasov, A]]

3v1s

From Proteopedia

Revision as of 08:23, 20 July 2022

Scaffold tailoring by a newly detected Pictet-Spenglerase ac-tivity of strictosidine synthase (STR1): from the common tryp-toline skeleton to the rare piperazino-indole framework

Structural highlights

Function

Publication Abstract from PubMed

See Also

References

Contents

Proteopedia Page Contributors and Editors (what is this?)

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