1u0w

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[[Image:1u0w.gif|left|200px]]<br /><applet load="1u0w" size="350" color="white" frame="true" align="right" spinBox="true"
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[[Image:1u0w.gif|left|200px]]
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caption="1u0w, resolution 2.00&Aring;" />
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'''An Aldol Switch Discovered in Stilbene Synthases Mediates Cyclization Specificity of Type III Polyketide Synthases: 18xCHS+resveratrol Structure'''<br />
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{{Structure
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|PDB= 1u0w |SIZE=350|CAPTION= <scene name='initialview01'>1u0w</scene>, resolution 2.00&Aring;
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|SITE=
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|LIGAND= <scene name='pdbligand=STL:RESVERATROL'>STL</scene>
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|ACTIVITY= [http://en.wikipedia.org/wiki/Naringenin-chalcone_synthase Naringenin-chalcone synthase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=2.3.1.74 2.3.1.74]
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|GENE= CHS2 ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=3879 Medicago sativa])
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}}
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'''An Aldol Switch Discovered in Stilbene Synthases Mediates Cyclization Specificity of Type III Polyketide Synthases: 18xCHS+resveratrol Structure'''
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==Overview==
==Overview==
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==About this Structure==
==About this Structure==
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1U0W is a [http://en.wikipedia.org/wiki/Single_protein Single protein] structure of sequence from [http://en.wikipedia.org/wiki/Medicago_sativa Medicago sativa] with <scene name='pdbligand=STL:'>STL</scene> as [http://en.wikipedia.org/wiki/ligand ligand]. Active as [http://en.wikipedia.org/wiki/Naringenin-chalcone_synthase Naringenin-chalcone synthase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=2.3.1.74 2.3.1.74] Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=1U0W OCA].
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1U0W is a [[Single protein]] structure of sequence from [http://en.wikipedia.org/wiki/Medicago_sativa Medicago sativa]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=1U0W OCA].
==Reference==
==Reference==
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An aldol switch discovered in stilbene synthases mediates cyclization specificity of type III polyketide synthases., Austin MB, Bowman ME, Ferrer JL, Schroder J, Noel JP, Chem Biol. 2004 Sep;11(9):1179-94. PMID:[http://ispc.weizmann.ac.il//pmbin/getpm?pmid=15380179 15380179]
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An aldol switch discovered in stilbene synthases mediates cyclization specificity of type III polyketide synthases., Austin MB, Bowman ME, Ferrer JL, Schroder J, Noel JP, Chem Biol. 2004 Sep;11(9):1179-94. PMID:[http://www.ncbi.nlm.nih.gov/pubmed/15380179 15380179]
[[Category: Medicago sativa]]
[[Category: Medicago sativa]]
[[Category: Naringenin-chalcone synthase]]
[[Category: Naringenin-chalcone synthase]]
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[[Category: catalytic triad]]
[[Category: catalytic triad]]
[[Category: chalcone synthase]]
[[Category: chalcone synthase]]
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[[Category: chs]]
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[[Category: ch]]
[[Category: condensing enzyme]]
[[Category: condensing enzyme]]
[[Category: engineered resveratrol synthase]]
[[Category: engineered resveratrol synthase]]
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[[Category: pks]]
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[[Category: pk]]
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[[Category: rs]]
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[[Category: r]]
[[Category: stilbene synthase]]
[[Category: stilbene synthase]]
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[[Category: sts]]
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[[Category: st]]
[[Category: thiolase fold]]
[[Category: thiolase fold]]
[[Category: type iii polyketide synthase]]
[[Category: type iii polyketide synthase]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Feb 21 15:19:26 2008''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Mar 20 14:25:54 2008''

Revision as of 12:25, 20 March 2008

Image:1u0w.gif


PDB ID 1u0w

Drag the structure with the mouse to rotate
, resolution 2.00Å
Ligands:
Gene: CHS2 (Medicago sativa)
Activity: Naringenin-chalcone synthase, with EC number 2.3.1.74
Coordinates: save as pdb, mmCIF, xml



An Aldol Switch Discovered in Stilbene Synthases Mediates Cyclization Specificity of Type III Polyketide Synthases: 18xCHS+resveratrol Structure


Overview

Stilbene synthase (STS) and chalcone synthase (CHS) each catalyze the formation of a tetraketide intermediate from a CoA-tethered phenylpropanoid starter and three molecules of malonyl-CoA, but use different cyclization mechanisms to produce distinct chemical scaffolds for a variety of plant natural products. Here we present the first STS crystal structure and identify, by mutagenic conversion of alfalfa CHS into a functional stilbene synthase, the structural basis for the evolution of STS cyclization specificity in type III polyketide synthase (PKS) enzymes. Additional mutagenesis and enzymatic characterization confirms that electronic effects rather than steric factors balance competing cyclization specificities in CHS and STS. Finally, we discuss the problematic in vitro reconstitution of plant stilbenecarboxylate pathways, using insights from existing biomimetic polyketide cyclization studies to generate a novel mechanistic hypothesis to explain stilbenecarboxylate biosynthesis.

About this Structure

1U0W is a Single protein structure of sequence from Medicago sativa. Full crystallographic information is available from OCA.

Reference

An aldol switch discovered in stilbene synthases mediates cyclization specificity of type III polyketide synthases., Austin MB, Bowman ME, Ferrer JL, Schroder J, Noel JP, Chem Biol. 2004 Sep;11(9):1179-94. PMID:15380179

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