1e0y

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[[Image:1e0y.jpg|left|200px]]
[[Image:1e0y.jpg|left|200px]]
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{{Structure
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|PDB= 1e0y |SIZE=350|CAPTION= <scene name='initialview01'>1e0y</scene>, resolution 2.75&Aring;
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The line below this paragraph, containing "STRUCTURE_1e0y", creates the "Structure Box" on the page.
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|SITE=
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You may change the PDB parameter (which sets the PDB file loaded into the applet)
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|LIGAND= <scene name='pdbligand=FAD:FLAVIN-ADENINE+DINUCLEOTIDE'>FAD</scene>, <scene name='pdbligand=FCR:ALPHA,ALPHA,ALPHA-TRIFLUORO-P-CRESOL'>FCR</scene>
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or the SCENE parameter (which sets the initial scene displayed when the page is loaded),
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|ACTIVITY= <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>
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|GENE=
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{{STRUCTURE_1e0y| PDB=1e0y | SCENE= }}
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|RELATEDENTRY=
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|RESOURCES=<span class='plainlinks'>[http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=1e0y FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=1e0y OCA], [http://www.ebi.ac.uk/pdbsum/1e0y PDBsum], [http://www.rcsb.org/pdb/explore.do?structureId=1e0y RCSB]</span>
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}}
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'''STRUCTURE OF THE D170S/T457E DOUBLE MUTANT OF VANILLYL-ALCOHOL OXIDASE'''
'''STRUCTURE OF THE D170S/T457E DOUBLE MUTANT OF VANILLYL-ALCOHOL OXIDASE'''
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[[Category: Heuvel, R H.H Van Der.]]
[[Category: Heuvel, R H.H Van Der.]]
[[Category: Mattevi, A.]]
[[Category: Mattevi, A.]]
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[[Category: flavoenzyme]]
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[[Category: Flavoenzyme]]
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[[Category: specificity]]
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[[Category: Specificity]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Fri May 2 14:31:34 2008''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Sun Mar 30 19:52:47 2008''
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Revision as of 11:31, 2 May 2008

Image:1e0y.jpg

Template:STRUCTURE 1e0y

STRUCTURE OF THE D170S/T457E DOUBLE MUTANT OF VANILLYL-ALCOHOL OXIDASE


Overview

Vanillyl-alcohol oxidase (VAO) is the prototype of a newly recognized family of structurally related oxidoreductases sharing a conserved FAD-binding domain. The active site of VAO is formed by a cavity where the enzyme is able to catalyze many reactions with phenolic substrates. Among these reactions is the stereospecific hydroxylation of 4-ethylphenol-forming (R)-1-(4'-hydroxyphenyl)ethanol. During this conversion, Asp-170 is probably critical for the hydration of the initially formed p-quinone methide intermediate. By site-directed mutagenesis, the putative active site base has been relocated to the opposite face of the active site cavity. In this way, a change in stereospecificity has been achieved. Like native VAO, the single mutants T457E, D170A, and D170S preferentially converted 4-ethylphenol to the (R)-enantiomer of 1-(4'-hydroxyphenyl)ethanol. The double mutants D170A/T457E and D170S/T457E exhibited an inverted stereospecificity with 4-ethylphenol. Particularly, D170S/T457E was strongly (S)-selective, with an enantiomeric excess of 80%. The crystal structure of D170S/T457E, in complex with trifluoromethylphenol, showed a highly conserved mode of ligand binding and revealed that the distinctive catalytic properties of this mutant are not caused by major structural changes.

About this Structure

1E0Y is a Single protein structure of sequence from Penicillium simplicissimum. Full crystallographic information is available from OCA.

Reference

Inversion of stereospecificity of vanillyl-alcohol oxidase., van Den Heuvel RH, Fraaije MW, Ferrer M, Mattevi A, van Berkel WJ, Proc Natl Acad Sci U S A. 2000 Aug 15;97(17):9455-60. PMID:10920192 Page seeded by OCA on Fri May 2 14:31:34 2008

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