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| | ==Crystal Structure of a Tryptophan 6-halogenase (SttH) from Streptomyces toxytricini== | | ==Crystal Structure of a Tryptophan 6-halogenase (SttH) from Streptomyces toxytricini== |
| - | <StructureSection load='5hy5' size='340' side='right' caption='[[5hy5]], [[Resolution|resolution]] 2.68Å' scene=''> | + | <StructureSection load='5hy5' size='340' side='right'caption='[[5hy5]], [[Resolution|resolution]] 2.68Å' scene=''> |
| | == Structural highlights == | | == Structural highlights == |
| - | <table><tr><td colspan='2'>[[5hy5]] is a 2 chain structure with sequence from [http://en.wikipedia.org/wiki/"actinomyces_toxytricini"_preobrazhenskaya_and_sveshnikova_in_gauze_et_al._1957 "actinomyces toxytricini" preobrazhenskaya and sveshnikova in gauze et al. 1957]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=5HY5 OCA]. For a <b>guided tour on the structure components</b> use [http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=5HY5 FirstGlance]. <br> | + | <table><tr><td colspan='2'>[[5hy5]] is a 2 chain structure with sequence from [https://en.wikipedia.org/wiki/Streptomyces_toxytricini Streptomyces toxytricini]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=5HY5 OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=5HY5 FirstGlance]. <br> |
| - | </td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=CL:CHLORIDE+ION'>CL</scene>, <scene name='pdbligand=FAD:FLAVIN-ADENINE+DINUCLEOTIDE'>FAD</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]] 2.68Å</td></tr> |
| - | <tr id='gene'><td class="sblockLbl"><b>[[Gene|Gene:]]</b></td><td class="sblockDat">stth ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=67369 "Actinomyces toxytricini" Preobrazhenskaya and Sveshnikova in Gauze et al. 1957])</td></tr> | + | <tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=CL:CHLORIDE+ION'>CL</scene>, <scene name='pdbligand=FAD:FLAVIN-ADENINE+DINUCLEOTIDE'>FAD</scene></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=5hy5 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=5hy5 OCA], [http://pdbe.org/5hy5 PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=5hy5 RCSB], [http://www.ebi.ac.uk/pdbsum/5hy5 PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=5hy5 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=5hy5 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=5hy5 OCA], [https://pdbe.org/5hy5 PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=5hy5 RCSB], [https://www.ebi.ac.uk/pdbsum/5hy5 PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=5hy5 ProSAT]</span></td></tr> |
| | </table> | | </table> |
| | + | == Function == |
| | + | [https://www.uniprot.org/uniprot/E9P162_9ACTN E9P162_9ACTN] |
| | <div style="background-color:#fffaf0;"> | | <div style="background-color:#fffaf0;"> |
| | == Publication Abstract from PubMed == | | == Publication Abstract from PubMed == |
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| | __TOC__ | | __TOC__ |
| | </StructureSection> | | </StructureSection> |
| - | [[Category: Actinomyces toxytricini preobrazhenskaya and sveshnikova in gauze et al. 1957]] | + | [[Category: Large Structures]] |
| - | [[Category: Levy, C]] | + | [[Category: Streptomyces toxytricini]] |
| - | [[Category: Oxidoreductase]] | + | [[Category: Levy C]] |
| - | [[Category: Tryptophan halogenase]]
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| Structural highlights
Function
E9P162_9ACTN
Publication Abstract from PubMed
Flavin-dependent halogenase enzymes are potentially useful biocatalysts for the regioselectively halogenation of aromatic compounds. Haloaromatic compounds can be utilised in the synthesis and biosynthesis of pharmaceuticals and other valuable products. Here we report the first X-ray crystal structure of a tryptophan 6-halogenase (SttH), which enabled key residues that contribute to the regioselectivity in tryptophan halogenases to be identified. Structure-guided mutagenesis resulted in a triple mutant (L460F/P461E/P462T) that exhibited a complete switch in regioselectivity; with the substrate 3-indolepropionate 75% 5-chlorination was observed with the mutant in comparison with 90% 6-chlorination for the wild-type SttH. This is the first clear example of how regiocomplementary halogenase enzymes can be created from a single parent enzyme. The biocatalytic repertoire of SttH was also expanded to include a range of indolic and non-indolic substrates.
A Structure-Guided Switch in the Regioselectivity of a Tryptophan Halogenase Enzyme.,Shepherd SA, Menon BR, Fisk H, Struck AW, Levy C, Leys D, Micklefield J Chembiochem. 2016 Feb 3. doi: 10.1002/cbic.201600051. PMID:26840773[1]
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.
References
- ↑ Shepherd SA, Menon BR, Fisk H, Struck AW, Levy C, Leys D, Micklefield J. A Structure-Guided Switch in the Regioselectivity of a Tryptophan Halogenase Enzyme. Chembiochem. 2016 Feb 3. doi: 10.1002/cbic.201600051. PMID:26840773 doi:http://dx.doi.org/10.1002/cbic.201600051
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