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| | <StructureSection load='6rx8' size='340' side='right'caption='[[6rx8]], [[Resolution|resolution]] 1.92Å' scene=''> | | <StructureSection load='6rx8' size='340' side='right'caption='[[6rx8]], [[Resolution|resolution]] 1.92Å' scene=''> |
| | == Structural highlights == | | == Structural highlights == |
| - | <table><tr><td colspan='2'>[[6rx8]] is a 1 chain structure with sequence from [http://en.wikipedia.org/wiki/Chesb Chesb]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=6RX8 OCA]. For a <b>guided tour on the structure components</b> use [http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=6RX8 FirstGlance]. <br> | + | <table><tr><td colspan='2'>[[6rx8]] is a 1 chain structure with sequence from [https://en.wikipedia.org/wiki/Chelativorans_sp._BNC1 Chelativorans sp. BNC1]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=6RX8 OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=6RX8 FirstGlance]. <br> |
| - | </td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=FUM:FUMARIC+ACID'>FUM</scene>, <scene name='pdbligand=NA:SODIUM+ION'>NA</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]] 1.92Å</td></tr> |
| - | <tr id='gene'><td class="sblockLbl"><b>[[Gene|Gene:]]</b></td><td class="sblockDat">Meso_0564 ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=266779 CHESB])</td></tr> | + | <tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=FUM:FUMARIC+ACID'>FUM</scene>, <scene name='pdbligand=NA:SODIUM+ION'>NA</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=6rx8 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=6rx8 OCA], [http://pdbe.org/6rx8 PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=6rx8 RCSB], [http://www.ebi.ac.uk/pdbsum/6rx8 PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=6rx8 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=6rx8 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=6rx8 OCA], [https://pdbe.org/6rx8 PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=6rx8 RCSB], [https://www.ebi.ac.uk/pdbsum/6rx8 PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=6rx8 ProSAT]</span></td></tr> |
| | </table> | | </table> |
| | + | == Function == |
| | + | [https://www.uniprot.org/uniprot/Q11KV9_CHESB Q11KV9_CHESB] |
| | <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: Chesb]] | + | [[Category: Chelativorans sp. BNC1]] |
| | [[Category: Large Structures]] | | [[Category: Large Structures]] |
| - | [[Category: Grandi, E]] | + | [[Category: Grandi E]] |
| - | [[Category: Poelarends, G J]] | + | [[Category: Poelarends GJ]] |
| - | [[Category: Thunnissen, A M.W H]] | + | [[Category: Thunnissen AMWH]] |
| - | [[Category: Aspartase/fumarase]]
| + | |
| - | [[Category: C-n lyase]]
| + | |
| - | [[Category: Edds lyase]]
| + | |
| - | [[Category: Lyase]]
| + | |
| - | [[Category: Protein engineering]]
| + | |
| Structural highlights
Function
Q11KV9_CHESB
Publication Abstract from PubMed
Aspartic acid derivatives with branched N -alkyl or N -arylalkyl substituents are valuable precursors to artificial dipeptide sweeteners such as neotame and advantame, which have wide-ranging applications in the food industry. Despite the potential applications of these amino acid precursors to aspartame-based sweeteners, the development of a biocatalyst to synthesize these compounds in a single asymmetric step is an as yet unmet challenge. Herein we report an enantioselective biocatalytic synthesis of various difficult N -substituted aspartic acids including N -(3,3-dimethylbutyl)-L-aspartic acid and N -[3-(3-hydroxy-4-methoxyphenyl)propyl]-L-aspartic acid, precursors to neotame and advantame respectively, using an engineered variant of ethylenediamine- N , N '-disuccinic acid (EDDS) lyase from Chelativorans sp. BNC1. This engineered C-N lyase (mutant D290M/Y320M) displayed a remarkable 1140-fold increase in activity for the selective hydroamination of fumarate compared to that of the wild-type enzyme, which could be rationalized from the analysis of crystal structures. These results open up new opportunities to develop practical multienzymatic processes for the more sustainable and step-economic synthesis of an important class of food additives.
Enantioselective Synthesis of Chiral Synthons for Artificial Dipeptide Sweeteners Catalyzed by an Engineered C-N Lyase.,Zhang J, Grandi E, Fu H, Saravanan T, Bothof L, Tepper PG, Thunnissen AWH, Poelarends GJ Angew Chem Int Ed Engl. 2019 Oct 18. doi: 10.1002/anie.201910704. PMID:31625664[1]
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.
References
- ↑ Zhang J, Grandi E, Fu H, Saravanan T, Bothof L, Tepper PG, Thunnissen AWH, Poelarends GJ. Enantioselective Synthesis of Chiral Synthons for Artificial Dipeptide Sweeteners Catalyzed by an Engineered C-N Lyase. Angew Chem Int Ed Engl. 2019 Oct 18. doi: 10.1002/anie.201910704. PMID:31625664 doi:http://dx.doi.org/10.1002/anie.201910704
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