| Structural highlights
6til is a 1 chain structure with sequence from A. niger. Full crystallographic information is available from OCA. For a guided tour on the structure components use FirstGlance.
| | Ligands: | , , , |
| Gene: | fdc1, An03g06590 (A. niger) |
| Activity: | Phenacrylate decarboxylase, with EC number 4.1.1.102 |
| Resources: | FirstGlance, OCA, PDBe, RCSB, PDBsum, ProSAT |
Function
[FDC1_ASPNC] Catalyzes the reversible decarboxylation of aromatic carboxylic acids like ferulic acid, p-coumaric acid or cinnamic acid, producing the corresponding vinyl derivatives 4-vinylphenol, 4-vinylguaiacol, and styrene, respectively, which play the role of aroma metabolites.[HAMAP-Rule:MF_03196][1]
Publication Abstract from PubMed
The direct C-H carboxylation of aromatic compounds is an attractive route to the corresponding carboxylic acids, but remains challenging under mild conditions. It has been proposed that the first step in anaerobic microbial degradation of recalcitrant aromatic compounds is a UbiD-mediated carboxylation. In this study, we use the UbiD enzyme ferulic acid decarboxylase (Fdc) in combination with a carboxylic acid reductase to create aromatic degradation-inspired cascade reactions, leading to efficient functionalization of styrene through CO2 fixation. We reveal that rational structure-guided laboratory evolution can expand the substrate scope of Fdc, resulting in activity on a range of mono- and bicyclic aromatic compounds through a single mutation. Selected variants demonstrated 150-fold improvement in the conversion of coumarillic acid to benzofuran + CO2 and unlocked reactivity towards naphthoic acid. Our data demonstrate that UbiD-mediated C-H activation is a versatile tool for the transformation of aryl/alkene compounds and CO2 into commodity chemicals.
Enzymatic C-H activation of aromatic compounds through CO2 fixation.,Aleku GA, Saaret A, Bradshaw-Allen RT, Derrington SR, Titchiner GR, Gostimskaya I, Gahloth D, Parker DA, Hay S, Leys D Nat Chem Biol. 2020 Jul 27. pii: 10.1038/s41589-020-0603-0. doi:, 10.1038/s41589-020-0603-0. PMID:32719558[2]
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.
References
- ↑ Payne KA, White MD, Fisher K, Khara B, Bailey SS, Parker D, Rattray NJ, Trivedi DK, Goodacre R, Beveridge R, Barran P, Rigby SE, Scrutton NS, Hay S, Leys D. New cofactor supports alpha,beta-unsaturated acid decarboxylation via 1,3-dipolar cycloaddition. Nature. 2015 Jun 25;522(7557):497-501. doi: 10.1038/nature14560. Epub 2015 Jun, 17. PMID:26083754 doi:http://dx.doi.org/10.1038/nature14560
- ↑ Aleku GA, Saaret A, Bradshaw-Allen RT, Derrington SR, Titchiner GR, Gostimskaya I, Gahloth D, Parker DA, Hay S, Leys D. Enzymatic C-H activation of aromatic compounds through CO2 fixation. Nat Chem Biol. 2020 Jul 27. pii: 10.1038/s41589-020-0603-0. doi:, 10.1038/s41589-020-0603-0. PMID:32719558 doi:http://dx.doi.org/10.1038/s41589-020-0603-0
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