Hydrocarbon Synthesis via Photoenzymatic Decarboxylation of Carboxylic Acids.
| Title: | Hydrocarbon Synthesis via Photoenzymatic Decarboxylation of Carboxylic Acids. |
|---|---|
| Authors: | Zhang W; Biocatalysis Group, Department of Biotechnology , Delft University of Technology , Van der Maasweg 9 , 2629 HZ Delft , The Netherlands.; Ma M; Materials for Energy Conversion and Storage (MECS), Department of Chemical Engineering , Delft University of Technology , Van der Maasweg 9 , 2629 HZ Delft , The Netherlands.; Huijbers MME; Biocatalysis Group, Department of Biotechnology , Delft University of Technology , Van der Maasweg 9 , 2629 HZ Delft , The Netherlands.; Filonenko GA; Inorganic Systems Engineering Group, Department of Chemical Engineering , Delft University of Technology , Van der Maasweg 9 , 2629 HZ Delft , The Netherlands.; Pidko EA; Inorganic Systems Engineering Group, Department of Chemical Engineering , Delft University of Technology , Van der Maasweg 9 , 2629 HZ Delft , The Netherlands.; van Schie M; Biocatalysis Group, Department of Biotechnology , Delft University of Technology , Van der Maasweg 9 , 2629 HZ Delft , The Netherlands.; de Boer S; DECHEMA-Forschungsinstitut , Theodor-Heuss-Allee 25 , 60486 Frankfurt am Main , Germany.; Burek BO; DECHEMA-Forschungsinstitut , Theodor-Heuss-Allee 25 , 60486 Frankfurt am Main , Germany.; Bloh JZ; DECHEMA-Forschungsinstitut , Theodor-Heuss-Allee 25 , 60486 Frankfurt am Main , Germany.; van Berkel WJH; Laboratory of Food Chemistry, Wageningen University & Research , P.O. Box 17, 6700 AA Wageningen , The Netherlands.; Smith WA; Materials for Energy Conversion and Storage (MECS), Department of Chemical Engineering , Delft University of Technology , Van der Maasweg 9 , 2629 HZ Delft , The Netherlands.; Hollmann F; Biocatalysis Group, Department of Biotechnology , Delft University of Technology , Van der Maasweg 9 , 2629 HZ Delft , The Netherlands. |
| Source: | Journal of the American Chemical Society [J Am Chem Soc] 2019 Feb 20; Vol. 141 (7), pp. 3116-3120. Date of Electronic Publication: 2019 Feb 06. |
| Publication Type: | Journal Article; Research Support, Non-U.S. Gov't |
| Language: | English |
| Journal Info: | Publisher: American Chemical Society Country of Publication: United States NLM ID: 7503056 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1520-5126 (Electronic) Linking ISSN: 00027863 NLM ISO Abbreviation: J Am Chem Soc Subsets: MEDLINE; PubMed not MEDLINE |
| Imprint Name(s): | Publication: Washington, DC : American Chemical Society; Original Publication: Easton, Pa. [etc.] |
| Abstract: | A recently discovered photodecarboxylase from Chlorella variabilis NC64A ( CvFAP) bears the promise for the efficient and selective synthesis of hydrocarbons from carboxylic acids. CvFAP, however, exhibits a clear preference for long-chain fatty acids thereby limiting its broad applicability. In this contribution, we demonstrate that the decoy molecule approach enables conversion of a broad range of carboxylic acids by filling up the vacant substrate access channel of the photodecarboxylase. These results not only demonstrate a practical application of a unique, photoactivated enzyme but also pave the way to selective production of short-chain alkanes from waste carboxylic acids under mild reaction conditions. |
| References: | J Biol Chem. 2007 Jan 5;282(1):478-85. (PMID: 17102130); Science. 2007 Feb 9;315(5813):810-1. (PMID: 17289990); Chem Rev. 2007 Jun;107(6):2411-502. (PMID: 17535020); Biophys J. 2008 Nov 15;95(10):4790-802. (PMID: 18708458); J Am Chem Soc. 2010 Feb 17;132(6):1770-1. (PMID: 20104844); Angew Chem Int Ed Engl. 2011 Mar 14;50(12):2720-4. (PMID: 21387474); Angew Chem Int Ed Engl. 2011 May 27;50(23):5315-8. (PMID: 21506212); Chemistry. 2011 Jun 27;17(27):7414-7. (PMID: 21590828); Angew Chem Int Ed Engl. 2011 Jun 27;50(27):6004-11. (PMID: 21648027); Chem Soc Rev. 2012 Feb 21;41(4):1538-58. (PMID: 21909591); Chem Commun (Camb). 2012 Mar 11;48(21):2683-5. (PMID: 22307077); J Biol Chem. 2012 May 18;287(21):17637-44. (PMID: 22451648); Nature. 2012 May 09;485(7397):185-94. (PMID: 22575958); Nature. 2012 Aug 16;488(7411):294-303. (PMID: 22895334); Nature. 2012 Aug 16;488(7411):320-8. (PMID: 22895337); Chem Commun (Camb). 2012 Dec 25;48(99):12056-8. (PMID: 23139934); Proc Natl Acad Sci U S A. 2013 Jan 2;110(1):87-92. (PMID: 23248280); Chem Commun (Camb). 2015 Feb 4;51(10):1918-21. (PMID: 25531559); Angew Chem Int Ed Engl. 2015 Jul 20;54(30):8819-22. (PMID: 26095212); Nat Commun. 2016 Dec 15;7:13641. (PMID: 27976719); Science. 2017 Jan 13;355(6321):126-129. (PMID: 28069665); ChemCatChem. 2017 Mar 20;9(6):1005-1017. (PMID: 28450969); Science. 2017 Sep 1;357(6354):903-907. (PMID: 28860382); Curr Opin Chem Biol. 2018 Apr;43:23-29. (PMID: 29127833); Nat Chem Biol. 2018 May;14(5):451-457. (PMID: 29556105); Angew Chem Int Ed Engl. 2018 Oct 8;57(41):13648-13651. (PMID: 30106504); Photochem Photobiol. 1973 Aug;18(2):119-24. (PMID: 4746895) |
| Entry Date(s): | Date Created: 20190124 Date Completed: 20200402 Latest Revision: 20200402 |
| Update Code: | 20260130 |
| PubMed Central ID: | PMC6385076 |
| DOI: | 10.1021/jacs.8b12282 |
| PMID: | 30673222 |
| Database: | MEDLINE |
Journal Article; Research Support, Non-U.S. Gov't