دورية أكاديمية
أعرض في EDS

Engineering a Cytochrome P450 for Demethylation of Lignin-Derived Aromatic Aldehydes.

التفاصيل البيبلوغرافية
العنوان: Engineering a Cytochrome P450 for Demethylation of Lignin-Derived Aromatic Aldehydes.
المؤلفون: Ellis ES; Department of Chemistry and Biochemistry, Montana State University, 103 Chemistry and Biochemistry Building, PO Box 173400, Bozeman, Montana 59717, United States., Hinchen DJ; Centre for Enzyme Innovation, School of Biological Sciences, Institute of Biological and Biomedical Sciences, University of Portsmouth, Portsmouth PO1 2DY, United Kingdom., Bleem A; Renewable Resources and Enabling Sciences Center, National Renewable Energy Laboratory, Golden, Colorado 80401, United States.; Center for Bioenergy Innovation, Oak Ridge National Laboratory, Oak Ridge, Tennessee 37830, United States., Bu L; Renewable Resources and Enabling Sciences Center, National Renewable Energy Laboratory, Golden, Colorado 80401, United States., Mallinson SJB; Centre for Enzyme Innovation, School of Biological Sciences, Institute of Biological and Biomedical Sciences, University of Portsmouth, Portsmouth PO1 2DY, United Kingdom., Allen MD; Centre for Enzyme Innovation, School of Biological Sciences, Institute of Biological and Biomedical Sciences, University of Portsmouth, Portsmouth PO1 2DY, United Kingdom., Streit BR; Department of Chemistry and Biochemistry, Montana State University, 103 Chemistry and Biochemistry Building, PO Box 173400, Bozeman, Montana 59717, United States., Machovina MM; Department of Chemistry and Biochemistry, Montana State University, 103 Chemistry and Biochemistry Building, PO Box 173400, Bozeman, Montana 59717, United States., Doolin QV; Department of Chemistry and Biochemistry, Montana State University, 103 Chemistry and Biochemistry Building, PO Box 173400, Bozeman, Montana 59717, United States., Michener WE; Renewable Resources and Enabling Sciences Center, National Renewable Energy Laboratory, Golden, Colorado 80401, United States., Johnson CW; Renewable Resources and Enabling Sciences Center, National Renewable Energy Laboratory, Golden, Colorado 80401, United States., Knott BC; Renewable Resources and Enabling Sciences Center, National Renewable Energy Laboratory, Golden, Colorado 80401, United States., Beckham GT; Renewable Resources and Enabling Sciences Center, National Renewable Energy Laboratory, Golden, Colorado 80401, United States.; Center for Bioenergy Innovation, Oak Ridge National Laboratory, Oak Ridge, Tennessee 37830, United States., McGeehan JE; Centre for Enzyme Innovation, School of Biological Sciences, Institute of Biological and Biomedical Sciences, University of Portsmouth, Portsmouth PO1 2DY, United Kingdom., DuBois JL; Department of Chemistry and Biochemistry, Montana State University, 103 Chemistry and Biochemistry Building, PO Box 173400, Bozeman, Montana 59717, United States.
المصدر: JACS Au [JACS Au] 2021 Feb 04; Vol. 1 (3), pp. 252-261. Date of Electronic Publication: 2021 Feb 04 (Print Publication: 2021).
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: American Chemical Society Country of Publication: United States NLM ID: 101775714 Publication Model: eCollection Cited Medium: Internet ISSN: 2691-3704 (Electronic) Linking ISSN: 26913704 NLM ISO Abbreviation: JACS Au Subsets: PubMed not MEDLINE
أسماء مطبوعة: Original Publication: Washington, DC : American Chemical Society, [2021]-
مستخلص: Biological funneling of lignin-derived aromatic compounds is a promising approach for valorizing its catalytic depolymerization products. Industrial processes for aromatic bioconversion will require efficient enzymes for key reactions, including demethylation of O -methoxy-aryl groups, an essential and often rate-limiting step. The recently characterized GcoAB cytochrome P450 system comprises a coupled monoxygenase (GcoA) and reductase (GcoB) that catalyzes oxidative demethylation of the O- methoxy-aryl group in guaiacol. Here, we evaluate a series of engineered GcoA variants for their ability to demethylate o -and p -vanillin, which are abundant lignin depolymerization products. Two rationally designed, single amino acid substitutions, F169S and T296S, are required to convert GcoA into an efficient catalyst toward the o - and p -isomers of vanillin, respectively. Gain-of-function in each case is explained in light of an extensive series of enzyme-ligand structures, kinetic data, and molecular dynamics simulations. Using strains of Pseudomonas putida KT2440 already optimized for p -vanillin production from ferulate, we demonstrate demethylation by the T296S variant in vivo . This work expands the known aromatic O- demethylation capacity of cytochrome P450 enzymes toward important lignin-derived aromatic monomers.
Competing Interests: The authors declare no competing financial interest.
(© 2021 The Authors. Published by American Chemical Society.)
References: Eur J Biochem. 1993 Apr 1;213(1):211-6. (PMID: 8477696)
Nat Rev Microbiol. 2014 May;12(5):368-79. (PMID: 24736795)
Science. 2014 May 16;344(6185):1246843. (PMID: 24833396)
Environ Microbiol Rep. 2017 Dec;9(6):679-705. (PMID: 29052962)
Proc Natl Acad Sci U S A. 2014 Aug 19;111(33):12013-8. (PMID: 25092344)
J Bacteriol. 1993 Mar;175(5):1467-74. (PMID: 8444808)
J Biol Chem. 2020 Jan 17;295(3):833-849. (PMID: 31811088)
Nat Commun. 2018 Jun 27;9(1):2487. (PMID: 29950589)
Chemistry. 2020 Oct 9;26(57):13093-13102. (PMID: 32613677)
Can J Microbiol. 1999 Oct;45(10):833-9. (PMID: 10907420)
Appl Microbiol Biotechnol. 2014 Jan;98(1):137-49. (PMID: 24136472)
Appl Environ Microbiol. 2020 Mar 2;86(6):. (PMID: 31924622)
Anal Biochem. 1975 Jan;63(1):202-7. (PMID: 1111065)
Proc Natl Acad Sci U S A. 2020 Oct 13;117(41):25771-25778. (PMID: 32989155)
Metab Eng Commun. 2017 May 31;5:19-25. (PMID: 29188181)
Appl Microbiol Biotechnol. 2003 Jun;61(5-6):528-35. (PMID: 12764569)
Biotechnol Adv. 2019 Nov 1;37(6):107360. (PMID: 30959173)
Proc Natl Acad Sci U S A. 2019 Jul 9;116(28):13970-13976. (PMID: 31235604)
J Biol Chem. 2019 Aug 30;294(35):12911-12920. (PMID: 31292192)
Appl Environ Microbiol. 1986 Jul;52(1):98-100. (PMID: 16347120)
J Comput Chem. 2005 Dec;26(16):1781-802. (PMID: 16222654)
Nat Rev Microbiol. 2011 Oct 03;9(11):803-16. (PMID: 21963803)
Plant Physiol. 2010 Jul;153(3):895-905. (PMID: 20472751)
ACS Synth Biol. 2020 Sep 18;9(9):2472-2476. (PMID: 32786923)
Proc Natl Acad Sci U S A. 2018 Jul 3;115(27):7105-7110. (PMID: 29915086)
Chem Rev. 2018 Jan 24;118(2):614-678. (PMID: 29337543)
Chem Soc Rev. 2018 Feb 5;47(3):852-908. (PMID: 29318245)
Proc Natl Acad Sci U S A. 1983 Jan;80(1):21-5. (PMID: 6337371)
Biodegradation. 2014 Sep;25(5):735-45. (PMID: 24916011)
Curr Opin Biotechnol. 2016 Dec;42:40-53. (PMID: 26974563)
Metab Eng. 2021 May;65:1-10. (PMID: 33636323)
Angew Chem Int Ed Engl. 2016 Jul 11;55(29):8164-215. (PMID: 27311348)
Curr Opin Chem Biol. 2020 Apr;55:26-33. (PMID: 31918394)
J Mol Graph Model. 2006 Oct;25(2):247-60. (PMID: 16458552)
Chem Rev. 2010 Jun 9;110(6):3552-99. (PMID: 20218547)
معلومات مُعتمدة: R35 GM136390 United States GM NIGMS NIH HHS
تواريخ الأحداث: Date Created: 20210901 Latest Revision: 20240814
رمز التحديث: 20240814
مُعرف محوري في PubMed: PMC8395679
DOI: 10.1021/jacsau.0c00103
PMID: 34467290
قاعدة البيانات: MEDLINE
الوصف
تدمد:2691-3704
DOI:10.1021/jacsau.0c00103