Medium-chain-length α, ω-diols (mcl-diols) are versatile compounds widely used as building blocks of coating materials and polymers. Mcl-diols are currently synthesized through energy intensive chemical process. Recently, esterified diols have been produced from n-alkanes in E. coli by co-expression of the alkane monooxygenase module (AlkBGTL) and the esterification module (Atf1), thereby establishing the technical feasibility of the process. However, esterified diols need to be hydrolyzed for further applications. In this study, we developed bio-catalysts for mcl-diol production from n-alkanes under mild conditions. The engineered P. putida KT2440 with overexpression of Est12 can efficiently hydrolyze esterified diols (C-C). Later, the engineered strain was co-cultured with an E. coli strain (AlkBGTL-Atf1) to produce mcl-diols. In a two-stage approach, 5 mM 1,6-hexanediol was produced, 61.5 times of one-stage test, from n-hexane by biocatalysts for the first time. In conclusion, the present work indicates that bio-catalysis offers a green biobased alternative for synthesis of mcl-diols.
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http://dx.doi.org/10.1016/j.biortech.2022.127111 | DOI Listing |
Bioresour Technol
May 2022
Bioprocess Engineering, Wageningen University and Research, Wageningen, the Netherlands. Electronic address:
Medium-chain-length α, ω-diols (mcl-diols) are versatile compounds widely used as building blocks of coating materials and polymers. Mcl-diols are currently synthesized through energy intensive chemical process. Recently, esterified diols have been produced from n-alkanes in E.
View Article and Find Full Text PDFJ Org Chem
April 2022
Department of Chemistry, University of Alberta, Edmonton, Alberta, Canada, T6G 2G2.
A one-pot strategy for functionalizing pyranoside 1,2--diols with two different ester protecting groups is reported. The approach employs regioselective acylation via orthoester hydrolysis promoted by a carboxylic acid, e.g.
View Article and Find Full Text PDFBiotechnol Biofuels
November 2021
Bioprocess Engineering, Wageningen University and Research, Wageningen, The Netherlands.
Background: Medium-chain-length α,ω-diols (mcl-diols) are important building blocks in polymer production. Recently, microbial mcl-diol production from alkanes was achieved in E. coli (albeit at low rates) using the alkane monooxygenase system AlkBGTL and esterification module Atf1.
View Article and Find Full Text PDFJ Biol Chem
August 2021
Department of Pharmacology and the Vanderbilt Institute of Chemical Biology, Vanderbilt University School of Medicine, Nashville, Tennessee, USA. Electronic address:
The mammalian epoxide hydrolase (EPHX)3 is known from in vitro experiments to efficiently hydrolyze the linoleate epoxides 9,10-epoxyoctadecamonoenoic acid (EpOME) and epoxyalcohol 9R,10R-trans-epoxy-11E-13R-hydroxy-octadecenoate to corresponding diols and triols, respectively. Herein we examined the physiological relevance of EPHX3 to hydrolysis of both substrates in vivo. Ephx3 mice show no deficiency in EpOME-derived plasma diols, discounting a role for EPHX3 in their formation, whereas epoxyalcohol-derived triols esterified in acylceramides of the epidermal 12R-lipoxygenase pathway are reduced.
View Article and Find Full Text PDFSci Rep
June 2019
Department of Biomedical Engineering, University of California, Davis, 451 Health Sciences Dr., Davis, CA, 95616, USA.
Elevated triglyceride-rich lipoproteins (TGRL) in circulation is a risk factor for atherosclerosis. TGRL from subjects consuming a high saturated fat test meal elicited a variable inflammatory response in TNFα-stimulated endothelial cells (EC) that correlated strongly with the polyunsaturated fatty acid (PUFA) content. This study investigates how the relative abundance of oxygenated metabolites of PUFA, oxylipins, is altered in TGRL postprandially, and how these changes promote endothelial inflammation.
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