Literature DB >> 26095212

Oxidative Decarboxylation of Short-Chain Fatty Acids to 1-Alkenes.

Alexander Dennig1, Miriam Kuhn1, Sebastian Tassoti1, Anja Thiessenhusen2, Stefan Gilch2, Thomas Bülter2, Thomas Haas2, Mélanie Hall1, Kurt Faber3.   

Abstract

The enzymatic oxidative decarboxylation of linear short-chain fatty acids (C4:0-C9:0) employing the P450 monooxygenase OleT, O2 as the oxidant, and NAD(P)H as the electron donor gave the corresponding terminal C3 to C8  alkenes with product titers of up to 0.93 g L(-1) and TTNs of >2000. Key to this process was the construction of an efficient electron-transfer chain employing putidaredoxin CamAB in combination with NAD(P)H recycling at the expense of glucose, formate, or phosphite. This system allows for the biocatalytic production of industrially important 1-alkenes, such as propene and 1-octene, from renewable resources for the first time.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  1-alkenes; OleT; biocatalysis; fatty acids; oxidative decarboxylation

Mesh:

Substances:

Year:  2015        PMID: 26095212     DOI: 10.1002/anie.201502925

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  32 in total

Review 1.  Divergent mechanisms of iron-containing enzymes for hydrocarbon biosynthesis.

Authors:  Courtney E Wise; Job L Grant; Jose A Amaya; Steven C Ratigan; Chun H Hsieh; Olivia M Manley; Thomas M Makris
Journal:  J Biol Inorg Chem       Date:  2016-12-21       Impact factor: 3.358

Review 2.  Microbial synthesis of medium-chain chemicals from renewables.

Authors:  Stephen Sarria; Nicholas S Kruyer; Pamela Peralta-Yahya
Journal:  Nat Biotechnol       Date:  2017-12-08       Impact factor: 54.908

Review 3.  Oxygen Activation and Radical Transformations in Heme Proteins and Metalloporphyrins.

Authors:  Xiongyi Huang; John T Groves
Journal:  Chem Rev       Date:  2017-12-29       Impact factor: 60.622

4.  Catalytic strategy for carbon-carbon bond scission by the cytochrome P450 OleT.

Authors:  Job L Grant; Megan E Mitchell; Thomas Michael Makris
Journal:  Proc Natl Acad Sci U S A       Date:  2016-08-23       Impact factor: 11.205

5.  The Enigmatic P450 Decarboxylase OleT Is Capable of, but Evolved To Frustrate, Oxygen Rebound Chemistry.

Authors:  Chun H Hsieh; Xiongyi Huang; José A Amaya; Cooper D Rutland; Carson L Keys; John T Groves; Rachel N Austin; Thomas M Makris
Journal:  Biochemistry       Date:  2017-06-26       Impact factor: 3.162

6.  Halogen Transfer to Carbon Radicals by High-Valent Iron Chloride and Iron Fluoride Corroles.

Authors:  Geoffrey W Farley; Maxime A Siegler; David P Goldberg
Journal:  Inorg Chem       Date:  2021-10-28       Impact factor: 5.436

7.  A Reactive Manganese(IV)-Hydroxide Complex: A Missing Intermediate in Hydrogen Atom Transfer by High-Valent Metal-Oxo Porphyrinoid Compounds.

Authors:  Jan Paulo T Zaragoza; Maxime A Siegler; David P Goldberg
Journal:  J Am Chem Soc       Date:  2018-03-15       Impact factor: 15.419

8.  Fatty Acid Chain Shortening by a Fungal Peroxygenase.

Authors:  Andrés Olmedo; José C Del Río; Jan Kiebist; René Ullrich; Martin Hofrichter; Katrin Scheibner; Angel T Martínez; Ana Gutiérrez
Journal:  Chemistry       Date:  2017-11-20       Impact factor: 5.236

9.  A donor-acceptor complex enables the synthesis of E-olefins from alcohols, amines and carboxylic acids.

Authors:  Kun-Quan Chen; Jie Shen; Zhi-Xiang Wang; Xiang-Yu Chen
Journal:  Chem Sci       Date:  2021-04-05       Impact factor: 9.825

10.  Product Distributions of Cytochrome P450 OleTJE with Phenyl-Substituted Fatty Acids: A Computational Study.

Authors:  Yen-Ting Lin; Sam P de Visser
Journal:  Int J Mol Sci       Date:  2021-07-02       Impact factor: 5.923

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.