A biocatalytic cascade for the conversion of fatty acids to fatty amines

被引:43
作者
Citoler, Joan [1 ]
Derrington, Sasha R. [1 ]
Galman, James L. [1 ]
Bevinakatti, Han [2 ]
Turner, Nicholas J. [1 ]
机构
[1] Univ Manchester, Sch Chem, Manchester Inst Biotechnol, 131 Princess St, Manchester M1 7DN, Lancs, England
[2] Nouryon, 10 Finderne Ave, Bridgewater, NJ 08807 USA
基金
欧洲研究理事会; 英国生物技术与生命科学研究理事会;
关键词
INDUSTRIAL APPLICATIONS; AMINATION; REDUCTASE; NITRILES; ALCOHOLS; ENZYMES; FUELS;
D O I
10.1039/c9gc02260k
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
Fatty amine synthesis from renewable sources is an energetically-demanding process involving toxic metal catalysts and harsh reaction conditions as well as selectivity problems. Herein we present a mild, biocatalytic alternative to the conventional amination of fatty acids through a one-pot tandem cascade performed by a carboxylic acid reductase (CAR) and a transaminase (omega-TA). Saturated and unsaturated fatty acids, with carbon chain lengths ranging from C-6 to C-18, were successfully aminated obtaining conversions of up to 96%.
引用
收藏
页码:4932 / 4935
页数:4
相关论文
共 41 条
[1]
Carboxylic acid reductase is a versatile enzyme for the conversion of fatty acids into fuels and chemical commodities [J].
Akhtar, M. Kalim ;
Turner, Nicholas J. ;
Jones, Patrik R. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2013, 110 (01) :87-92
[2]
[Anonymous], 2009, US, Patent No. 20090054677
[3]
Synthesis of fatty amines. Selectivity control in presence of multifunctional catalysts [J].
Barrault, J ;
Pouilloux, Y .
CATALYSIS TODAY, 1997, 37 (02) :137-153
[4]
Soybean oil as a renewable feedstock for nitrogen-containing derivatives [J].
Biswas, A. ;
Sharma, B. K. ;
Willett, J. L. ;
Erhan, S. Z. ;
Cheng, H. N. .
ENERGY & ENVIRONMENTAL SCIENCE, 2008, 1 (06) :639-644
[5]
Industrial methods for the production of optically active intermediates [J].
Breuer, M ;
Ditrich, K ;
Habicher, T ;
Hauer, B ;
Kesseler, M ;
Stürmer, R ;
Zelinski, T .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (07) :788-824
[6]
Industrial applications of enzyme biocatalysis: Current status and future aspects [J].
Choi, Jung-Min ;
Han, Sang-Soo ;
Kim, Hak-Sung .
BIOTECHNOLOGY ADVANCES, 2015, 33 (07) :1443-1454
[7]
Chemical routes for the transformation of biomass into chemicals [J].
Corma, Avelino ;
Iborra, Sara ;
Velty, Alexandra .
CHEMICAL REVIEWS, 2007, 107 (06) :2411-2502
[8]
Del Cardayre S. B., 2015, WO patent, Patent No. [2015/085271A1, 2015085271]
[9]
Exploring the synthetic applicability of a new carboxylic acid reductase from Segniliparus rotundus DSM 44985 [J].
Duan, Yitao ;
Yao, Peiyuan ;
Chen, Xi ;
Liu, Xiangtao ;
Zhang, Rui ;
Feng, Jinhui ;
Wu, Qiaqing ;
Zhu, Dunming .
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2015, 115 :1-7
[10]
Characterization of Carboxylic Acid Reductases as Enzymes in the Toolbox for Synthetic Chemistry [J].
Finnigan, William ;
Thomas, Adam ;
Cromar, Holly ;
Gough, Ben ;
Snajdrova, Radka ;
Adams, Joseph P. ;
Littlechild, Jennifer A. ;
Harmer, Nicholas J. .
CHEMCATCHEM, 2017, 9 (06) :1005-1017