Highly Productive Oxidative Biocatalysis in Continuous Flow by Enhancing the Aqueous Equilibrium Solubility of Oxygen

被引:57
作者
Chapman, Michael R. [1 ,2 ]
Cosgrove, Sebastian C. [4 ]
Turner, Nicholas J. [4 ]
Kapur, Nikil [3 ]
Blacker, A. John [1 ,2 ]
机构
[1] Univ Leeds, Sch Chem, Woodhouse Lane, Leeds LS2 9JT, W Yorkshire, England
[2] Univ Leeds, Sch Chem & Proc Engn, Inst Proc Res & Dev, Woodhouse Lane, Leeds LS2 9JT, W Yorkshire, England
[3] Univ Leeds, Sch Mech Engn, Woodhouse Lane, Leeds LS2 9JT, W Yorkshire, England
[4] Manchester Inst Biotechnol, 131 Princess St, Manchester M1 7DN, Lancs, England
基金
英国生物技术与生命科学研究理事会;
关键词
biocatalysis; continuous flow; flow reactors; oxidation; space-time yields; GALACTOSE-OXIDASE; GREEN CHEMISTRY; DERACEMIZATION; CATALYSTS; KINETICS; REACTOR; TANDEM; WATER;
D O I
10.1002/anie.201803675
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report a simple, mild, and synthetically clean approach to accelerate the rate of enzymatic oxidation reactions by a factor of up to 100 when compared to conventional batch gas/liquid systems. Biocatalytic decomposition of H2O2 is used to produce a soluble source of O-2 directly in reaction media, thereby enabling the concentration of aqueous O-2 to be increased beyond equilibrium solubility under safe and practical conditions. To best exploit this method, a novel flow reactor was developed to maximize productivity (g product L(-1)h(-1)). This scalable benchtop method provides a distinct advantage over conventional bio-oxidation in that no pressurized gas or specialist equipment is employed. The method is general across different oxidase enzymes and compatible with a variety of functional groups. These results culminate in record space-time yields for bio-oxidation.
引用
收藏
页码:10535 / 10539
页数:5
相关论文
共 36 条
[1]   Catalytic bio-chemo and bio-bio tandem oxidation reactions for amide and carboxylic acid synthesis [J].
Bechi, Beatrice ;
Herter, Susanne ;
McKenna, Shane ;
Riley, Christopher ;
Leimkuehler, Silke ;
Turner, Nicholas J. ;
Carnell, Andrew J. .
GREEN CHEMISTRY, 2014, 16 (10) :4524-4529
[2]   Molecular Catalysts for Water Oxidation [J].
Blakemore, James D. ;
Crabtree, Robert H. ;
Brudvig, Gary W. .
CHEMICAL REVIEWS, 2015, 115 (23) :12974-13005
[3]   SUPERSATURATION LIMIT FOR HOMOGENEOUS NUCLEATION OF OXYGEN BUBBLES IN WATER AT ELEVATED PRESSURE - SUPERHENRY-LAW [J].
BOWERS, PG ;
HOFSTETTER, C ;
LETTER, CR ;
TOOMEY, RT .
JOURNAL OF PHYSICAL CHEMISTRY, 1995, 99 (23) :9632-9637
[4]   Simple and Versatile Laboratory Scale CSTR for Multiphasic Continuous-Flow Chemistry and Long Residence Times [J].
Chapman, Michael R. ;
Kwan, Maria H. T. ;
King, Georgina ;
Jolley, Katherine E. ;
Hussain, Mariam ;
Hussain, Shahed ;
Salama, Ibrahim E. ;
Nino, Carlos Gonzalez ;
Thompson, Lisa A. ;
Bayana, Mary E. ;
Clayton, Adam D. ;
Nguyen, Bao N. ;
Turner, Nicholas J. ;
Kapur, Nikil ;
Blacker, A. John .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2017, 21 (09) :1294-1301
[5]  
Chiusoli G. P., 2008, METAL CATALYSIS IND, V1
[6]   Design and study of homogeneous catalysts for the selective, low temperature oxidation of hydrocarbons [J].
Conley, Brian L. ;
Tenn, William J., III ;
Young, Kenneth J. H. ;
Ganesh, Somesh K. ;
Meier, Steven K. ;
Ziatdinov, Vadim R. ;
Mironov, Oleg ;
Oxgaard, Jonas ;
Gonzales, Jason ;
Goddard, William A., III ;
Periana, Roy A. .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 251 (1-2) :8-23
[7]   Key green chemistry research areas - a perspective from pharmaceutical manufacturers [J].
Constable, David J. C. ;
Dunn, Peter J. ;
Hayler, John D. ;
Humphrey, Guy R. ;
Leazer, Johnnie L., Jr. ;
Linderman, Russell J. ;
Lorenz, Kurt ;
Manley, Julie ;
Pearlman, Bruce A. ;
Wells, Andrew ;
Zaks, Aleksey ;
Zhang, Tony Y. .
GREEN CHEMISTRY, 2007, 9 (05) :411-420
[8]   Directed evolution of galactose oxidase: Generation of enantioselective secondary alcohol oxidases [J].
Escalettes, Franck ;
Turner, Nicholas J. .
CHEMBIOCHEM, 2008, 9 (06) :857-860
[9]   Engineering a Biometallic Whole Cell Catalyst for Enantioselective Deracemization Reactions [J].
Foulkes, Joanne M. ;
Malone, Kirk J. ;
Coker, Victoria S. ;
Turner, Nicholas J. ;
Lloyd, Jonathan R. .
ACS CATALYSIS, 2011, 1 (11) :1589-1594
[10]   Scaling Up Biocatalysis Reactions in Flow Reactors [J].
Gasparini, Gilda ;
Archer, Ian ;
Jones, Ed ;
Ashe, Robert .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2012, 16 (05) :1013-1016