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Whole-cell oxidation of omeprazole sulfide to enantiopure esomeprazole with Lysinibacillus sp B71
被引:22
作者:

Babiak, Peter
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Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic
Zentiva KS, Prague 10237 10, Czech Republic Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic

Kyslikova, Eva
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Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic

Stepanek, Vaclav
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Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic

Valesova, Renata
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Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic

Palyzova, Andrea
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Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic

Maresova, Helena
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Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic

Hajicek, Josef
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Zentiva KS, Prague 10237 10, Czech Republic Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic

Kyslik, Pavel
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Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic
机构:
[1] Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic
[2] Zentiva KS, Prague 10237 10, Czech Republic
关键词:
Biotransformation;
Asymmetric oxidation;
Esomeprazole;
Fed-batch culture;
Lysinibacillus sp;
SULFOXIDATION;
EPOXIDATION;
D O I:
10.1016/j.biortech.2011.05.052
中图分类号:
S2 [农业工程];
学科分类号:
0828 ;
摘要:
Production of enantiopure esomeprazole by biocatalysis is of great demand by pharmaceutical industry. A Gram-positive bacterium oxidizing omeprazole sulfide la (5-methoxy-2-[((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)thio]-1H-benzoimidazole) to (S)-sulfoxide esomeprazole 2a (S)-5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl) methylsulfinyl]-3H-benzoimidazole was isolated from soil polluted with elemental sulfur. The strain exhibited the highest identity with the genus Lysinibacillus and catalyzed oxidation of la into enantiopure esomeprazole with conversion of 77% in a stirred bioreactor, fed-batch culture. No consecutive oxidation of (S)-sulfoxide to sulfone was observed during whole-cell catalysis. The unique characteristics of the catalyst provide a solid basis for further improvement and development of sustainable green bioprocess. (C) 2011 Elsevier Ltd. All rights reserved.
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页码:7621 / 7626
页数:6
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共 23 条
[1]
Proposal of Lysinibacillus boronitolerans gen. nov sp nov., and transfer of Bacillus fusiformis to Lysinibacillus fusiformis comb. nov and Bacillus sphaericus to Lysinibacillus sphaericus comb. nov.
[J].
Ahmed, Iftikhar
;
Yokota, Akira
;
Yamazoe, Atsushi
;
Fujiwara, Toru
.
INTERNATIONAL JOURNAL OF SYSTEMATIC AND EVOLUTIONARY MICROBIOLOGY,
2007, 57
:1117-1125

Ahmed, Iftikhar
论文数: 0 引用数: 0
h-index: 0
机构: Univ Tokyo, Biotechnol Res Ctr, Bunkyo Ku, Tokyo 1138657, Japan

Yokota, Akira
论文数: 0 引用数: 0
h-index: 0
机构: Univ Tokyo, Biotechnol Res Ctr, Bunkyo Ku, Tokyo 1138657, Japan

Yamazoe, Atsushi
论文数: 0 引用数: 0
h-index: 0
机构: Univ Tokyo, Biotechnol Res Ctr, Bunkyo Ku, Tokyo 1138657, Japan

Fujiwara, Toru
论文数: 0 引用数: 0
h-index: 0
机构: Univ Tokyo, Biotechnol Res Ctr, Bunkyo Ku, Tokyo 1138657, Japan
[2]
Role of sulfur chirality in the chemical processes of biology
[J].
Bentley, R
.
CHEMICAL SOCIETY REVIEWS,
2005, 34 (07)
:609-624

Bentley, R
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Pittsburgh, Dept Biol Sci, Pittsburgh, PA 15260 USA Univ Pittsburgh, Dept Biol Sci, Pittsburgh, PA 15260 USA
[3]
Dioxygenase-catalysed sulfoxidation of bicyclic alkylaryl sulfides and chemoenzymatic synthesis of acyclic disulfoxides
[J].
Boyd, DR
;
Sharma, ND
;
Haughey, SA
;
Kennedy, MA
;
Malone, JF
;
Shepherd, SD
;
Allen, CCR
;
Dalton, H
.
TETRAHEDRON,
2004, 60 (03)
:549-559

Boyd, DR
论文数: 0 引用数: 0
h-index: 0
机构: Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland

Sharma, ND
论文数: 0 引用数: 0
h-index: 0
机构: Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland

Haughey, SA
论文数: 0 引用数: 0
h-index: 0
机构: Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland

Kennedy, MA
论文数: 0 引用数: 0
h-index: 0
机构: Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland

Malone, JF
论文数: 0 引用数: 0
h-index: 0
机构: Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland

Shepherd, SD
论文数: 0 引用数: 0
h-index: 0
机构: Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland

Allen, CCR
论文数: 0 引用数: 0
h-index: 0
机构: Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland

Dalton, H
论文数: 0 引用数: 0
h-index: 0
机构: Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland
[4]
NADH availability limits asymmetric biocatalytic epoxidation in a growing recombinant Escherichia coli strain
[J].
Buehler, Bruno
;
Park, Jin-Byung
;
Blank, Lars M.
;
Schmid, Andreas
.
APPLIED AND ENVIRONMENTAL MICROBIOLOGY,
2008, 74 (05)
:1436-1446

Buehler, Bruno
论文数: 0 引用数: 0
h-index: 0
机构:
Dortmund Univ Technol, Lab Chem Biotechnol, Dept Biochem & Chem Engn, D-44227 Dortmund, Germany Dortmund Univ Technol, Lab Chem Biotechnol, Dept Biochem & Chem Engn, D-44227 Dortmund, Germany

论文数: 引用数:
h-index:
机构:

Blank, Lars M.
论文数: 0 引用数: 0
h-index: 0
机构:
Dortmund Univ Technol, Lab Chem Biotechnol, Dept Biochem & Chem Engn, D-44227 Dortmund, Germany
Inst Sci Anal, D-44139 Dortmund, Germany Dortmund Univ Technol, Lab Chem Biotechnol, Dept Biochem & Chem Engn, D-44227 Dortmund, Germany

Schmid, Andreas
论文数: 0 引用数: 0
h-index: 0
机构:
Dortmund Univ Technol, Lab Chem Biotechnol, Dept Biochem & Chem Engn, D-44227 Dortmund, Germany
Inst Sci Anal, D-44139 Dortmund, Germany Dortmund Univ Technol, Lab Chem Biotechnol, Dept Biochem & Chem Engn, D-44227 Dortmund, Germany
[5]
Microbial cells as catalysts for stereoselective red-ox reactions
[J].
Carballeira, J. D.
;
Quezada, M. A.
;
Hoyos, P.
;
Simeo, Y.
;
Hernaiz, M. J.
;
Alcantara, A. R.
;
Sinisterra, J. V.
.
BIOTECHNOLOGY ADVANCES,
2009, 27 (06)
:686-714

Carballeira, J. D.
论文数: 0 引用数: 0
h-index: 0
机构:
Ind Biotransformat Serv, Madrid 28760, Spain Ind Biotransformat Serv, Madrid 28760, Spain

Quezada, M. A.
论文数: 0 引用数: 0
h-index: 0
机构:
Ind Biotransformat Serv, Madrid 28760, Spain Ind Biotransformat Serv, Madrid 28760, Spain

Hoyos, P.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Complutense, Fac Pharm, Dept Organ & Pharmaceut Chem, Biotransformat Grp, E-28040 Madrid, Spain Ind Biotransformat Serv, Madrid 28760, Spain

Simeo, Y.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Complutense, Fac Pharm, Dept Organ & Pharmaceut Chem, Biotransformat Grp, E-28040 Madrid, Spain Ind Biotransformat Serv, Madrid 28760, Spain

Hernaiz, M. J.
论文数: 0 引用数: 0
h-index: 0
机构:
Ind Biotransformat Serv, Madrid 28760, Spain
Univ Complutense, Fac Pharm, Mol Interact Serv, E-28040 Madrid, Spain
Univ Complutense, Fac Pharm, Dept Organ & Pharmaceut Chem, Biotransformat Grp, E-28040 Madrid, Spain Ind Biotransformat Serv, Madrid 28760, Spain

Alcantara, A. R.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Complutense, Fac Pharm, Dept Organ & Pharmaceut Chem, Biotransformat Grp, E-28040 Madrid, Spain Ind Biotransformat Serv, Madrid 28760, Spain

Sinisterra, J. V.
论文数: 0 引用数: 0
h-index: 0
机构:
Ind Biotransformat Serv, Madrid 28760, Spain
Univ Complutense, Fac Pharm, Dept Organ & Pharmaceut Chem, Biotransformat Grp, E-28040 Madrid, Spain Ind Biotransformat Serv, Madrid 28760, Spain
[6]
A newly isolated strain capable of effectively degrading tetrahydrofuran and its performance in a continuous flow system
[J].
Chen, Jian-Meng
;
Zhou, Yu-Yang
;
Chen, Dong-Zhi
;
Jin, Xiao-Jun
.
BIORESOURCE TECHNOLOGY,
2010, 101 (16)
:6461-6467

Chen, Jian-Meng
论文数: 0 引用数: 0
h-index: 0
机构:
Zhejiang Univ Technol, Coll Biol & Environm Engn, Hangzhou 310032, Zhejiang, Peoples R China Zhejiang Univ Technol, Coll Biol & Environm Engn, Hangzhou 310032, Zhejiang, Peoples R China

Zhou, Yu-Yang
论文数: 0 引用数: 0
h-index: 0
机构:
Zhejiang Univ Technol, Coll Biol & Environm Engn, Hangzhou 310032, Zhejiang, Peoples R China Zhejiang Univ Technol, Coll Biol & Environm Engn, Hangzhou 310032, Zhejiang, Peoples R China

Chen, Dong-Zhi
论文数: 0 引用数: 0
h-index: 0
机构:
Zhejiang Univ Technol, Engn Res Ctr, Minist Educ Bioconvers & Biopurificat, Hangzhou 310032, Zhejiang, Peoples R China Zhejiang Univ Technol, Coll Biol & Environm Engn, Hangzhou 310032, Zhejiang, Peoples R China

Jin, Xiao-Jun
论文数: 0 引用数: 0
h-index: 0
机构:
Zhejiang Univ Technol, Coll Biol & Environm Engn, Hangzhou 310032, Zhejiang, Peoples R China Zhejiang Univ Technol, Coll Biol & Environm Engn, Hangzhou 310032, Zhejiang, Peoples R China
[7]
A new titanate/(+)-(1R,2S)-cis-1-amino-2-indanol system for the asymmetric synthesis of (S)-tenatoprazole
[J].
Delamare, Madeleine
;
Belot, Sebastien
;
Caille, Jean-Claude
;
Martinet, Frederic
;
Kagan, Henri B.
;
Henryon, Vivien
.
TETRAHEDRON LETTERS,
2009, 50 (15)
:1702-1704

Delamare, Madeleine
论文数: 0 引用数: 0
h-index: 0
机构:
Activat SAS, F-69100 Villeurbanne, France Activat SAS, F-69100 Villeurbanne, France

Belot, Sebastien
论文数: 0 引用数: 0
h-index: 0
机构:
Activat SAS, F-69100 Villeurbanne, France Activat SAS, F-69100 Villeurbanne, France

Caille, Jean-Claude
论文数: 0 引用数: 0
h-index: 0
机构:
Finorga SA, F-38670 Chasse Sur Rhone, France Activat SAS, F-69100 Villeurbanne, France

Martinet, Frederic
论文数: 0 引用数: 0
h-index: 0
机构:
Immeuble Strasbourg, Negma Lerads, F-78771 Magny Les Hameaux, France Activat SAS, F-69100 Villeurbanne, France

Kagan, Henri B.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Paris 11, Lab Catalyse Mol, Inst Chim Mol & Mat Orsay, UMR 8182, F-91405 Orsay, France Activat SAS, F-69100 Villeurbanne, France

Henryon, Vivien
论文数: 0 引用数: 0
h-index: 0
机构:
Activat SAS, F-69100 Villeurbanne, France Activat SAS, F-69100 Villeurbanne, France
[8]
Oxidation, epoxidation and sulfoxidation reactions catalysed by haloperoxidases
[J].
Dembitsky, VM
.
TETRAHEDRON,
2003, 59 (26)
:4701-4720

Dembitsky, VM
论文数: 0 引用数: 0
h-index: 0
机构:
Hebrew Univ Jerusalem, Sch Pharm, Dept Med Chem & Nat Prod, IL-91120 Jerusalem, Israel Hebrew Univ Jerusalem, Sch Pharm, Dept Med Chem & Nat Prod, IL-91120 Jerusalem, Israel
[9]
Process R&D under the magnifying glass: Organization, business model, challenges, and scientific context
[J].
Federsel, Hans-Jurgen
.
BIOORGANIC & MEDICINAL CHEMISTRY,
2010, 18 (16)
:5775-5794

Federsel, Hans-Jurgen
论文数: 0 引用数: 0
h-index: 0
机构:
AstraZeneca, Pharmaceut Dev, S-15185 Sodertalje, Sweden AstraZeneca, Pharmaceut Dev, S-15185 Sodertalje, Sweden
[10]
Protein engineering of toluene monooxygenases for synthesis of chiral sulfoxides
[J].
Feingersch, Roi
;
Shainsky, Janna
;
Wood, Thomas K.
;
Fishman, Ayelet
.
APPLIED AND ENVIRONMENTAL MICROBIOLOGY,
2008, 74 (05)
:1555-1566

Feingersch, Roi
论文数: 0 引用数: 0
h-index: 0
机构:
Technion Israel Inst Technol, Dept Food Engn & Biotechnol, IL-32000 Haifa, Israel
Technion Israel Inst Technol, Inst Catalisis Sci & Technol, IL-32000 Haifa, Israel Technion Israel Inst Technol, Dept Food Engn & Biotechnol, IL-32000 Haifa, Israel

Shainsky, Janna
论文数: 0 引用数: 0
h-index: 0
机构:
Technion Israel Inst Technol, Dept Food Engn & Biotechnol, IL-32000 Haifa, Israel
Technion Israel Inst Technol, Inst Catalisis Sci & Technol, IL-32000 Haifa, Israel Technion Israel Inst Technol, Dept Food Engn & Biotechnol, IL-32000 Haifa, Israel

Wood, Thomas K.
论文数: 0 引用数: 0
h-index: 0
机构:
Texas A&M Univ, Dept Chem Engn, College Stn, TX 77843 USA
Texas A&M Univ, Dept Biol, College Stn, TX 77843 USA
Texas A&M Univ, Dept Civil Engn, College Stn, TX 77843 USA Technion Israel Inst Technol, Dept Food Engn & Biotechnol, IL-32000 Haifa, Israel

Fishman, Ayelet
论文数: 0 引用数: 0
h-index: 0
机构:
Technion Israel Inst Technol, Dept Food Engn & Biotechnol, IL-32000 Haifa, Israel
Technion Israel Inst Technol, Inst Catalisis Sci & Technol, IL-32000 Haifa, Israel Technion Israel Inst Technol, Dept Food Engn & Biotechnol, IL-32000 Haifa, Israel