Industrial Biotransformations

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540 Index of starting material starting material enzyme name EC number company page glucono-d-lactone; d,l- Lactonase 3.1.1.25 Marukin Shoyu Co., Ltd., Japan Fuji Chemicals Industries Co., Ltd., Japan glucooctanoic-c-lactone; a,b- glucose Glutamate dehydrogenase / Glucose 1-dehydrogenase glutaryl-7aminocephalosporanic acid glycero-d-gulo-heptono-clactone;d,lglycero-d-manno-heptonoc-lactone; d,l- Lactonase 3.1.1.25 Fuji Chemicals Industries Co., Ltd., Japan 1.4.1.3 / 1.1.1.118 459 321 321 Bristol-Myers Squibb, USA 201 d-Sorbitol dehydrogenase 1.1.99.21 Bayer AG, Germany 182 Xylose isomerase 5.3.1.5 DSM, The Netherlands 508 Finnsugar, Finland 508 Nagase & Co., Ltd., Japan 508 Novo Nordisk, Denmark 508 Glutaryl amidase 3.1.1.41 Asahi Kasei Chemical Industry Co., Ltd., Japan 330 Sanofi Aventis, France 326 Toyo Jozo, Japan 330 Lactonase 3.1.1.25 Fuji Chemicals Industries Co., Ltd., Japan 321 Lactonase 3.1.1.25 Fuji Chemicals Industries Co., Ltd., Japan 321 glycidate; (R,S)- Lipase 3.1.1.3 DSM, The Netherlands 288 glyoxylic acid d-Hydantoinase 3.5.2.2 Kanegafuchi Chemical Industries Co., Ltd., Japan 411 guanosine Nucleosidase / 3.2.2.1/ Yamasa Corporation, Japan 335 Phosphorylase 2.4.2.2 gulono-c-lactone; d,l- Lactonase 3.1.1.25 Fuji Chemicals Industries Co., Ltd., Japan 321 H2O2 Catalase 1.11.1.6 Novartis, Switzerland 217 hexanedione; 2,5- Alcohol dehydrogenase 1.1.1.1 Jülich Fine Chemicals GmbH 167 homogentisic acid lactone Lactonase 3.1.1.25 Fuji Chemicals Industries Co., Ltd., Japan 321 hydroxy-2-methyl-3oxobutanoate, 2- Acetolactate decarboxylase 4.1.1.5 Novo Nordisk, Denmark 449 4-hydroxy-2oxabicyclo[3.3.0]oct-7-en-3one (ester) Lipase 3.1.1.3 Celltech Group plc, U.K. 291 hydroxyphenylglycineamide; d-(–)- (= HPGA) Penicillin acylase 3.5.1.11 DSM, The Netherlands 397 hydroxyphenylglycineester; d-(–)- (= HPGM) Penicillin acylase 3.5.1.11 DSM, The Netherlands 397 hydroxyphenyl)hydantoin; d-Hydantoinase 3.5.2.2 Kanegafuchi Chemical 411 d,l-5-(p- Industries Co., Ltd., Japan hydroxyphenyl)hydantoin; Hydantoinase / 3.5.2.4 / Dr. Vig Medicaments, India 415 d,l-5-(p- Carbamoylase 3.5.1.77
starting material enzyme name EC number Index of starting material company page ibuprofen, methoxyethyl ester; (R,S) Lipase 3.1.1.3 Pfizer Inc., USA 294 indole Naphthalene dioxygenase 1.13.11.11 Genencor International, Inc., USA 221 Tryptophan synthase 4.2.1.20 Amino GmbH, Germany 472 indole-3-ol; 1H- Naphthalene dioxygenase 1.13.11.11 Genencor International, Inc., USA 221 indoxyl Naphthalene dioxygenase 1.13.11.11 Genencor International, Inc., USA 221 insulin, di-arg- Carboxypeptidase B 3.4.17.2 Eli Lilly, USA 344 Sanofi Aventis, France 346 insulin, mono-arg- Carboxypeptidase B 3.4.17.2 Eli Lilly, USA 344 insulin pre-pro- Trypsin 3.4.21.4 Sanofi Aventis, France 352 insulin, pro- Trypsin 3.4.21.4 Eli Lilly, USA 350 Novo Nordisk, Denmark 354 isobutyric acid Enoyl-CoA hydratase 4.2.1.17 Kanegafuchi Chemical Industries Co., Ltd., Japan 470 isochromanone; 3- Lactonase 3.1.1.25 Fuji Chemicals Industries Co., Ltd., Japan 321 isopropenyl acetate Lipase 3.1.1.3 Bristol-Myers Squibb, USA 281 isopropylamine Transaminase 2.6.1.X Celgene Corporation, USA 271 isopropylideneglycerol; (R,S)- Oxidase 1.X.X.X International Bio Synthetics, Inc., The Netherlands isopropylpalmitate Desaturase 1.X.X.X Kao Corp., Japan 257 keto acid; a- d-Amino acid transaminase 2.6.1.21 NSC Technologies, USA 267 2-keto-6-hydroxy hexanoic acid Glutamate dehydrogenase / Glucose 1-dehydrogenase 1.4.1.3 / 1.1.1.118 255 Bristol-Myers Squibb, USA 201 lactose b-Galactosidase 3.2.1.23 Central del Latte, Italy 316 Snow Brand Milk Products Co., Ltd., Japan 316 Sumitomo Chemical Co., Japan 316 maleic acid Malease 4.2.1.31 DSM, The Netherlands 474 maleic acid anhydride Malease 4.2.1.31 DSM, The Netherlands 474 ManNAc = N-acetyl-d- N-Acetyl-d-neuraminic acid 4.1.3.3 GlaxoSmithKline, U.K. 457 mannosamine aldolase N-Acetyl-d-neuraminic acid 4.1.3.3 Forschungszentrum Jülich 459 aldolase GmbH, Germany Marukin Shoyu Co., Ltd., Japan 459 mannono-c-lactone; d,l- Lactonase 3.1.1.25 Fuji Chemicals Industries Co., Ltd., Japan 321 methoxyphenyl)glycidic acid Lipase 3.1.1.3 Tanabe Seiyaku Co. Ltd., 306 methyl ester; trans-3-(4- Japan methoxypropanone Transaminase 2.6.1.X Celgene Corporation, USA 271 541
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Industrial Biotransformations Edite
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Industrial Biotransformations Secon
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Contents Preface to the first editi
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5 Basics of Bioreaction Engineering
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X Preface to the first edition many
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XII Preface to the second edition E
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XIV List of Contributors Prof. Dr.
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2 1 History of Industrial Biotransf
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10 1 History of Industrial Biotrans
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R' 16 O H N 1 History of Industrial
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38 2 The Enzyme Classification Tab.
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40 2 The Enzyme Classification trib
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42 2 The Enzyme Classification EC 1
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54 2 The Enzyme Classification 2.2.
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56 2 The Enzyme Classification The
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60 2 The Enzyme Classification in g
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62 2 The Enzyme Classification Refe
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64 3 Retrosynthetic Biocatalysis 3.
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66 3 Retrosynthetic Biocatalysis R
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76 3 Retrosynthetic Biocatalysis R
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78 3 Retrosynthetic Biocatalysis Wh
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88 3 Retrosynthetic Biocatalysis Re
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90 3 Retrosynthetic Biocatalysis (D
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4 Optimization of Industrial Enzyme
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4.2 Learning from Nature Nature its
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4.3 Enzyme Production Using Bacteri
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4.4 Improvements to Enzymes by Mole
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1 4.4 Improvements to Enzymes by Mo
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4.4 Improvements to Enzymes by Mole
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4.5 Identification of Improved Enzy
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4.5 Identification of Improved Enzy
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Galleron, N., Ghim, S.Y., Glaser, P
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ment, Relaxation, and Reversal of t
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81 Goddard, J.-P., Reymond, J.-L. 2
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5 Basics of Bioreaction Engineering
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where r p = selectivity to componen
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5.1 Definitions operoxidase (CPO) h
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5.1 Definitions The residence time
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5.1 Definitions In iso-electric pre
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5.2 Biocatalyst Kinetics formation
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5.2 Biocatalyst Kinetics K M values
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v ˆ V max ‰SŠ KM 1‡ ‰PŠ KI
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5.3 Basic Reactor Types and their M
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dx concentration [S] 0 [S] 1 [S] e
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5.4 Biocatalyst Recycling and Recov
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. better stability, especially towa
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5.4.2 Cross-linking 5.4 Biocatalyst
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. immobilization methods . substrat
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References Owing to the need for st
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40 Vuorilehto, K., Lütz, S., Wandr
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Common name of enzyme Name of strai
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Common name of enzyme Name of strai
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Alcohol dehydrogenase Neurospora cr
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Alcohol dehydrogenase Neurospora cr
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Alcohol dehydrogenase Rhodococcus e
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Alcohol dehydrogenase Rhodococcus e
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Alcohol dehydrogenase Acinetobacter
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Alcohol dehydrogenase Acinetobacter
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Dehydrogenase Zygosaccharomyces rou
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Alcohol dehydrogenase Lactobacillus
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Carbonyl reductase Escherichia coli
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Aldehyde reductase Escherichia coli
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Lactate dehydrogenase Staphylococcu
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d-Lactate dehydrogenase Leuconostoc
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d-Lactate dehydrogenase Leuconostoc
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d-Sorbitol dehydrogenase Gluconobac
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d-Sorbitol dehydrogenase Gluconobac
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Dehydrogenase Geotrichum candidum 1
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Ketoreductase 1 = ethyl-4-chloro-3-
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Dehydrogenase Candida sorbophila N
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Dehydrogenase Candida sorbophila N
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Reductase Pichia methanolica 1 = Et
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Reductase Aureobasidium pullulans S
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Reductase Nocardia salmonicolor SC
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Glutamate dehydrogenase / Glucose 1
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Leucine dehydrogenase Bacillus spha
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Leucine dehydrogenase Bacillus spha
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Phenylalanine dehydrogenase / Forma
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d-Aminoacid oxidase Trijonopsis var
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d-Amino acid oxidase Trigonopsis va
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Nicotinic acid hydroxylase Achromob
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Nicotinic acid hydroxylase Achromob
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Catalase Microbial source 1) Reacti
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Oxygenase Arthrobacter sp. 1) React
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Naphthalene dioxygenase Pseudomonas
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Naphthalene dioxygenase Pseudomonas
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Benzoate dioxygenase Pseudomonas pu
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Cyclohexanone monooxygenase Acineto
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Cyclohexanone monooxygenase Acineto
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Oxygenase Escherichia coli OH OH 1
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Monooxygenases / Aryl alcohol dehyd
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Styrene monooxygenase Escherichia c
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Styrene monooxygenase Escherichia c
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Monooxygenase Pseudomonas putida H
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Monooxygenase Streptomyces sp. SC 1
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Oxygenase Nocardia autotropica 1) R
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Monooxygenase Nocardia corallina 1
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Monooxygenase Nocardia corallina
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Monooxygenase Nocardia corallina O
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Oxidase Pseudomonas oleovorans 1) R
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Reductase Baker’s yeast 1 = oxois
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Oxidase Rhodococcus erythropolis 2
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Desaturase Rhodococcus sp. 1) React
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Desaturase Rhodococcus sp. 3) Flow
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Oxidase Beauveria bassiana 1) React
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Oxidase Beauveria bassiana ● The
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Cyclodextrin glycosyltransferase Ba
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d-Amino acid transaminase Bacillus
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d-Amino acid transaminase Bacillus
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Transaminase Bacillus megaterium 1)
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Lipase Burkholderia plantarii 2 (R,
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Lipase Burkholderia plantarii 3) Fl
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Lipase Pseudomonas cepacia 1 = cis-
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Lipase Pseudomonas cepacia 5) Produ
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Lipase Pseudomonas cepacia 2 F 1 =
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Lipase Pseudomonas cepacia 6) Liter
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Lipase Mucor miehei Fig. 3.1.1.3 -
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Lipase Mucor miehei 6) Literature E
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Lipase Porcine pancreas 5) Product
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Lipase Pseudomonas fluorescens Fig.
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Lipase Pseudomonas fluorescens O O
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Lipase Candida cylindracea ● In c
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Lipase Candida antarctica 2 F 1) Re
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Lipase Candida antarctica ● It sh
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Lipase Candida antarctica ● The p
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Lipase Candida antarctica 3) Flow s
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Lipase Arthrobacter sp. ● For thi
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Lipase Serratia marescens MeO R MeO
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Lipase Serratia marescens Fig. 3.1.
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Lipase Pseudomonas cepacia 1) React
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Lipase Candida antarctica 1) Reacti
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Lipase Candida antarctica 4) Proces
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-Galactosidase Saccharomyces lactis
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Lipase Pseudomonas cepacia ● The
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Lactonase Fusarium oxysporum 1 = pa
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Lactonase Fusarium oxysporum Fig. 3
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Lactonase Fusarium oxysporum 5) Pro
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Glutaryl amidase Escherichia coli F
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Glutaryl amidase Escherichia coli 6
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Glutaryl amidase Pseudomonas sp. 3)
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a-Amylase / Amyloglucosidase Bacill
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Nucleosidase / Phosphorylase Erwini
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Aminopeptidase Pseudomonas putida 1
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Aminopeptidase Pseudomonas putida
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Aminopeptidase Pseudomonas putida 3
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Aminopeptidase Pseudomonas putida
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Carboxypeptidase B Pig Pancreas 3)
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Trypsin Pig Pancreas 2) Remarks ●
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Subtilisin Bacillus licheniformis 1
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Subtilisin Bacillus licheniformis
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Subtilisin Bacillus licheniformis
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Subtilisin Bacillus sp. EtOOC (R/S)
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Subtilisin Bacillus sp. drug discov
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Subtilisin Bacillus lentus 1 = (R,S
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Thermolysin Bacillus thermoproteoly
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Thermolysin Bacillus thermoproteoly
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Amidase Comamonas acidovorans 1) Re
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Amidase Klebsiella terrigena 2 H N
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Amidase Klebsiella terrigena 6) Lit
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Amidase Klebsiella oxytoca company:
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Urease Lactobacillus fermentum ●
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Penicillin amidase Escherichia coli
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Penicillin amidase Bacillus megater
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Penicillin acylase Escherichia coli
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Aminoacylase Aspergillus niger 2 N
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Aminoacylase Aspergillus niger 3) F
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Aminoacylase Aspergillus oryzae S C
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Aminoacylase Aspergillus oryzae 3)
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d-Hydantoinase Bacillus brevis Fig.
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d-Hydantoinase Bacillus brevis 3) F
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Hydantoinase / Carbamoylase Pseudom
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l-Hydantoinase Arthrobacter sp. DSM
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l-Hydantoinase Arthrobacter sp. DSM
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-Lactamase Aureobacterium sp. 3) Fl
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-Lactamase Pseudomonas solanacearum
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Lactamase / Racemase Cryptococcus l
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Nitrilase Acidovorax facilis 1 = 2-
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Nitrilase Escherichia coli 1) React
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Nitrilase / Hydroxylase Agrobacteri
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Nitrilase / Hydroxylase Alcaligenes
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Dehalogenase Pseudomonas putida 1)
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Dehalogenase Pseudomonas putida 5)
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Haloalkane dehalogenase Alcaligenes
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Haloalkane dehalogenase Alcaligenes
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Haloalkane dehalogenase Enterobacte
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Halohydrin dehalogenase 1 = ethyl-(
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Pyruvate decarboxylase Saccharomyce
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Acetolactate decarboxylase Bacillus
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Aspartate b-decarboxylase Pseudomon
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Aspartate b-decarboxylase Pseudomon
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Oxynitrilase Hevea brasiliensis 1 =
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N-Acetyl-d-neuraminic acid aldolase
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N-Acetyl-d-neuraminic acid aldolase
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Tyrosine phenol lyase Erwinia herbi
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Fumarase Corynebacterium glutamicum
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Fumarase Corynebacterium glutamicum
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Fumarase Brevibacterium flavum 4) P
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Enoyl-CoA hydratase Candida rugosa
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Enoyl-CoA hydratase Candida rugosa
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Tryptophan synthase Escherichia col
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Malease Pseudomonas pseudoalcaligen
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Malease Pseudomonas pseudoalcaligen
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Nitrile hydratase Pseudomonas chlor
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Nitrile hydratase Rhodococcus rhodo
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Page 500 and 501: Carnitine dehydratase Escherichia c
Page 506 and 507: Aspartase Escherichia coli 3) Flow
Page 508 and 509: Aspartase Escherichia coli 5) Produ
Page 510 and 511: Aspartase Brevibacterium flavum 3)
Page 512 and 513: l-Aspartase Escherichia coli 3) Flo
Page 514 and 515: l-Phenylalanine ammonia-lyase Rhodo
Page 516 and 517: Amino acid racemase Amycolatopsis o
Page 518 and 519: GlcNAc 2-epimerase Escherichia coli
Page 520 and 521: Xylose isomerase Bacillus coagulans
Page 522 and 523: Xylose isomerase Bacillus coagulans
Page 524 and 525: a-Glucosyl transferase Protaminobac
Page 526 and 527: 516 7 Quantitative Analysis of Indu
Page 532 and 533: 522 Index of enzyme name enzyme nam
Page 534 and 535: 524 Index of enzyme name enzyme nam
Page 536 and 537: 526 Index of strain strain enzyme n
Page 542 and 543: 532 Index of company company strain
Page 544 and 545: 534 Index of company company strain
Page 546 and 547: 536 Index of starting material star
Page 556 and 557: 546 Index of product product enzyme
Page 566: 556 Index of product product enzyme
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Industrial Biotransformations

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