Biocatalysis: biochemical fundamentals and applications
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| Main Author: | |
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| Format: | Book |
| Language: | English |
| Published: |
London
Imperial College Press
2009
|
| Subjects: | |
| Online Access: | Inhaltsverzeichnis Klappentext |
| Physical Description: | XVI, 1035 S. graph. Darst. |
| ISBN: | 9781860947711 9781860947445 |
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| 100 | 1 | |a Grunwald, Peter |d 1941- |e Verfasser |0 (DE-588)1025209303 |4 aut | |
| 245 | 1 | 0 | |a Biocatalysis |b biochemical fundamentals and applications |c Peter Grunwald |
| 264 | 1 | |a London |b Imperial College Press |c 2009 | |
| 300 | |a XVI, 1035 S. |b graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 650 | 4 | |a Biotechnology |x Industrial applications | |
| 650 | 4 | |a Enzymes |x Biotechnology | |
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Biocatalysis
Biochemical Fundamentals and Applications
The book treats in depth the fundamentals of the field
of biocatalysis. It of course does not substitute existing
biochemistry textbooks but will serve as a suitable supplement
for students and teachers as it discusses biochemical
fundamentals in connection with the respective topics.
The topics covered range from basic enzyme chemistry
(biosynthesis, structure, properties, kinetics) to a
detailed description of catalytic mechanisms. It covers the
fundamentals of the different enzyme classes together with
their applications in native and immobilized state in aqueous
as well as non-conventional media. Topics that often are not
treated in detail (or even not at all) in existing biocatalysis
books or biochemistry textbooks such as catalytic antibodies,
nucleic acid catalysts, non-ribosomal
peptide
synthesis,
evolutionary methods, and the design of cells are included in
separate chapters.
With focus on the interdisciplinary nature of biocatalysis,
the book contains many aspects of fundamental organic
chemistry and some of inorganic chemistry as well which
should make it interesting not only for biochemistry but also
for chemistry students. It may also be useful for those being
active in biocatalysis research and related fields in academic or
industrial institutions. An important theme being emphasized
in the book is that applied biocatalysis is one of the main
prerequisites for a sustainable development.
Contents
Preface
v
1
.
Introduction
1
1.1
Advantages and Disadvantages of Biocatalysts
3
1.2
Biocatalysis
-
An Interdisciplinary Science
6
1.3
The Impact of Biocatalysis on Teaching Natural Science
8
2.
History of Biocatalysis
11
3.
Classification of Enzymes
15
4.
Non-protein Groups in Biocatalysis
22
4.1
Thiamine
24
4.2
Niacin and
Riboflavin
28
4.3
Vitamin B6
31
4.4
Folie Acid.
Tetrahydrofolate and Dihydrobiopterin
38
4.5
Cofactors in Methanogenesis
45
4.6
Ascorbic Acid Exerts a Protective Function
50
5.
Introduction into Kinetics
54
5.1
Rate of Reactions and Rate Equations
54
5.2
Reaction Mechanisms
56
5.3
Steady-state
58
5.4
Pre
-equilibria
59
5.5
Temperature Dependence
60
5.5.1
Chemical equilibria and temperature
61
5.5.2
Arrhenius parameters
64
5.5.3
Transition state theory
65
5.6
Reactions in Solutions
68
5.6.1
Diffusion controlled reactions
70
χ
Biocatalxsis
6.
Enzyme Kinetics
74
6.1
The Michaelis-Menten
Equation
75
6.1.1
Determination of KS\ and /-im\
79
6.1.2
Integrated Michaelis-Menten equation
82
6.1.3
Reversible equilibria
83
6.1.4
Inhibition
87
6.1.4.1
Non-competitive inhibition
91
6.1.4.2
Competitive inhibition
94
6.1.4.3
Uncompetitive inhibition
95
6.1.4.4
Substrate inhibition
97
6.1.5
Formation of intermediates
98
6.1.6
Bisubstrate reactions
100
6.1.7
Multi-substrate reactions
105
6.1.8
King and
Altman
method
110
6.1.9
Importance of A'M and kCJl
113
6.2
Parameters Affecting Enzymatic Activity
120
6.2.1
pH-dependence
121
6.2.2
Temperature-dependence
126
6.3
The Kinetic Isotope Effect and Hydrogen Tunneling
129
6.3.1
The kinetic isotope effect
129
6.3.1.1
Kinetic isotope effect and reaction mechanisms
131
6.3.2
Hydrogen tunnelling
134
7.
Mechanisms in Enzymatic Catalysis and Enzyme Models
142
7.1
Enzyme-substrate Interactions
142
7.2
Enzymes and Other Catalysts
-
The Entropy Effect
150
7.3
Single Mechanisms with Examples
151
7.3.1
Acid-base catalysis
152
7.3.2
Covalent catalysis
153
7.3.3
Metal ion catalysis
156
7.3.3.1
Methylmalonyl-CoA
mutase
-
a cobalamin
enzyme
165
7.4 Metalloenzyme
of Biotechnological Relevance
170
7.4.1
Hydrogenases
170
7.4.2
Enzymes of the nitrogen cycle
178
7.4.3
Dinitrogenoxide
reducíase
185
7.4.4
Vanadium and vanadium-containing enzymes
186
7.4.4.1
Vanadium-nitrogenases
189
7.4.4.2
Fe-nitrogenases
192
7.4.4.3
VNase model compounds
193
7.4.4.4
Vanadium haloperoxidases
196
Contents
xi
8.
Synthesis of
Peptide
Antibiotics
201
8.1
Mechanism of Nonribosomal
Peptide
Synthesis
207
8.2
Other Multi-functional Enzymes
211
8.2.1
Fatty acid synthetases
211
8.2.2
Polyketide synthetases
213
8.3
Naturally Occurring Peptide/Polyketide Hybrids
219
8.4
Application of Nonribosomal
Peptide
Synthetases
220
8.5
The Case Mycosubtilin
224
8.6
Ribosomal Synthesis of Antibiotics
228
9.
Immobilized Biocatalysts
231
9.1
Definition and Characterization
232
9.2
Reasons for Immobilizing Biocatalyst
234
9.3
Properties of Carriers for Immobilization
235
9.4
Different Types of Carrier Materials
237
9.5
Immobilization Methods
238
9.5.1
Immobilization by adsorption
239
9.5.2
Covalent immobilization
241
9.5.2.1
Optimizing experimental parameters
245
9.5.3
Immobilization by crosslinking
246
9.5.4
Entrapment of biocatalysts
249
9.5.4.1
Sol-gel processes
—
inorganic polymers
250
9.5.4.1.1
Silicon-based matrixes
251
9.5.5
Encapsulation
252
9.6
Kinetics of Immobilized Biocatalysts
253
9.6.1
Conformational changes
253
9.6.2
Partitioning effects
254
9.6.3
Diffusion limitation
255
9.7
Improving the Properties of Enzymes by Immobilization
257
9.8
Carrier-free Immobilizates
263
9.8.1
Crosslinked enzyme crystals
264
9.8.1.1
Application of CLECs
265
9.8.2
Crosslinked enzyme aggregates
277
10.
Structure, Function, and Application of Enzymes
289
10.1
Hydrolases
292
10.1.1
Lipases
-
general aspects
293
Reaction behavior of lipases
293
Stereoselectivity of lipases
294
Different types of lipases and nomenclature
295
Kinetic resolution
297
The Kazlauskaz rules
301
10.1
.1.1
10.1
.1.2
10.1
.1.3
10.1
.1.4
10.1
.1.5
Biocatalvsis
10.1.1.6
Dynamic kinetic resolution
304
10.1.1.7
Enantioselectivity
307
10.1.2
Esterases
312
10.1.2.1
Structural aspects and mechanism
313
10.1.2.2
Application of estereases
314
10.1.2.3
Screening assays
318
10.1.2.4
Pig liver
esterase
320
10.1.2.4.1
Pig liver
esterase
model
325
10.1.2.5
Acetylcholinesterase
327
10.1.2.5.1
AChE/CdS-nanoparticle hybrids
332
10.1.2.6
Cholesterol
esterase
and carbohydrate
esterases
334
10.1.2.7
The salicylic acid-binding protein
336
10.1.3
Epoxide
hydrolases and epoxides
337
10.1.3.1
Chemical synthesis of epoxides
338
10.1.3.2
Biological synthesis of epoxides
341
10.1.3.2.1
Bacterial monooxygenases
342
10.1.3.3
Structural aspects of
epoxide
hydrolases
345
10.1.3.4
Application of
epoxide
hydrolases in synthesis
354
10.1.3.5
Epoxid
hydrolases from yeasts
367
10.1.4
Nitrile-converting enzymes
371
10.1.4.1
Nitrile hydratases; Fe- and Co-NHases
373
10.1.4.1.1
Mechanism of NHases
378
10.1.4.1.2
Co-nitrile hydratase
382
10.1.4.1.3
Application of NHases and
amidases in organic synthesis
384
10.1.4.1.4
Desymmetrization
391
10.1.4.1.5
Nitrile hydratase active site models
393
10.1.4.2
Nitrilases
395
10.1.4.2.1
Reaction mechanism of nitrilases
397
10.1.4.2.2
Application of nitrilases
399
10.1.5
Hydantoinases
402
10.1.5.1
Application of hydantoinases
404
10.1.5.2
Structural and functional aspects of
hydantoinases
407
10.1.5.3
Engineering of hydantoinases and
related enzymes
412
10.2
Carbohydrate-modifying Enzymes
424
10.2.1
The glycosidic linkage
427
10.2.2
Glycosidases
428
10.2.2.1
Application of glycosidases
434
10.2.2.2
Synthesis of glycoconjugates
437
10.2.2.3
Stable glycosidic bonds
441
Contents xiii
10.2.2.4
Examples of unusual glycosidases
449
10.2.3
Glycosyltransferases
455
10.2.3.1
Structural and mechanistic aspects
467
10.2.3.2
Synthesis of glycoconjugates catalyzed by GTs
474
10.2.3.3
High-throughput screening for GTs
480
10.2.3.4
Bidirectional glycosyltransferases
482
10.2.4
Applications of glycoconjugates
492
10.3
Catalysts for
Redox
Reactions
509
10.3.1
Oxidoreductases
-
general aspects
509
10.3.1.1
Stereochemical aspects
511
10.3.1.2
Co-factor regeneration
512
10.3.1.2.1
Electrochemical methods of
cofactor regeneration or bypassing
514
10.3.1.3
Examples of oxidoreductases
522
10.3.2
Dehydrogenases
525
10.3.2.1
NAD(P)+-dependent dehydrogenases
525
10.3.2.2
Flavin-dependent dehydrogenases
527
10.3.2.3
Application of dehydrogenases
528
10.3.3
Oxygenases
532
10.3.3.1
Monooxygenases
532
10.3.3.1.1
Cytochrom P-450 oxygenases
533
10.3.3.1.2
Aromatic hydroxylases
536
10.3.3.1.3
Baeyer-Villiger monooxygenases
538
10.3.3.2
Dioxygenases
559
10.3.3.2.1
Application of dioxygenases
562
10.3.3.2.2
Dioxygenases in environmental
biotechnology
567
10.3.3.2.3
Catechol dioxygenases
572
10.3.3.2.4
Lipoxygenases
577
10.4
Lyases
610
10.4.1
Aldolases
610
10.4.1.1
The aldol reaction
610
10.4.1.2
Aldolases
-
mechanisms and mimics
612
10.4.1.3
Aldolases in organic synthesis
622
10.4.1.3.1
DHAP dependent aldolases
622
10.4.1.3.2
DHAP
-
problems and solutions
641
10.4.1.3.3
Aldolases accepting DHA
645
10.4.1.3.4
Pyruvate and phosphoenolpyruvate
dependent aldolases
647
10.4.1.3.5 DER
aldolases
659
10.4.1.3.6
Glycine-dependent aldolases
666
10.4.1.4
Aldolases
-
environmental aspects
669
xiv
Biocatalysis
10.4.2
Hydroxynitril lyases
675
10.4.2.1
Mechanism of hydroxynitrile lyases and
structural aspects
677
10.4.2.2
Application of hydroxynitrile lyases
680
10.4.2.3
Engineering of HNLs
688
10.4.2.4
Further modifications of cyanohydrins
695
10.4.2.5
Immobilized (/?)-oxynitrilases
700
10.5
Epimerases and Racemases
706
10.5.1
Racemases
708
10.5.2
Conversion of a racemase into an aldolase
713
10.5.3
Industrial application of racemases
715
10.5.4
Isomerases
718
10.6
Transaminases
-
Catalysts for
Amino
Acid Synthesis
722
11.
Enzymes in Non-conventional Media
731
11.1
Enzymes in Organic Solvents
731
11.1.1
Thermal stability of enzymes in organic solvents
735
11.1.2
The role of water
738
11.1.3
The role of solvent properties
741
11.1.4
pH-memory in organic solvents
746
11.1.5
(Low) enzymatic activity in organic solvents
746
11.1.6
Structure of enzymes in organic solvents
750
11.1.7
Improving enzymatic activity in organic solvents
751
11.2
Other Non-conventional Media
752
11.2.1
Supercritical fluids
752
11.2.2
Ionic liquids
759
11.2.2.1
Ionic liquids in enzyme catalysis
763
11.2.3
Combination of ILs and scCO,
771
12.
Methods to Improve Biocatalysts
777
12.1
Protein Design and Related Aspects
777
12.2
Fundamentals of Genetic Engineering
780
12.2.1
Transcription
780
12.2.2
Translation
783
12.2.3
Transformation and expression
788
12.2.4
Recombinant
techniques
789
12.2.4.1
The PCR reaction
791
12.2.4.2
Restriction enzymes and
DNA
ligases
793
12.3
Engineering of New Proteins
799
12.4
Evolutionary Methods in Biocatalysis
802
12.4.1
Generating diversity
805
12.4.1.1
Saturation mutagenesis
805
Contents xv
12.4.1.2
Error-prone
PCR 808
12.4.1.3
Gen-shuffling, recombining methods
811
12.4.2
Recent developments
817
12.4.2.1
Substrate acceptance
817
12.4.2.2
Improvement of enantioselectivity
819
12.4.2.3
Thermal stability
824
13.
Metabolic Pathway Engineering
830
13.1
Metabolic Engineering in Oligosaccharide Synthesis
838
13.2
Further Applications of Pathway Engineering
843
13.3
Novel Carotenoids
850
13.4
Combining Transketolase and Transaminase Activity
854
14.
Catalytic Antibodies
857
14.1
Antibodies
860
14.2
Some Historical Aspects
863
14.3
Cleavage of
C
-О
and
С
-N
Bonds
866
14.4
Further Examples
870
14.5
Catalysis of Unfavored Reactions
887
14.6
Catalytic Antibodies in Medicine
889
14.6.1
Catalytic antibodies and detoxification
889
14.6.2
Activation of prodrugs by antibodies
893
14.7
Evolution of Binding Energy and Catalysis
897
15.
Nucleic Acids as Catalysts
908
15.1
Nucleic Acid Catalysts and Protein Enzymes
914
15.2
Examples of the Mechanism of
RNA
Catalysis
920
15.3
Characterization of a Ribozyme
930
15.4
Selection of Catalytic Nucleic Acids
940
15.5
Expanding the Scope of Catalysis by Nucleic Acids
945
15.6
Examples of Catalytic
RNA
and
DNA 948
15.6.1
RN
A-based
catalysts
-
ribozymes
948
15.6.2
DN A-based
catalysts
960
16.
Use of Enzymes in Industry
968
16.1
Industrial Biotechnology in Numbers
968
16.2
Enzymes for Starch Conversion
972
16.3
Milk Processing
977
16.4
Cheesemaking
978
16.5
Enzymes and Beer
980
16.6
Bread Processing
982
16.7
Application in Fruit Juice Production
986
xvi
Biocaialysis
16.8
The
Detergent
Industry
987
16.9
Textile
Applications
988
16.10
Pulp and Paper Processing
990
17.
White Biotechnology
993
Outlook
1008
List of Abbreviations
1011
Index
1015 |
| any_adam_object | 1 |
| author | Grunwald, Peter 1941- |
| author_GND | (DE-588)1025209303 |
| author_facet | Grunwald, Peter 1941- |
| author_role | aut |
| author_sort | Grunwald, Peter 1941- |
| author_variant | p g pg |
| building | Verbundindex |
| bvnumber | BV035549700 |
| callnumber-first | T - Technology |
| callnumber-label | TP248 |
| callnumber-raw | TP248.65.E59 |
| callnumber-search | TP248.65.E59 |
| callnumber-sort | TP 3248.65 E59 |
| callnumber-subject | TP - Chemical Technology |
| classification_rvk | VK 8700 WD 5050 |
| classification_tum | CHE 825f |
| ctrlnum | (OCoLC)314011087 (DE-599)BVBBV035549700 |
| dewey-full | 660.634 |
| dewey-hundreds | 600 - Technology (Applied sciences) |
| dewey-ones | 660 - Chemical engineering |
| dewey-raw | 660.634 |
| dewey-search | 660.634 |
| dewey-sort | 3660.634 |
| dewey-tens | 660 - Chemical engineering |
| discipline | Chemie / Pharmazie Biologie Chemie |
| format | Book |
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| id | DE-604.BV035549700 |
| illustrated | Illustrated |
| indexdate | 2025-03-18T15:01:20Z |
| institution | BVB |
| isbn | 9781860947711 9781860947445 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-017605625 |
| oclc_num | 314011087 |
| open_access_boolean | |
| owner | DE-19 DE-BY-UBM DE-703 DE-11 DE-20 DE-188 DE-M49 DE-BY-TUM |
| owner_facet | DE-19 DE-BY-UBM DE-703 DE-11 DE-20 DE-188 DE-M49 DE-BY-TUM |
| physical | XVI, 1035 S. graph. Darst. |
| publishDate | 2009 |
| publishDateSearch | 2009 |
| publishDateSort | 2009 |
| publisher | Imperial College Press |
| record_format | marc |
| spelling | Grunwald, Peter 1941- Verfasser (DE-588)1025209303 aut Biocatalysis biochemical fundamentals and applications Peter Grunwald London Imperial College Press 2009 XVI, 1035 S. graph. Darst. txt rdacontent n rdamedia nc rdacarrier Biotechnology Industrial applications Enzymes Biotechnology Biokatalyse (DE-588)4393622-2 gnd rswk-swf Biokatalyse (DE-588)4393622-2 s DE-604 Digitalisierung UB Bayreuth application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=017605625&sequence=000003&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis Digitalisierung UB Bayreuth application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=017605625&sequence=000004&line_number=0002&func_code=DB_RECORDS&service_type=MEDIA Klappentext |
| spellingShingle | Grunwald, Peter 1941- Biocatalysis biochemical fundamentals and applications Biotechnology Industrial applications Enzymes Biotechnology Biokatalyse (DE-588)4393622-2 gnd |
| subject_GND | (DE-588)4393622-2 |
| title | Biocatalysis biochemical fundamentals and applications |
| title_auth | Biocatalysis biochemical fundamentals and applications |
| title_exact_search | Biocatalysis biochemical fundamentals and applications |
| title_full | Biocatalysis biochemical fundamentals and applications Peter Grunwald |
| title_fullStr | Biocatalysis biochemical fundamentals and applications Peter Grunwald |
| title_full_unstemmed | Biocatalysis biochemical fundamentals and applications Peter Grunwald |
| title_short | Biocatalysis |
| title_sort | biocatalysis biochemical fundamentals and applications |
| title_sub | biochemical fundamentals and applications |
| topic | Biotechnology Industrial applications Enzymes Biotechnology Biokatalyse (DE-588)4393622-2 gnd |
| topic_facet | Biotechnology Industrial applications Enzymes Biotechnology Biokatalyse |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=017605625&sequence=000003&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=017605625&sequence=000004&line_number=0002&func_code=DB_RECORDS&service_type=MEDIA |
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