Material science of chitin and chitosan: with 42 tables
Gespeichert in:
| Format: | Buch |
|---|---|
| Sprache: | English |
| Veröffentlicht: |
Berlin ; Heidelberg
Springer
2006
Tokyo Kodansha |
| Schlagworte: | |
| Online-Zugang: | Inhaltstext Inhaltsverzeichnis |
| Beschreibung: | Literaturangaben |
| Beschreibung: | XIV, 284 S. Ill., graph. Darst. 24 cm |
| ISBN: | 9783540328131 3540328130 4062121948 |
Internformat
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| 020 | |a 3540328130 |c (Springer) Pp. : EUR 139.05 (freier Pr.), sfr 220.00 (freier Pr.) |9 3-540-32813-0 | ||
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| 245 | 1 | 0 | |a Material science of chitin and chitosan |b with 42 tables |c Tadashi Uragami ; Seichi Tokura (ed.) |
| 264 | 1 | |a Berlin ; Heidelberg |b Springer |c 2006 | |
| 264 | 1 | |a Tokyo |b Kodansha | |
| 300 | |a XIV, 284 S. |b Ill., graph. Darst. |c 24 cm | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 500 | |a Literaturangaben | ||
| 650 | 4 | |a Chitin | |
| 650 | 4 | |a Chitosan | |
| 650 | 0 | 7 | |a Chitosan |0 (DE-588)4147743-1 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Chitin |0 (DE-588)4147737-6 |2 gnd |9 rswk-swf |
| 689 | 0 | 0 | |a Chitin |0 (DE-588)4147737-6 |D s |
| 689 | 0 | |5 DE-604 | |
| 689 | 1 | 0 | |a Chitosan |0 (DE-588)4147743-1 |D s |
| 689 | 1 | |5 DE-604 | |
| 700 | 1 | |a Uragami, Tadashi |e Sonstige |0 (DE-588)131858319 |4 oth | |
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| 999 | |a oai:aleph.bib-bvb.de:BVB01-015007428 | ||
Datensatz im Suchindex
| _version_ | 1804135707453685760 |
|---|---|
| adam_text | Contents
List of Contributors v
Preface vii
1 Chitin and Chitosan............................................................................ l
1.1 Introduction............................................................................................ 1
1.2 Identification of Chitin and Chitosan..................................................... 2
1.3 Chemical Structures of Chitin and Chitosan.......................................... 3
1.4 Significant Participation of Chitin and Chitosan in Biological
Functions............................................................................................ 7
2 Three-dimensional Assembly of Chitin and Chitosan........................ 21
2.1 Introduction............................................................................................ 21
2.2 Chitin Structures..................................................................................... 21
2.2.1 Crystal Structures of Chitin.......................................................... 21
2.2.2 Computer Modeling of Chitin Crystals........................................ 24
2.2.3 Proposed Models for the Biosynthesis Mechanism of
Chitin Microfibrils.................................................................... 27
2.2.4 Complexes with ß-Chitin.............................................................. 30
2.3 Chitosan Structures................................................................................. 33
2.3.1 Crystal Structures of Chitosan...................................................... 34
2.3.2 Acid Complexes........................................................................... 37
2.3.3 Transition Metal Complexes........................................................ 42
2.3.4 Chitosan Conformation in Acidic Solutions................................. 43
2.4 Spontaneous Transformation of Chitosan Conformation....................... 44
2.4.1 At Room Atmosphere................................................................... 44
2.4.2 In an Alcohol-Water Mixture....................................................... 46
2.5 Conformational Diversity of the Chitosan Molecule.............................. 47
x Contents
3 Introduction of Biologically Active Branches through Controlled
Modification Reactions of Chitin andChitosan.............................. 51
3.1 Introduction............................................................................................ 51
3.2 O-Glycosyl-branched Derivatives.......................................................... 52
3.2.1 Synthesis Based on Phthaloyl-chitosan........................................ 53
A. Phthaloylation......................................................................... 53
B. Branching................................................................................ 54
C. Properties................................................................................ 57
3.2.2 Synthesis Based on Trimethylsilyl-chitosan................................. 59
A. Silylation................................................................................. 59
B. Branching................................................................................ 60
3.3 N-Branched Derivatives......................................................................... 61
3.3.1 Reductive JV-Alkylation................................................................ 61
A. With Reducing Sugars............................................................ 61
B. With Formyl-bearing Sugars................................................... 64
3.3.2 iV-Acylation.................................................................................. 66
3.4 Cyclodextrin-branched Derivatives........................................................ 67
3.4.1 Reductive Alkylation.................................................................... 67
3.4.2 Other Reactions............................................................................ 69
3.5 Peptide-branched Derivatives................................................................. 70
3.5.1 W-Acylation.................................................................................. 70
3.5.2 Other Reactions............................................................................ 74
3.6 Other Branched Derivatives................................................................... 74
3.7 Conclusion.............................................................................................. 77
4 Enzymes Involved in Chitin and Chitosan Decomposition and
Synthesis ........................................................................................ 81
4.1 Introduction ........................................................................................... 81
4.2 Chitinases............................................................................................... 81
4.2.1 Chitinase Structure ...................................................................... 82
4.2.2 Enzyme Mechanism .................................................................... 86
4.2.3 Chitin and Oligosaccharide Binding............................................ 89
4.3 Chitosanases .......................................................................................... 92
4.3.1 Chitosanase Structure and Mechanism......................................... 92
4.3.2 Hydrolytic Specificity....;.............................................................. 95
4.3.3 Chitosan and Oligosaccharide Binding........................................ 97
4.4 Chitin Synthase....................................................................................... 98
4.4.1 Enzymatic Mechanism of Chitin Biosynthesis................,............ 98
4.4.2 Regulation of Enzyme Activity.................................................... 99
Contents xi
4.4.3 Structure of Chitin Synthases....................................................... 101
4.4.4 Chitosan Biosynthesis and Chitin Deacetylase............................ 103
4.5 Applications............................................................................................ 105
4.5.1 Oligosaccharide Production.......................................................... 105
4.5.2 Plant Protection............................................................................. 107
4.5.3 Chitinases as Targets for Blocking Host-Parasite Interaction...... 108
4.6 Conclusion.............................................................................................. 108
5 Separation Materials Derived from Chitin and Chitosan.................... 113
5.1 Introduction............................................................................................ 113
5.2 Structural Design of Separation Materials.............................................. 114
5.2.1 Chemical Design of Separation Materials.................................... 114
5.2.2 Physical Construction of Separation Materials............................. 115
5.3 Characteristics of Chitin and Chitosan................................................... 115
5.4 Preparation Methods for Separation Materials....................................... 116
5.4.1 Methods for Membrane Preparation............................................. 116
5.4.2 Membrane Structures.................................................................... 117
5.4.3 Preparation of Granular Porous Materials.................................... 118
5.5 Principles of Membrane Permeation...................................................... 118
5.5.1 Dialysis......................................................................................... 118
5.5.2 Reverse Osmosis........................................................................... 119
5.5.3 Ultrafiltration................................................................................ 120
5.5.4 Pervaporation................................................................................ 120
5.5.5 Evapomeation............................................................................... 121
5.5.6 Carrier Transport.......................................................................... 121
5.5.7 Transport with Catalytic Function................................................ 122
5.5.8 Gas Permeation............................................................................. 123
5.6 Chitinous Materials for Separation......................................................... 123
5.6.1 Membranes................................................................................... 123
A. Dialysis Membranes............................................................... 123
B. Reverse Osmosis Membranes................................................. 126
C. Ultrafiltration Membranes...................................................... 127
D. Pervaporation Membranes...................................................... 128
E. Evapomeation Membranes...................................................... 137
F. Carrier Transport Membranes................................................. 145
G. Catalytic Membranes.............................................................. 149
H. Gas Permeation Membranes................................................... 150
5.6.2 Adsorbents.................................................................................... 150
5.6.3 Coagulants.................................................................................... 155
xii Contents
5.6.4 Immobilization Supports.............................................................. 156
5.7 Superiority as Separation Materials........................................................ 159
6 Pharmaceutical Applications of Chitin and Chitosan......................... 165
6.1 Introduction............................................................................................ 165
6.2 Immuno-enhancing Effects of TV-Acetylchitohexaose............................ 165
6.3 Possibility of Application of Chitin and Chitosan as Drug Delivery
Tools................................................................................................... 168
6.3.1 Design of Macromolecular Prodrugs of Antitumor Agents Using
Chitin and Chitosan as Carriers................................................ 168
6.3.2 Preparation of Chitosan Gel Microspheres as Antitumor Drug
Vehicles.................................................................................... 175
6.3.3 Celluar Gene Delivery Using Quaternary Chitosan Conjugates
Having Antennary Galactose Residues.................................... 180
6.3.4 Preparation of PEG-grafted Chitosan Nano-aggregates as
Polypeptide Drug Vehicles....................................................... 185
6.4 Conclusion.............................................................................................. 189
7 Biomedicai Materials from Chitin and Chitosan................................ 191
7.1 Introduction............................................................................................ 191
7.2 Biocompatibility..................................................................................... 192
7.2.1 Toxicity......................................................................................... 192
7.2.2 Biodegradability........................................................................... 193
7.3 Biological Activity................................................................................. 195
7.3.1 Polymorphonuclear Cells............................................................. 195
A. Migration................................................................................ 196
B. Reactive Oxygen Species Release.......................................... 197
C. Cytokines................................................................................ 198
7.3.2 Macrophages................................................................................. 199
A. Migration................................................................................ 200
B. Cytokines................................................................................ 200
7.3.3 Fibroblasts and Vascular Endothelial Cells.................................. 201
7.3.4 Platelets......................................................................................... 201
7.3.5 Complements................................................................................ 201
7.3.6 Extracellular Matrix...................................................................... 203
A. Collagen.................................................................................. 203
B. Glycosaminoglycan and Proteoglycan.................................... 203
C. iV-Acetyl-D-Glucosamine and D-Glucosamine........................ 204
7.3.7 Analgesia...................................................................................... 204
Contents xiii
7.3.8 Antimicrobial Activity.................................................................. 205
7.3.9 Wound Healing Acceleration....................................................... 206
7.4 Applications of Biomedicai Materials.................................................... 207
7.4.1 Preparation of Biomedicai Materials............................................ 208
A. ChitipackS.............................................................................. 208
B. ChitipackP.............................................................................. 208
C. ChitopackC............................................................................ 209
D. Other Materials....................................................................... 209
7.4.2 Applications for Wound Healing.................................................. 209
A. Chitin Materials...................................................................... 209
B. Chitosan Materials.................................................................. 211
C. D-Glucosamine—Application in Injured Cartilage................. 212
8 Regeneration of Tissue in the Living Body........................................ 219
8.1 Polyelectrolyte Complexes..................................................................... 219
8.2 Scaffold for Tissue Culture of Various Cells......................................... 222
8.2.1 Extracellular Matrix...................................................................... 222
8.2.2 Biomedicai Materials.................................................................... 224
8.3 Hard Tissue Regeneration In Vitro and In Vivo...................................... 227
8.3.1 Bone Regeneration....................................................................... 227
8.3.2 Cartilage Regeneration................................................................. 235
8.3.3 Application in Dental Surgery...................................................... 238
9 Miscellaneous Applications of Chitinous Materials........................... 245
9.1 Introduction............................................................................................ 245
9.2 New Solvent System for oc-Chitin.......................................................... 245
9.3 Fabrication of Chitinous Material........................................................... 247
9.3.1 Preparation of Fibers.................................................................... 247
A. Chitosan-based Fibers............................................................. 247
B. Chitin-based Fibers................................................................. 251
9.3.2 Preparation of Hydrogel............................................................... 254
9.3.3 Preparation of Membrane............................................................. 254
A. Chitin Sheet............................................................................ 254
B. Chitosan-based Membrane...................................................... 257
9.4 Chitinous Materials in Application......................................................... 258
9.4.1 Cosmetics...................................................................................... 258
9.4.2 Food Additives............................................................................. 260
9.4.3 Agricultural Materials................................................................... 261
9.4.4 Water Purification......................................................................... 262
xiv Contents
9.4.5 Drug Delivery System.................................................................. 264
10 Prospects for the Application of Chitin and Chitosan...................... 271
Index 277
|
| adam_txt |
Contents
List of Contributors v
Preface vii
1 Chitin and Chitosan. l
1.1 Introduction. 1
1.2 Identification of Chitin and Chitosan. 2
1.3 Chemical Structures of Chitin and Chitosan. 3
1.4 Significant Participation of Chitin and Chitosan in Biological
Functions. 7
2 Three-dimensional Assembly of Chitin and Chitosan. 21
2.1 Introduction. 21
2.2 Chitin Structures. 21
2.2.1 Crystal Structures of Chitin. 21
2.2.2 Computer Modeling of Chitin Crystals. 24
2.2.3 Proposed Models for the Biosynthesis Mechanism of
Chitin Microfibrils. 27
2.2.4 Complexes with ß-Chitin. 30
2.3 Chitosan Structures. 33
2.3.1 Crystal Structures of Chitosan. 34
2.3.2 Acid Complexes. 37
2.3.3 Transition Metal Complexes. 42
2.3.4 Chitosan Conformation in Acidic Solutions. 43
2.4 Spontaneous Transformation of Chitosan Conformation. 44
2.4.1 At Room Atmosphere. 44
2.4.2 In an Alcohol-Water Mixture. 46
2.5 Conformational Diversity of the Chitosan Molecule. 47
x Contents
3 Introduction of Biologically Active Branches through Controlled
Modification Reactions of Chitin andChitosan. 51
3.1 Introduction. 51
3.2 O-Glycosyl-branched Derivatives. 52
3.2.1 Synthesis Based on Phthaloyl-chitosan. 53
A. Phthaloylation. 53
B. Branching. 54
C. Properties. 57
3.2.2 Synthesis Based on Trimethylsilyl-chitosan. 59
A. Silylation. 59
B. Branching. 60
3.3 N-Branched Derivatives. 61
3.3.1 Reductive JV-Alkylation. 61
A. With Reducing Sugars. 61
B. With Formyl-bearing Sugars. 64
3.3.2 iV-Acylation. 66
3.4 Cyclodextrin-branched Derivatives. 67
3.4.1 Reductive Alkylation. 67
3.4.2 Other Reactions. 69
3.5 Peptide-branched Derivatives. 70
3.5.1 W-Acylation. 70
3.5.2 Other Reactions. 74
3.6 Other Branched Derivatives. 74
3.7 Conclusion. 77
4 Enzymes Involved in Chitin and Chitosan Decomposition and
Synthesis . 81
4.1 Introduction . 81
4.2 Chitinases. 81
4.2.1 Chitinase Structure . 82
4.2.2 Enzyme Mechanism . 86
4.2.3 Chitin and Oligosaccharide Binding. 89
4.3 Chitosanases . 92
4.3.1 Chitosanase Structure and Mechanism. 92
4.3.2 Hydrolytic Specificity.;. 95
4.3.3 Chitosan and Oligosaccharide Binding. 97
4.4 Chitin Synthase. 98
4.4.1 Enzymatic Mechanism of Chitin Biosynthesis.,. 98
4.4.2 Regulation of Enzyme Activity. 99
Contents xi
4.4.3 Structure of Chitin Synthases. 101
4.4.4 Chitosan Biosynthesis and Chitin Deacetylase. 103
4.5 Applications. 105
4.5.1 Oligosaccharide Production. 105
4.5.2 Plant Protection. 107
4.5.3 Chitinases as Targets for Blocking Host-Parasite Interaction. 108
4.6 Conclusion. 108
5 Separation Materials Derived from Chitin and Chitosan. 113
5.1 Introduction. 113
5.2 Structural Design of Separation Materials. 114
5.2.1 Chemical Design of Separation Materials. 114
5.2.2 Physical Construction of Separation Materials. 115
5.3 Characteristics of Chitin and Chitosan. 115
5.4 Preparation Methods for Separation Materials. 116
5.4.1 Methods for Membrane Preparation. 116
5.4.2 Membrane Structures. 117
5.4.3 Preparation of Granular Porous Materials. 118
5.5 Principles of Membrane Permeation. 118
5.5.1 Dialysis. 118
5.5.2 Reverse Osmosis. 119
5.5.3 Ultrafiltration. 120
5.5.4 Pervaporation. 120
5.5.5 Evapomeation. 121
5.5.6 Carrier Transport. 121
5.5.7 Transport with Catalytic Function. 122
5.5.8 Gas Permeation. 123
5.6 Chitinous Materials for Separation. 123
5.6.1 Membranes. 123
A. Dialysis Membranes. 123
B. Reverse Osmosis Membranes. 126
C. Ultrafiltration Membranes. 127
D. Pervaporation Membranes. 128
E. Evapomeation Membranes. 137
F. Carrier Transport Membranes. 145
G. Catalytic Membranes. 149
H. Gas Permeation Membranes. 150
5.6.2 Adsorbents. 150
5.6.3 Coagulants. 155
xii Contents
5.6.4 Immobilization Supports. 156
5.7 Superiority as Separation Materials. 159
6 Pharmaceutical Applications of Chitin and Chitosan. 165
6.1 Introduction. 165
6.2 Immuno-enhancing Effects of TV-Acetylchitohexaose. 165
6.3 Possibility of Application of Chitin and Chitosan as Drug Delivery
Tools. 168
6.3.1 Design of Macromolecular Prodrugs of Antitumor Agents Using
Chitin and Chitosan as Carriers. 168
6.3.2 Preparation of Chitosan Gel Microspheres as Antitumor Drug
Vehicles. 175
6.3.3 Celluar Gene Delivery Using Quaternary Chitosan Conjugates
Having Antennary Galactose Residues. 180
6.3.4 Preparation of PEG-grafted Chitosan Nano-aggregates as
Polypeptide Drug Vehicles. 185
6.4 Conclusion. 189
7 Biomedicai Materials from Chitin and Chitosan. 191
7.1 Introduction. 191
7.2 Biocompatibility. 192
7.2.1 Toxicity. 192
7.2.2 Biodegradability. 193
7.3 Biological Activity. 195
7.3.1 Polymorphonuclear Cells. 195
A. Migration. 196
B. Reactive Oxygen Species Release. 197
C. Cytokines. 198
7.3.2 Macrophages. 199
A. Migration. 200
B. Cytokines. 200
7.3.3 Fibroblasts and Vascular Endothelial Cells. 201
7.3.4 Platelets. 201
7.3.5 Complements. 201
7.3.6 Extracellular Matrix. 203
A. Collagen. 203
B. Glycosaminoglycan and Proteoglycan. 203
C. iV-Acetyl-D-Glucosamine and D-Glucosamine. 204
7.3.7 Analgesia. 204
Contents xiii
7.3.8 Antimicrobial Activity. 205
7.3.9 Wound Healing Acceleration. 206
7.4 Applications of Biomedicai Materials. 207
7.4.1 Preparation of Biomedicai Materials. 208
A. ChitipackS. 208
B. ChitipackP. 208
C. ChitopackC. 209
D. Other Materials. 209
7.4.2 Applications for Wound Healing. 209
A. Chitin Materials. 209
B. Chitosan Materials. 211
C. D-Glucosamine—Application in Injured Cartilage. 212
8 Regeneration of Tissue in the Living Body. 219
8.1 Polyelectrolyte Complexes. 219
8.2 Scaffold for Tissue Culture of Various Cells. 222
8.2.1 Extracellular Matrix. 222
8.2.2 Biomedicai Materials. 224
8.3 Hard Tissue Regeneration In Vitro and In Vivo. 227
8.3.1 Bone Regeneration. 227
8.3.2 Cartilage Regeneration. 235
8.3.3 Application in Dental Surgery. 238
9 Miscellaneous Applications of Chitinous Materials. 245
9.1 Introduction. 245
9.2 New Solvent System for oc-Chitin. 245
9.3 Fabrication of Chitinous Material. 247
9.3.1 Preparation of Fibers. 247
A. Chitosan-based Fibers. 247
B. Chitin-based Fibers. 251
9.3.2 Preparation of Hydrogel. 254
9.3.3 Preparation of Membrane. 254
A. Chitin Sheet. 254
B. Chitosan-based Membrane. 257
9.4 Chitinous Materials in Application. 258
9.4.1 Cosmetics. 258
9.4.2 Food Additives. 260
9.4.3 Agricultural Materials. 261
9.4.4 Water Purification. 262
xiv Contents
9.4.5 Drug Delivery System. 264
10 Prospects for the Application of Chitin and Chitosan. 271
Index 277 |
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| id | DE-604.BV021794835 |
| illustrated | Illustrated |
| index_date | 2024-07-02T15:45:48Z |
| indexdate | 2024-07-09T20:44:47Z |
| institution | BVB |
| isbn | 9783540328131 3540328130 4062121948 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-015007428 |
| oclc_num | 255142386 |
| open_access_boolean | |
| owner | DE-703 |
| owner_facet | DE-703 |
| physical | XIV, 284 S. Ill., graph. Darst. 24 cm |
| publishDate | 2006 |
| publishDateSearch | 2006 |
| publishDateSort | 2006 |
| publisher | Springer Kodansha |
| record_format | marc |
| spelling | Material science of chitin and chitosan with 42 tables Tadashi Uragami ; Seichi Tokura (ed.) Berlin ; Heidelberg Springer 2006 Tokyo Kodansha XIV, 284 S. Ill., graph. Darst. 24 cm txt rdacontent n rdamedia nc rdacarrier Literaturangaben Chitin Chitosan Chitosan (DE-588)4147743-1 gnd rswk-swf Chitin (DE-588)4147737-6 gnd rswk-swf Chitin (DE-588)4147737-6 s DE-604 Chitosan (DE-588)4147743-1 s Uragami, Tadashi Sonstige (DE-588)131858319 oth text/html http://deposit.dnb.de/cgi-bin/dokserv?id=2775118&prov=M&dok_var=1&dok_ext=htm Inhaltstext HBZ Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=015007428&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Material science of chitin and chitosan with 42 tables Chitin Chitosan Chitosan (DE-588)4147743-1 gnd Chitin (DE-588)4147737-6 gnd |
| subject_GND | (DE-588)4147743-1 (DE-588)4147737-6 |
| title | Material science of chitin and chitosan with 42 tables |
| title_auth | Material science of chitin and chitosan with 42 tables |
| title_exact_search | Material science of chitin and chitosan with 42 tables |
| title_exact_search_txtP | Material science of chitin and chitosan with 42 tables |
| title_full | Material science of chitin and chitosan with 42 tables Tadashi Uragami ; Seichi Tokura (ed.) |
| title_fullStr | Material science of chitin and chitosan with 42 tables Tadashi Uragami ; Seichi Tokura (ed.) |
| title_full_unstemmed | Material science of chitin and chitosan with 42 tables Tadashi Uragami ; Seichi Tokura (ed.) |
| title_short | Material science of chitin and chitosan |
| title_sort | material science of chitin and chitosan with 42 tables |
| title_sub | with 42 tables |
| topic | Chitin Chitosan Chitosan (DE-588)4147743-1 gnd Chitin (DE-588)4147737-6 gnd |
| topic_facet | Chitin Chitosan |
| url | http://deposit.dnb.de/cgi-bin/dokserv?id=2775118&prov=M&dok_var=1&dok_ext=htm http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=015007428&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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