Monosaccharide chemistry:
Gespeichert in:
| 1. Verfasser: | |
|---|---|
| Format: | Buch |
| Sprache: | English |
| Veröffentlicht: |
Harmondsworth
Penguin
1972
|
| Schriftenreihe: | Penguin library of physical sciences
|
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | 318 S. Ill. |
| ISBN: | 0140802673 |
Internformat
MARC
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| 100 | 1 | |a Ferrier, Robert J. |e Verfasser |4 aut | |
| 245 | 1 | 0 | |a Monosaccharide chemistry |c R.J. Ferrier and P.M. Collins |
| 264 | 1 | |a Harmondsworth |b Penguin |c 1972 | |
| 300 | |a 318 S. |b Ill. | ||
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| 490 | 0 | |a Penguin library of physical sciences | |
| 700 | 1 | |a Collins, P. M. |e Sonstige |4 oth | |
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Datensatz im Suchindex
| _version_ | 1804150698038788096 |
|---|---|
| adam_text | Contents
k
Editorial Foreword 9
Preface 11
Abbreviations 13
1 Introduction 15
2 The Structures and Shapes of Monosaccharides 17
2 1 The structure of glucose 17
211 Physical evidence 17
212 Chemical evidence 18
213 The cyclization of glucose 19
214 Conventional methods for the representation of glucose: the d,l and
a,ß conventions 20
2 2 The interrelationships of the monosaccharides 24
221 Aldoses 24
222 Ketoses 29
2 3 The shapes of sugars and related compounds 30
231 Saturated six-membered rings 32
232 Saturated five-membered rings 41
233 Acyclic carbohydrates 42
234 The properties of carbohydrates in relation to their shapes 43
2 4 Sugars in solution 45
241 Mutarotation 45
242 Acyclic forms and septanose forms 46
243 Furanose forms 47
244 The anomeric ratio of furanoses 47
245 The anomeric ratio of pyranoses 48
246 The influence of solvent and substitution 49
3 Reactions and Products of Reactions at the Anomeric Centre 50
3 1 Reactions of free sugars 50
311 Reactions with alcohols - glycosides 51
312 Reactions with sulphur nucleophiles - thioacetals and thioglycosides 66
313 Reactions with nitrogen nucleophiles - glycosylamines, oximes, hydrazones
and osazones 70
314 Reactions with carbon nucleophiles 76
315 Reductions - alditols 81
316 Oxidations 82
317 Reactions with bases 88
318 Reactions with acids 92
3 2 Reactions of glycosyl esters 94
321 Anomerization 95
322 Reactions leading to glycosyl halides 96
323 Reactions leading to glycosides 97
3 3 Properties and reactions of glycosyl halides 98
331 Configuration and conformation 98
332 Reaction with alcohols 99
333 Reactions with other nucleophilic reagents 104
334 Eliminations 106
4 Reactions and Products of Reactions at Non-Anomeric Carbon Atoms 107
4 1 Introduction 107
411 General 107
412 Nucleophilic displacement of leaving groups 108
413 Opening of epoxide rings 116
4 2 Deoxy-sugars 119
421 Syntheses 120
422 Reactions 122
4 3 Amino-sugars 122
431 Syntheses 123
432 Reactions 131
4 4 Thio-sugars 137
441 Syntheses 138
442 Reactions 140
4 5 Deoxyhalo-sugars 141
451 Syntheses 142
452 Reactions 147
4 6 Anhydro- sugars (compounds formed via intramolecular displacements with
hydroxyl groups) 148
461 Syntheses and reactions of oxirans (epoxides) 148
462 Syntheses and reactions of oxetans in 3,5-anhydroaldofuranoses 151
463 Syntheses and reactions of tetrahydrofurans in 3,6-anhydropyranoses,
3,6-anhydrofuranoses and 2,5-anhydrofuranoses 151
464 Syntheses and reactions of tetrahydropyrans in 2,6-anhydropyranoses 153
465 Syntheses and reactions of anhydroalditols 153
4 7 Compounds formed via intramolecular displacements by nucleophiles
other than hydroxyl groups (ring-contraction reactions) 155
471 Displacements with oxygen-atom participation 155
472 Displacements with carbon-atom participation 157
4 8 Branched-chain sugars 157
481 Structural analysis 158
482 Syntheses 160
4 9 Dicarbonyl compounds 161
491 Dialdose, aldulose and diulose derivatives 161
492 Ketoaldonic acids Ascorbic acid 171
493 Uronic acids 172
4 10 Unsaturated sugar derivatives 173
4 10 1 Glycals 173
4 10 2 2-Hydroxyglycals 178
4 10 3 Other unsaturated derivatives 178
5 Reactions of the Hydroxyl Groups 184
5 1 Ethers 184
511 Methyl ethers 185
512 Benzyl ethers 187
513 Triphenylmethyl (trityl) ethers 188
514 Trimethylsilyl ethers 188
515 Alkenyl ethers 189
5 2 Esters 190
521 Acetates 190
522 Other carboxylate esters 195
523 Carboxylate orthoesters 196
524 Carbonates and substituted carbonates 197
525 Sulphonates 200
526 Sulphates and chlorosulphates 203
527 Phosphates 205
528 Nitrates 208
529 Borates and phenylboronates 209
5 2 10 Selective esterification of hydroxyl groups 211
5 3 Acetals 213
531 From single hydroxyl groups 214
532 From diols 215
5 4 Oxidative cleavage of diols 223
6 The Synthesis of Complex Carbohydrate Derivatives 228
6 1 The synthesis of streptose 228
6 2 The synthesis of 2-acetamido-4-0-(2-acetamido-2-deoxy-a-D-glucopyranosyl)-
2-deoxy-D-glucose 229
6 3 The synthesis of adenosine triphosphate (ATP) 230
6 4 The synthesis of uridyly!-^ - ■ S^-adenylyl-p -* S^-uridine 231
7 Natural Products Related to and Containing Monosaccharides 233
7 1 Complex saccharides 233
711 Disaccharides 233
712 Trisaccharides and oligosaccharides 238
713 Polysaccharides 239
7 2 Other sugar-containing natural products 254
721 Glycosidically 0-linked compounds 254
722 Glycosidically A-linked compounds 256
723 Glycosidically S-linked compounds 258
724 Glycosidically C-linked compounds 259
7 3 Cyclitols 259
8 The Biochemistry of Monosaccharides 262
8 1 Catabolic or degradative reactions 264
811 Embden-Meyerhof-Parnas glycolysis 264
812 The pentose phosphate oxidative pathway 266
8 2 Anabolic or synthetic reactions 268
821 Synthesis of monosaccharides 268
822 Interconversions of monosaccharides and synthesis of complex glycosyl
compounds 270
9 Physical Methods in Structural Analysis; Laboratory Techniques 272
9 1 Nuclear magnetic resonance spectroscopy 272
9 2 Mass spectrometry 280
9 3 Polarimetry 283
931 Empirical rules relating to configuration at single asymmetric centres 284
932 Empirical rules relating to complete molecules; Whiffen’s calculations of
molecular rotation 286
933 Optical rotatory dispersion 289
9 4 Infrared spectroscopy 290
9 5 X-ray diffraction analysis 291
9 6 Other physical methods 291
9 7 Laboratory techniques 292
971 General separatory techniques 292
972 Chromatography techniques 293
973 Electrophoresis 299
974 Analytical techniques 300
Further Reading 303
|
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| id | DE-604.BV041245877 |
| illustrated | Illustrated |
| indexdate | 2024-07-10T00:43:03Z |
| institution | BVB |
| isbn | 0140802673 |
| language | English |
| lccn | 73154298 |
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| spelling | Ferrier, Robert J. Verfasser aut Monosaccharide chemistry R.J. Ferrier and P.M. Collins Harmondsworth Penguin 1972 318 S. Ill. txt rdacontent n rdamedia nc rdacarrier Penguin library of physical sciences Collins, P. M. Sonstige oth HEBIS Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=026219991&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Ferrier, Robert J. Monosaccharide chemistry |
| title | Monosaccharide chemistry |
| title_auth | Monosaccharide chemistry |
| title_exact_search | Monosaccharide chemistry |
| title_full | Monosaccharide chemistry R.J. Ferrier and P.M. Collins |
| title_fullStr | Monosaccharide chemistry R.J. Ferrier and P.M. Collins |
| title_full_unstemmed | Monosaccharide chemistry R.J. Ferrier and P.M. Collins |
| title_short | Monosaccharide chemistry |
| title_sort | monosaccharide chemistry |
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