Verfügbarkeit: Peptide chemistry | Technische Universität München

Peptide chemistry: a practical textbook ; with 5 tables

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Bibliographische Detailangaben
Beteilige Person:	Bodanszky, Miklos (VerfasserIn)
Format:	Buch
Sprache:	Englisch
Veröffentlicht:	Berlin u.a. Springer 1993
Ausgabe:	2., rev. ed.
Schlagwörter:	Peptide
Links:	http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=005525080&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA
Beschreibung:	Literaturangaben
Umfang:	XII, 198 S. graph. Darst.
ISBN:	3540566759 0387566759

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Datensatz im Suchindex

DE-BY-TUM_call_number	0302 CHE 820f 1988 A 6873(2)
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adam_text	IMAGE 1 TABLE OF CONTENTS I. INTRODUCTION 1 REFERENCES AND ADDITIONAL SOURCES 9 PART ONE: STRUCTURE DETERMINATION II. AMINO ACID ANALYSIS 13 ADDITONAL SOURCES 15 III. SEQUENCE DETERMINATION 16 A. END GROUP DETERMINATION 16 1. DETERMINATION OF THE N-TERMINAL RESIDUE 17 2. DETERMINATION OF THE C-TERMINAL RESIDUE 19 B. SEQUENTIAL DEGRADATION 20 1. HYDROLYSIS CATALYZED BY EXOPEPTIDASES 21 2. EDMAN DEGRADATION 22 A) THE TWO-STEP PROCEDURE 22 B) THE THREE-STEP PROCEDURE 23 C) AUTOMATED SEQUENCING 24 D) THE EDMAN-DANSYL PROCESS 25 C. SEQUENCE DETERMINATION WITH THE HELP OF MASS SPECTRA 25 D. FRAGMENTATION OF PEPTIDES 28 1. HYDROLYSIS WITH SPECIFIC ENDOPEPTIDASES 28 2. CHEMICAL METHODS OF CLEAVAGE 31 3. FISSION OF DISULFIDES 34 REFERENCES AND ADDITIONAL SOURCES 38 IV. SECONDARY AND TERTIARY STRUCTURE 39 A. ARCHITECTURAL FEATURES IN PEPTIDES 39 1. THE PEPTIDE BOND 39 2. SECONDARY STRUCTURES 40 3. TERTIARY STRUCTURE 42 4. QUATERNARY STRUCTURE 44 IMAGE 2 X TABLE OF CONTENTS B. METHODS FOR THE ANALYSIS OF CONFORMATION OF PEPTIDES 44 1. OPTICAL ROTATORY DISPERSION AND CIRCULAR DICHROISM 45 2. NUCLEAR MAGNETIC RESONANCE (NMR) SPECTROSCOPY... 48 3. X-RAY CRYSTALLOGRAPHY 49 C. PREDICTION OF CONFORMATION IN PEPTIDES 50 REFERENCES AND ADDITIONAL SOURCES 52 PART TWO: PEPTIDE SYNTHESIS V. FORMATION OF THE PEPTIDE BOND 55 A. THE ACID CHLORIDE METHOD 55 B. THE ACID AZIDE METHOD 56 C. ANHYDRIDES 58 D. ACTIVE ESTERS 60 E. COUPLING REAGENTS 63 F. ENZYME-CATALYZED BOND FORMATION 68 G. NON-CONVENTIONAL METHODS OF PEPTIDE BOND FORMATION 71 REFERENCES 72 ADDITIONAL SOURCES 73 VI. PROTECTION OF FUNCTIONAL GROUPS 74 A. BLOCKING OF A-AMINO GROUPS 74 B. BLOCKING OF SIDE CHAIN AMINO GROUPS 82 C. PROTECTION OF THE CARBOXYL GROUP 85 D. PROTECTION OF HYDROXYL GROUPS 88 E. BLOCKING OF THE SULFHYDRYL GROUP 90 F. MASKING THE THIOETHER IN METHIONINE 94 G. PROTECTION OF THE GUANIDINE FUNCTION IN THE ARGININE SIDE CHAIN 96 H. MASKING THE IMIDAZOLE IN HISTIDINE 100 I. INDOLE PROTECTION 103 J. CARBOXAMIDE BLOCKING GROUPS 103 REFERENCES AND ADDITIONAL SOURCES 105 VII. UNDESIRED REACTIONS DURING SYNTHESIS 106 A. BASE-CATALYZED RING CLOSURE 106 B. ACID-CATALYZED RING CLOSURE 110 C. ACYL MIGRATION I LL D. ALKYLATION 112 E. FRIEDEL-CRAFTS REACTION 112 F. SATURATION OF AROMATIC NUCLEI 113 IMAGE 3 TABLE OF CONTENTS XI G. REDUCTIVE CLEAVAGE OF THE PEPTIDE CHAIN 113 H. OXIDATIVE DECOMPOSITION OF THE INDOLE IN TRYPTOPHAN . 114 I. SIDE REACTIONS CAUSED BY STERIC HINDRANCE 114 J. PREVENTION AND SUPPRESSION OF SIDE REACTIONS 115 ADDITIONAL SOURCE 116 VIII. RACEMIZATION 117 A. MECHANISM OF RACEMIZATION 117 B. DETECTION OF RACEMIZATION 120 C. RACEMIZATION STUDIES IN MODEL SYSTEMS 121 D. PREVENTION OF RACEMIZATION 125 REFERENCES AND ADDITIONAL SOURCE 128 IX. DESIGN OF SCHEMES FOR PEPTIDE SYNTHESIS 129 A. SEGMENT CONDENSATION 129 B. STEPWISE CHAIN-LENGTHENING STARTING WITH THE N-TERMINAL RESIDUE 131 C. STEPWISE CHAIN-LENGTHENING STARTING WITH THE C-TERMINAL RESIDUE 131 D. TACTICAL CONSIDERATIONS 134 E. SYNTHESIS OF SPECIAL TARGET PEPTIDES 135 1. POLYAMINO ACIDS AND SEQUENTIAL POLYPEPTIDES 136 2. DISULFIDE BRIDGES 138 3. CYCLIC PEPTIDES 140 4. PEPTIDES CONTAINING NON-AMINO ACID CONSTITUENTS . 145 5. SEMISYNTHESIS (PARTIAL SYNTHESIS) 146 REFERENCES 147 ADDITIONAL SOURCES 148 X. SOLID PHASE PEPTIDE SYNTHESIS 149 A. THE INSOLUBLE POLYMERIC SUPPORT AND THE BOND LINKING THE PEPTIDE TO THE RESIN 153 B. REMOVAL OF TEMPORARY BLOCKING GROUPS 158 C. COUPLING: ACYLATION OF THE RESIN-BOUND AMINE-COMPONENT 160 D. SEPARATION OF THE COMPLETED PEPTIDE CHAIN FROM THE POLYMERIC SUPPORT AND FINAL DEPROTECTION 164 E. SOME PROBLEMS ENCOUNTERED IN SOLID PHASE PEPTIDE SYNTHESIS 166 1. PREMATURE CHAIN-TERMINATION 167 2. DELETION 168 REFERENCES AND ADDITIONAL SOURCES 170 IMAGE 4 XII TABLE OF CONTENTS XI. METHODS OF FACILITATION 171 A. CHAINS ATTACHED TO A SOLUBLE POLYMER (THE LIQUID PHASE METHOD) 171 B. THE PICOLYL ESTER METHOD 172 C. RAPID SYNTHESIS 174 1. CHAIN-BUILDING WITHOUT ISOLATION OF INTERMEDIATES.. 174 2. CHAIN-BUILDING THROUGH ISOLATED INTERMEDIATES 174 D. SYNTHESIS IN SITU 175 E. SIMULTANEOUS SYNTHESIS OF PEPTIDE ANALOGS 175 F. INSOLUBLE REAGENTS 176 1. ACTIVE ESTERS 176 2. POLYMERIC COUPLING REAGENTS 179 3. INSOLUBLE CLEAVING REAGENTS 179 REFERENCES AND ADDITIONAL SOURCES 180 XII. ANALYSIS AND CHARACTERIZATION OF SYNTHETIC PEPTIDES 181 A. HOMOGENEITY TESTS 181 B. AMINO ACID ANALYSIS AND SEQUENCE DETERMINATION.... 183 C. ELEMENTAL ANALYSIS 185 D. MEASUREMENT OF OPTICAL ACTIVITY 186 E. INFRARED AND ULTRAVIOLET ABSORPTION SPECTRA 186 F. NUCLEAR MAGNETIC RESONANCE SPECTRA 187 G. MOLECULAR-WEIGHT DETERMINATION 189 REFERENCE AND ADDITIONAL SOURCES 190 SUBJECT INDEX 191
any_adam_object	1
author	Bodanszky, Miklos
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dewey-ones	547 - Organic chemistry
dewey-raw	547.7/56
dewey-search	547.7/56
dewey-sort	3547.7 256
dewey-tens	540 - Chemistry and allied sciences
discipline	Chemie / Pharmazie Biologie
edition	2., rev. ed.
format	Book
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indexdate	2024-12-20T09:20:56Z
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isbn	3540566759 0387566759
language	English
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spellingShingle	Bodanszky, Miklos Peptide chemistry a practical textbook ; with 5 tables Peptide (DE-588)4045125-2 gnd
subject_GND	(DE-588)4045125-2
title	Peptide chemistry a practical textbook ; with 5 tables
title_auth	Peptide chemistry a practical textbook ; with 5 tables
title_exact_search	Peptide chemistry a practical textbook ; with 5 tables
title_full	Peptide chemistry a practical textbook ; with 5 tables Miklos Bodanszky
title_fullStr	Peptide chemistry a practical textbook ; with 5 tables Miklos Bodanszky
title_full_unstemmed	Peptide chemistry a practical textbook ; with 5 tables Miklos Bodanszky
title_short	Peptide chemistry
title_sort	peptide chemistry a practical textbook with 5 tables
title_sub	a practical textbook ; with 5 tables
topic	Peptide (DE-588)4045125-2 gnd
topic_facet	Peptide
url	http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=005525080&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA
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