Synthesis of bioactive peptides and conformationally restricted analogs including ring-closing metathesis: = Synthese von bioaktiven Peptiden und konformativ eingeschränkten Analoga inklusive ring-closing Metathesis
Gespeichert in:
| 1. Verfasser: | |
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| Format: | Abschlussarbeit Buch |
| Sprache: | English |
| Veröffentlicht: |
2013
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| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | 188 S. graph. Darst. |
Internformat
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| 245 | 1 | 0 | |a Synthesis of bioactive peptides and conformationally restricted analogs including ring-closing metathesis |b = Synthese von bioaktiven Peptiden und konformativ eingeschränkten Analoga inklusive ring-closing Metathesis |c vorgelegt von Satish Wakchaure |
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Datensatz im Suchindex
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| adam_text | IMAGE 1
TABLE OF CONTENTS
1 INTRODUCTION 1
1.1 PEPTIDES 1
1.2 PEPTIDOMIMETICS 1
1.3 PEPTIDOMIMETIC DESIGN 2
1.3.1 AMINO ACID MODIFICATIONS 3
1.3.1.1 SIDE CHAIN MODIFICATION 3
1.3.1.1.1 INTRODUCTION OF SUBSTITUENTS 3
1.3.1.1.2 PROLINE ANALOGUES 5
1.3.1.2 PEPTIDE BACKBONE MODIFICATION 5
1.3.2 RING FORMATION 6
1.3.2.1 MACROCYCLIC PEPTIDOMIMETICS 6
1.3.2.2 RING-CLOSING METATHESIS AS A METHOD OF RING FORMATION 8
1.4 DEVELOPMENT OF OLEFIN METATHESIS AND CATALYSTS 8
1.5 MECHANISM OF OLEFIN METATHESIS 8
1.6 OLEFIN METATHESIS FOR PEPTIDOMIMETICS 9
1.7 CONFORMATIONAL^ RESTRICTED PEPTIDOMIMETICS 10
1.8 TETRACYCLIN REPRESSOR 12
1.8.1 TIP AND ITS ANALOGUES 13
1.9 OPIOIDS 14
1.9.1 OPIOID RECEPTORS 14
1.9.2 REGULATION OF |I-OPIOID RECEPTOR ACTIVITY 16
1.9.3 OPIOID TOLERANCE AND DEPENDENCE 17
1.9.4 OPIOID ANALGESICS: PRESENT AND FUTURE SCOPE 17
2 OBJECTIVE OF THE THESIS 20
3 SYNTHESIS OF CONFORMATIONALLY RESTRICTED PEPTIDE MIMETICS VIA RCM 22
AND CONFORMATIONAL STUDY USING NMR
3.1 DESIGN OF PEPTIDE MIMETIC OF TYPE V VIA RCM -22
3.2 AMINO ACIDS SYNTHESIS 23
3.3 FIRST SYNTHETIC APPROACH TO ACID BUILDING BLOCKS 25
3.4 AN ALTERNATIVE SYNTHETIC APPROACH TO ACID BUILDING BLOCKS 28
3.5 SYNTHESIS OF MODEL PEPTIDES (AMIDE DERIVATIVES) 31
3.6 STRUCTURAL ELUCIDATION AND CONFORMATIONAL ANALYSIS OF AMIDE
DERIVATIVES 33
3.6.1 STRUCTURAL ELUCIDATION OF AMIDE DERIVATIVES USING NMR SPECTROSCOPY
33
HTTP://D-NB.INFO/1041984278
IMAGE 2
3.6.2 CONFORMATIONAL INVESTIGATION OF AMIDE DERIVATIVES USING LDNOEAND
34
NOSY EXPERIMENT
3.6.3 DMSO-E/FS TITRATION EXPERIMENT 36
- 3.6.4 TEMPERATURE DEPENDENCE CHEMICAL SHIFT EXPERIMENT 38
3.6.5 *H NMR OF CARBOXYLIC ACID BUILDING BLOCKS 41
3.7 SYNTHESIS AND NMR STUDY OF REDUCED DERIVATIVE OF MODEL PEPTIDE 42
3.8 CONCLUSION 45
4 A SOLID PHASE PEPTIDE SYNTHESIS OF 16-MEMBERED TIP ANALOGUES AND 46
STUDY OF TETR-PEPTIDE INTERACTIONS USING FLUORESCENCE SPECTROSCOPY
4.1 TETRACYCLIN REPRESSOR 46
4.2 DESIGN AND SPPS OF TIP ANALOGUES 46
4.2.1 GENERAL STRATEGY FOR FMOC SOLID PHASE PEPTIDE CHEMISTRY 48
4.2.2 SPPS OF TIP ANALOGUES 49
4.3 FLUORESCENCE SPECTROSCOPIC CHARACTERIZATION OF TETR.PEPTIDE COMPLEX
50
INTERACTIONS
4.3.1 FLUORESCENCE MEASUREMENT 50
4.4 CONCLUSIONS 53
5 SYNTHESIS AND STUDY OF IN VITRO ACTIVITY OF DMT-DALDA ANALOGUES 54
FOR P OPIOID RECEPTOR
5.1 OPIOID ANALGESICS 54
5.2 DESIGN OF DMT-DALDA ANALOGUES FOR |I OPIOID RECEPTOR 55
5.3 SPPS OF DMT-DALDA ANALOGUES FOR |I OPIOID RECEPTOR 56
5.4 BIOLOGICAL INVESTIGATION 61
5.5 CONCLUSION 64
6 SUMMARY/ZUSAMMENFASSUNG 65
7 EXPERIMENTAL SECTION 72
7.1 CHEMISTRY 72
7.2 GENERAL METHODS AND MATERIALS FOR FLUORESCENCE MEASUREMENT 72
7.3 STANDARD PROTOCOLS FOR SOLID PHASE PEPTIDE SYNTHESIS 73
8 REFERENCES 179
9 LIST OF ABBREVIATIONS 185
|
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| ctrlnum | (OCoLC)856872879 (DE-599)BVBBV041219355 |
| format | Thesis Book |
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| genre | (DE-588)4113937-9 Hochschulschrift gnd-content |
| genre_facet | Hochschulschrift |
| id | DE-604.BV041219355 |
| illustrated | Illustrated |
| indexdate | 2024-07-10T00:42:23Z |
| institution | BVB |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-026193949 |
| oclc_num | 856872879 |
| open_access_boolean | |
| owner | DE-29 DE-29T DE-188 DE-12 DE-355 DE-BY-UBR |
| owner_facet | DE-29 DE-29T DE-188 DE-12 DE-355 DE-BY-UBR |
| physical | 188 S. graph. Darst. |
| publishDate | 2013 |
| publishDateSearch | 2013 |
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| spelling | Wakchaure, Satish Verfasser aut Synthesis of bioactive peptides and conformationally restricted analogs including ring-closing metathesis = Synthese von bioaktiven Peptiden und konformativ eingeschränkten Analoga inklusive ring-closing Metathesis vorgelegt von Satish Wakchaure Synthese von bioaktiven Peptiden und konformativ eingeschränkten Analoga inklusive ring-closing Metathesis 2013 188 S. graph. Darst. txt rdacontent n rdamedia nc rdacarrier Erlangen-Nürnberg, Univ., Diss., 2013 Ringschlussmetathese (DE-588)4734468-4 gnd rswk-swf Bioaktive Verbindungen (DE-588)4145589-7 gnd rswk-swf Peptide (DE-588)4045125-2 gnd rswk-swf (DE-588)4113937-9 Hochschulschrift gnd-content Peptide (DE-588)4045125-2 s Bioaktive Verbindungen (DE-588)4145589-7 s Ringschlussmetathese (DE-588)4734468-4 s DE-604 DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=026193949&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Wakchaure, Satish Synthesis of bioactive peptides and conformationally restricted analogs including ring-closing metathesis = Synthese von bioaktiven Peptiden und konformativ eingeschränkten Analoga inklusive ring-closing Metathesis Ringschlussmetathese (DE-588)4734468-4 gnd Bioaktive Verbindungen (DE-588)4145589-7 gnd Peptide (DE-588)4045125-2 gnd |
| subject_GND | (DE-588)4734468-4 (DE-588)4145589-7 (DE-588)4045125-2 (DE-588)4113937-9 |
| title | Synthesis of bioactive peptides and conformationally restricted analogs including ring-closing metathesis = Synthese von bioaktiven Peptiden und konformativ eingeschränkten Analoga inklusive ring-closing Metathesis |
| title_alt | Synthese von bioaktiven Peptiden und konformativ eingeschränkten Analoga inklusive ring-closing Metathesis |
| title_auth | Synthesis of bioactive peptides and conformationally restricted analogs including ring-closing metathesis = Synthese von bioaktiven Peptiden und konformativ eingeschränkten Analoga inklusive ring-closing Metathesis |
| title_exact_search | Synthesis of bioactive peptides and conformationally restricted analogs including ring-closing metathesis = Synthese von bioaktiven Peptiden und konformativ eingeschränkten Analoga inklusive ring-closing Metathesis |
| title_full | Synthesis of bioactive peptides and conformationally restricted analogs including ring-closing metathesis = Synthese von bioaktiven Peptiden und konformativ eingeschränkten Analoga inklusive ring-closing Metathesis vorgelegt von Satish Wakchaure |
| title_fullStr | Synthesis of bioactive peptides and conformationally restricted analogs including ring-closing metathesis = Synthese von bioaktiven Peptiden und konformativ eingeschränkten Analoga inklusive ring-closing Metathesis vorgelegt von Satish Wakchaure |
| title_full_unstemmed | Synthesis of bioactive peptides and conformationally restricted analogs including ring-closing metathesis = Synthese von bioaktiven Peptiden und konformativ eingeschränkten Analoga inklusive ring-closing Metathesis vorgelegt von Satish Wakchaure |
| title_short | Synthesis of bioactive peptides and conformationally restricted analogs including ring-closing metathesis |
| title_sort | synthesis of bioactive peptides and conformationally restricted analogs including ring closing metathesis synthese von bioaktiven peptiden und konformativ eingeschrankten analoga inklusive ring closing metathesis |
| title_sub | = Synthese von bioaktiven Peptiden und konformativ eingeschränkten Analoga inklusive ring-closing Metathesis |
| topic | Ringschlussmetathese (DE-588)4734468-4 gnd Bioaktive Verbindungen (DE-588)4145589-7 gnd Peptide (DE-588)4045125-2 gnd |
| topic_facet | Ringschlussmetathese Bioaktive Verbindungen Peptide Hochschulschrift |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=026193949&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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