Beta-sultams as tools for the study of enzyme function:
Gespeichert in:
| 1. Verfasser: | |
|---|---|
| Format: | Abschlussarbeit Buch |
| Sprache: | English |
| Veröffentlicht: |
München
Verl. Dr. Hut
2014
|
| Ausgabe: | 1. Aufl. |
| Schriftenreihe: | Organische Chemie
|
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | IV, 297 S. Ill., graph. Darst. |
| ISBN: | 9783843916875 |
Internformat
MARC
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| 003 | DE-604 | ||
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| 020 | |a 9783843916875 |9 978-3-8439-1687-5 | ||
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| 100 | 1 | |a Kolb, Roman |e Verfasser |4 aut | |
| 245 | 1 | 0 | |a Beta-sultams as tools for the study of enzyme function |c Roman Kolb |
| 250 | |a 1. Aufl. | ||
| 264 | 1 | |a München |b Verl. Dr. Hut |c 2014 | |
| 300 | |a IV, 297 S. |b Ill., graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 490 | 0 | |a Organische Chemie | |
| 502 | |a Zugl.: München, Techn. Univ., Diss., 2014 | ||
| 650 | 0 | 7 | |a Modellverbindung |0 (DE-588)4327521-7 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Enzymaktivität |0 (DE-588)4152470-6 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Sultame |0 (DE-588)4184072-0 |2 gnd |9 rswk-swf |
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Datensatz im Suchindex
| _version_ | 1804152481941291008 |
|---|---|
| adam_text | /?-SULTAMS AS TOOLS FOR THE STUDY OF ENZYME FUNCTION
CONTENTS
CONTENTS
1 INTRODUCTION 1
1.1 SYNTHESIS AND CHEMICAL REACTIVITY OF /9-SULTAMS 1
1.1.1 CONSTRUCTION OF THE /9-SULTAM RING SYSTEM 1
1.1.2 MODIFICATION OF THE SULTAM RING 10
1.2 BIOLOGICAL ACTIVITIES OF /9-SULTAMS 15
1.2.1 HYDROLYSIS OF ^-SULTAMS 15
1.2.2 REACTIVITY OF ^-SULTAMS TOWARDS NUCLEOPHILES 16
1.2.3 REACTION OF /?-SULTAMS WITH SERINE ENZYMES 18
1.3 ACTIVITY BASED PROTEIN PROFILING 24
2 RESULTS AND DISCUSSION 29
2.1 DESIGN AND SYNTHESIS OF /3-SULTAM PROBES 30
2.2 PROTEIN REACTIVITY OF /3-SULTAMS 35
2.2.1 PROTEIN REACTIVITY OF )9-SULTAMS IN BACTERIAL CELLS 35
2.2.2 PROTEIN REACTIVITY OF ^-SULTAMS IN HUMAN CELLS 57
2.2.3 PRELIMINARY IDENTIFICATION OF DHA SITES IN THE PROTEOME ... 61
2.2.4 SYNTHESIS AND PROTEIN REACTIVITY OF 3-OXO-^-SULTAM SOI ... 64
2.3 SYNTHESIS AND PROTEIN REACTIVITY OF SULTONES 67
2.3.1 REACTIVITY OF SULTONES TOWARDS NUCLEOPHILES 67
2.3.2 SYNTHESIS OF SULTONE PROBES 67
2.3.3 ANTIBACTERIAL ACTIVITIES AND PRELIMINARY LABELING RESULTS ... 69
I
HTTP://D-NB.INFO/1057931063
/J-SULTAMS
AS TOOLS
FOR THE
STUDY
OF ENZYME
FUNCTION
CONTENTS
2.4 CLPP PROTEASE INHIBITION BY /?-SULTAMS 75
2.4.1 CLPP PROTEASE AS BACTERIAL DEGRADATION MACHINERY 75
2.4.2 INHIBITION OF SACLPP BY SELECTED /3-SULTAMS 77
2.4.3 DEHYDROALANINE FORMATION AT THE ACTIVE SITE SERINE 80
2.4.4 IN SITU INHIBITION OF CLPP 86
3 CONCLUSION 91
4 EXPERIMENTAL 95
4.1 CHEMISTRY 95
4.1.1 MATERIALS AND METHODS 95
4.1.2 GENERAL PROCEDURES 98
4.1.3 PREPARATION OF ALKYNE BEARING SULTAM PROBES 99
4.1.4 PREPARATION OF ALKYNE LACKING SULTAM PROBES 106
4.1.5 PREPARATION OF PRECURSORS FOR ^-SULTAM PROBES 112
4.1.6 PREPARATION OF 3-AXO-SULTAM SOI 120
4.1.7 PREPARATION OF SULTONE PROBES 123
4.1.8 PREPARATION OF LABELING REAGENTS 134
4.1.9 PREPARATION OF THIOLS 138
4.2 EQUIPMENT AND INSTRUMENTS FOR BIOCHEMISTRY 143
4.3 MICROBIOLOGY 145
4.3.1 CULTIVATION OF BACTERIA 145
4.3.2 PREPARATION OF BACTERIAL PROTEOMES FOR IN VITRO LABELING . . . 147
4.3.3 LABELING PROCEDURES 148
4.3.4 AGAR PLATES 154
4.3.5 MINIMAL INHIBITORY CONCENTRATION ASSAY 154
4.3.6 HEMOLYSIS ASSAY 155
4.4 CELL CULTURE 156
4.4.1 MATERIALS 156
4.4.2 CULTIVATION 157
II
/3-SULTAMS
AS TOOLS
FOR THE
STUDY
OF ENZYME
FUNCTION
CONTENTS
4.4.3 CELL COUNTING 159
4.4.4 LABELING PROCEDURES 159
4.4.5 MTT ASSAY 161
4.5 PROTEOMICS 164
4.5.1 BRADFORD ASSAY 164
4.5.2 BICINCHONINIC ACID ASSAY 165
4.5.3 SDS POLYACRYLAMIDE GEL ELECTROPHORESIS 167
4.5.4 COOMASSIE STAINING 170
4.5.5 IN GEL DIGESTION 170
4.5.6 IN SOLUTION DIGEST 172
4.5.7 SAMPLE PREPARATION AND HIGH RESOLUTION MASS SPECTROMETRY . 173
4.5.8 INTACT PROTEIN MS AND BINDING SITE IDENTIFICATION 174
4.5.9 CLPP INHIBITION ASSAY 175
4.5.10 AZOREDUCTASE ACTIVITY ASSAY 178
4.6 GENOMICS 179
4.6.1 AGAROSE GEL ELECTROPHORESIS 179
4.6.2 POLYMERASE CHAIN REACTION 180
4.6.3 RECOMBINANT EXPRESSION 182
5 APPENDIX 187
5.1 SUPPORTING MASS SPECTRA 187
5.2 SUPPORTING FULL LISTS OF PROTEIN TARGETS 191
5.3 SUPPORTING COOMASSIE GELS 200
5.4 SUPPORTING NMR SPECTRA 216
5.4.1 SUPPORTING NMR SPECTRA OF /3-SULTAM PROBES 216
5.4.2 SUPPORTING NMR SPECTRA OF PRECURSORS 222
5.4.3 SUPPORTING NMR SPECTRA OF SULTONE PROBES 227
BIBLIOGRAPHY 259
III
/9-SULTAMS
AS TOOLS
FOR THE
STUDY
OF ENZYME
FUNCTION
LIST OF FIGURES
LIST OF SCHEMES
LIST OF TABLES
GLOSSARY
RIGHTS AND PERMISSIONS
DANKSAGUNG
CURRICULUM VITAE
CONTENTS
275
281
283
287
292
295
297
IV
|
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| author | Kolb, Roman |
| author_facet | Kolb, Roman |
| author_role | aut |
| author_sort | Kolb, Roman |
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| building | Verbundindex |
| bvnumber | BV042049927 |
| classification_tum | CHE 649d CHE 632d CHE 670d CHE 624d |
| ctrlnum | (OCoLC)890513224 (DE-599)BVBBV042049927 |
| discipline | Chemie |
| edition | 1. Aufl. |
| format | Thesis Book |
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| id | DE-604.BV042049927 |
| illustrated | Illustrated |
| indexdate | 2024-07-10T01:11:24Z |
| institution | BVB |
| isbn | 9783843916875 |
| language | English |
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| physical | IV, 297 S. Ill., graph. Darst. |
| publishDate | 2014 |
| publishDateSearch | 2014 |
| publishDateSort | 2014 |
| publisher | Verl. Dr. Hut |
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| series2 | Organische Chemie |
| spelling | Kolb, Roman Verfasser aut Beta-sultams as tools for the study of enzyme function Roman Kolb 1. Aufl. München Verl. Dr. Hut 2014 IV, 297 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Organische Chemie Zugl.: München, Techn. Univ., Diss., 2014 Modellverbindung (DE-588)4327521-7 gnd rswk-swf Enzymaktivität (DE-588)4152470-6 gnd rswk-swf Sultame (DE-588)4184072-0 gnd rswk-swf (DE-588)4113937-9 Hochschulschrift gnd-content Sultame (DE-588)4184072-0 s Modellverbindung (DE-588)4327521-7 s Enzymaktivität (DE-588)4152470-6 s DE-604 DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=027491034&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Kolb, Roman Beta-sultams as tools for the study of enzyme function Modellverbindung (DE-588)4327521-7 gnd Enzymaktivität (DE-588)4152470-6 gnd Sultame (DE-588)4184072-0 gnd |
| subject_GND | (DE-588)4327521-7 (DE-588)4152470-6 (DE-588)4184072-0 (DE-588)4113937-9 |
| title | Beta-sultams as tools for the study of enzyme function |
| title_auth | Beta-sultams as tools for the study of enzyme function |
| title_exact_search | Beta-sultams as tools for the study of enzyme function |
| title_full | Beta-sultams as tools for the study of enzyme function Roman Kolb |
| title_fullStr | Beta-sultams as tools for the study of enzyme function Roman Kolb |
| title_full_unstemmed | Beta-sultams as tools for the study of enzyme function Roman Kolb |
| title_short | Beta-sultams as tools for the study of enzyme function |
| title_sort | beta sultams as tools for the study of enzyme function |
| topic | Modellverbindung (DE-588)4327521-7 gnd Enzymaktivität (DE-588)4152470-6 gnd Sultame (DE-588)4184072-0 gnd |
| topic_facet | Modellverbindung Enzymaktivität Sultame Hochschulschrift |
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