Chemistry, biosynthesis and bioactivity of secondary metabolites from nannocystis and myxococcus species:
Gespeichert in:
| 1. Verfasser: | |
|---|---|
| Format: | Abschlussarbeit Buch |
| Sprache: | English |
| Veröffentlicht: |
München
Verl. Dr. Hut
2008
|
| Ausgabe: | 1. Aufl. |
| Schriftenreihe: | Pharmazeutische Biologie
|
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | 182 S. Ill., graph. Darst. 210 mm x 148 mm, 306 gr. |
| ISBN: | 9783899638639 |
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| 245 | 1 | 0 | |a Chemistry, biosynthesis and bioactivity of secondary metabolites from nannocystis and myxococcus species |c von Birgit Ohlendorf |
| 250 | |a 1. Aufl. | ||
| 264 | 1 | |a München |b Verl. Dr. Hut |c 2008 | |
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| 490 | 0 | |a Pharmazeutische Biologie | |
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Datensatz im Suchindex
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| adam_text | TABLE OF CONTENTS
1 INTRODUCTION 1
1.2 TAXONOMY 3
1.2.1 THE GENUS MYXOCOCCUS 4
1.2.2 THE GENUS NANNOCYSTIS 5
1.2.3 THE GENUS SORANGIUM 6
1.3 MYXOBACTERIA AS PRODUCERS OF SECONDARY METABOLITES 7
1.3.1 POLYKETIDE SYNTHASES (PKSS) AND MYXOBACTERIAL POLYKETIDES 9
1.3.2 NONRIBOSOMAL PEPTIDE SYNTHETASES (NRPSS) AND MYXOBACTERIAL
PEPTIDES 13
1.3.3 INDOLES AND QUINOLINES 15
1.3.4 DIKETOPIPERAZINES 16
1.3.5 TERPENES 17
1.3.6 MYXOBACTERIAL METABOLITES PRODUCED BY HYBRID BIOSYNTHETIC SYSTEMS
18
2 SCOPE OF THE PRESENT STUDY 21
2.1 ISOLATION AND CULTIVATION OF MYXOBACTERIAL STRAINS 21
2.2 GENERATION AND EVALUATION OF SCREENING EXTRACTS 21
2.3 CHEMICAL INVESTIGATION OF SIX MYXOBACTERIAL STRAINS 22
2.4 BIOSYNTHETIC STUDIES ON THE PHENYLNANNOLONES 22
3 MATERIALS AND METHODS (GENERAL PROCEDURES) 23
3.1 MICROBIOLOGICAL AND MOLECULAR BIOLOGICAL METHODS 23
3.1.1 ISOLATION OF GLIDING BACTERIA 23
3.1.2 PRESERVATION OF BACTERIA 23
3.1.3 DETERMINATION OF THE BACTERIAL SPECIES 24
3.1.4 ISOLATION OF DNA 25
3.1.5 POLYMERASE CHAIN REACTION (PCR) 26
3.1.6 AGAROSE-GEL ELECTROPHORESIS 27
3.1.7 DNA EXTRACTION FROM AGAROSE GELS 27
3.1.8 CLONING OF PCR PRODUCTS IN E.COLI XL-1 BLUE CELLS 28
HTTP://D-NB.INFO/992163072
3.1.9 PREPARATION OF PLASMIDS 29
3.1.10 STERILIZATION 29
3.1.11 CULTIVATION OF BACTERIA 30
3.2 CHEMICAL METHODS 33
3.2.1 EXTRACTION 33
3.2.2 THIN LAYER CHROMATOGRAPHY 33
3.2.3 OPEN COLUMN AND VACUUM LIQUID CHROMATOGRAPHY 33
3.2.4 HIGH PERFORMANCE LIQUID CHROMATOGRAPHY (HPLC) 34
3.2.5 CHIRAL HIGH PERFORMANCE LIQUID CHROMATOGRAPHY 34
3.2.6 ACIDIC HYDROLYSIS OF MYXOCHROMIDE B3 FOR CHIRAL HPLC ANALYSIS 34
3.2.7 NMR SPECTROSCOPY 35
3.2.8 MASS SPECTROMETRY 35
3.2.9 UV MEASUREMENTS 35
3.2.10 IR SPECTROSCOPY 36
3.2.11 OPTICAL ROTATION 36
3.2.12 AMINO ACID ANALYSIS BY CHIRAL GC-MS 36
3.2.13 FATTY ACID ANALYSIS 38
3.3 BIOSYNTHETIC INVESTIGATIONS OF THE PHENYLNANNOLONES 38
3.4 BIOLOGICAL TESTING 38
3.4.1 SCREENING FOR ACTIVITY AT ADENOSINE RECEPTORS IN RADIOLIGAND
BINDING STUDIES 38
3.4.1.1 CHARACTERISTICS OF THE ADENOSINE A| RECEPTOR 38
3.4.1.2 RADIOLIGAND BINDING STUDIES 39
3.4.2 DISC DIFFUSION ASSAY 42
3.4.3 TESTS FOR CYTOTOXIC ACTIVITY 42
3.4.4 MN ASSAY 44
3.4.5 OTHER TEST SYSTEMS 44
4 RESULTS AND DISCUSSION 46
4.1 EVALUATION OF THE BIOSYNTHETIC POTENTIAL OF MYXOBACTERIA IN A
SCREENING APPROACH 46
4.1.1 ISOLATION OF NEW MYXOBACTERIAL STRAINS 46
4.1.1.1 ISOLATION OF BACTERIOLYTIC MYXOBACTERIA 47
4.1.1.2 ISOLATION OF SORANGIUM CELLULOSUM STRAINS 49
4.1.2 GENERATION OF SMALL SCALE EXTRACTS FOR THE PRELIMINARY EVALUATION
OF MYXOBACTERIAL STRAINS
50
4.1.2.1 CHOICE OF MEDIUM, CULTIVATION AND EXTRACTION SO
4.1.2.2 SEPARATION OF THE SMALL SCALE EXTRACTS TO YIELD THE SCREENING
FRACTIONS SI
4.1.3 CHEMICAL AND BIOLOGICAL EVALUATION OF SMALL SCALE EXTRACTS 31
4.1.3.1 HNMR 54
4.1.3.2 HPLC-MS-DAD 54
4.1.3.3 THIN LAYER CHROMATOGRAPHY (TLC) 56
4.1.3.4 DISC DIFFUSION ASSAY 57
4.1.3.5 CYTOTOXICITY 58
4.1.3.6 SCREENING FOR LIGANDS OF THE ADENOSINE AI RECEPTOR 58
4.1.4 CONCLUSION 59
4.2 STRAIN 045 (MYXOCOCCUS SPEC.) 60
4.2.1 TAXONOMY OF THE STRAIN 60
4.2.2 SCREENING RESULTS OF STRAIN 045 60
4.2.3 BIOASSAY GUIDED ISOLATION OF 4-QUINOLYLAIDOXIME 61
4.2.4 DISCUSSION 62
4.2.4.1 ACTIVITY OF 4-QUINOLYLALDOXIME AT THE ADENOSINE AI RECEPTOR 62
4.2.4.2 ECOLOGICAL FUNCTION OF QUINOLINE AND INDOLE DERIVATIVES 63
4.2.4.3 BIOSYNTHESIS 64
4.3 STRAIN 131 (MYXOCOCCUS FULVUS) 66
4.3.1 TAXONOMY OF THE STRAIN 66
4.3.2 SCREENING RESULTS 67
4.3.3 ISOLATION AND STRUCTURE ELUCIDATION OF MYXOTYROSIDES A AND B 69
4.3.4 BIOACTIVITY 74
4.3.5 PCR SCREENING FOR A GENE ENCODING THE BIOSYNTHETIC ENZYME FEEM 75
4.3.6 FATTY ACID ANALYSIS 76
4.3.7 DISCUSSION 78
4.3.7.1 STRUCTURAL FEATURES OF THE MYXOTYROSIDES 78
4.3.7.2 FATTY ACID PROFILE OF STRAIN 131 78
4.3.7.3 BIOACTIVITY 80
4.4 STRAIN 150 (NANNOCYSTIS EXEDENS) 82
4.4.1 TAXONOMY OF STRAIN 150 82
4.4.2 SCREENING RESULTS OF STRAIN 150 83
4.4.3 ISOLATION AND STRUCTURE ELUCIDATION OF THE PHENYLNANNOLONES 83
4.4.4 INVESTIGATION OF THE BIOSYNTHESIS OF PHENYLNANNOLONE A 88
4.4.5 BIOLOGICAL ACTIVITIES 92
4.4.6 DISCUSSION 94
4.4.6.1 BIOACTIVITY 94
4.4.6.2 BIOSYNTHESIS 95
4.5 STRAINS 163 AND 171 (MYXOCOCCUS SPP.) 102
4.6 STRAIN 163 (MYXOCOCCUS SP.) 103
4.6.1 TAXONOMY OF THE STRAIN 104
4.6.2 SCREENING RESULTS OF STRAIN 163 104
4.6.3 ISOLATION AND STRUCTURE ELUCIDATION OF MYXOCHROMIDE A3 105
4.7 STRAIN 171 (MYXOCOCCUS SP.) 107
4.7.1 TAXONOMY OF THE STRAIN 107
4.7.2 SCREENING RESULTS 108
4.7.3 ISOLATION AND STRUCTURE ELUCIDATION OF MYXOCHROMIDE B3 108
4.7.4 STEREOCHEMISTRY OF MYXOCHROMIDE B3 112
4.7.5 BIOLOGICAL ACTIVITY 113
4.7.6 DISCUSSION 113
4.7.6.1 STEREOCHEMISTRY OF THE ALANINES 114
4.7.6.2 CHAIN SKIPPING 114
4.7.6.3 POINT MUTATIONS 115
4.7.6.4 STRUCTURAL DIVERSITY 116
4.8 STRAIN 215 (MYXOCOCCUS SPEC.) 117
4.8.1 TAXONOMY OF THE STRAIN 117
4.8.2 ISOLATION AND STRUCTURE ELUCIDATION OF ALTHIOMYCIN 118
4.8.3 BIOACTIVITY 124
4.8.4 DISCUSSION 125
4.8.4.1 STRUCTURAL FEATURES AND STRUCTURE ELUCIDATION 125
4.8.4.2 BIOACTIVITY 125
4.8.4.3 BIOSYNTHETIC CONSIDERATIONS 126
4.8.4.4 HORIZONTAL GENE TRANSFER? 128
5 DISCUSSION 129
5.1 STRUCTURAL DIVERSITY IN MYXOBACTERIAL SECONDARY METABOLISM 129
5.2 MYXOBACTERIAL ASSEMBLY LINES 130
5.3 EXPLOITING THE KNOWLEDGE OF STRUCTURAL DIVERSITY AND BIOSYNTHETIC
PATHWAYS 131
5.4 FUTURE PERSPECTIVES 133-
6SUMMAIY 135
7 REFERENCES 138
8 APPENDIX 157
|
| any_adam_object | 1 |
| author | Ohlendorf, Birgit 1978- |
| author_GND | (DE-588)137155026 |
| author_facet | Ohlendorf, Birgit 1978- |
| author_role | aut |
| author_sort | Ohlendorf, Birgit 1978- |
| author_variant | b o bo |
| building | Verbundindex |
| bvnumber | BV035263291 |
| ctrlnum | (OCoLC)426146051 (DE-599)DNB992163072 |
| dewey-full | 572.429374 |
| dewey-hundreds | 500 - Natural sciences and mathematics |
| dewey-ones | 572 - Biochemistry |
| dewey-raw | 572.429374 |
| dewey-search | 572.429374 |
| dewey-sort | 3572.429374 |
| dewey-tens | 570 - Biology |
| discipline | Biologie Medizin |
| edition | 1. Aufl. |
| format | Thesis Book |
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| indexdate | 2024-07-09T21:29:55Z |
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| isbn | 9783899638639 |
| language | English |
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| spelling | Ohlendorf, Birgit 1978- Verfasser (DE-588)137155026 aut Chemistry, biosynthesis and bioactivity of secondary metabolites from nannocystis and myxococcus species von Birgit Ohlendorf 1. Aufl. München Verl. Dr. Hut 2008 182 S. Ill., graph. Darst. 210 mm x 148 mm, 306 gr. txt rdacontent n rdamedia nc rdacarrier Pharmazeutische Biologie Zugl.: Bonn, Univ., Diss., 2008 Isolierung Chemie (DE-588)4122223-4 gnd rswk-swf Myxobakterien (DE-588)4170985-8 gnd rswk-swf Sekundärmetabolit (DE-588)4300564-0 gnd rswk-swf (DE-588)4113937-9 Hochschulschrift gnd-content Myxobakterien (DE-588)4170985-8 s Sekundärmetabolit (DE-588)4300564-0 s Isolierung Chemie (DE-588)4122223-4 s DE-604 DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=017068780&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Ohlendorf, Birgit 1978- Chemistry, biosynthesis and bioactivity of secondary metabolites from nannocystis and myxococcus species Isolierung Chemie (DE-588)4122223-4 gnd Myxobakterien (DE-588)4170985-8 gnd Sekundärmetabolit (DE-588)4300564-0 gnd |
| subject_GND | (DE-588)4122223-4 (DE-588)4170985-8 (DE-588)4300564-0 (DE-588)4113937-9 |
| title | Chemistry, biosynthesis and bioactivity of secondary metabolites from nannocystis and myxococcus species |
| title_auth | Chemistry, biosynthesis and bioactivity of secondary metabolites from nannocystis and myxococcus species |
| title_exact_search | Chemistry, biosynthesis and bioactivity of secondary metabolites from nannocystis and myxococcus species |
| title_full | Chemistry, biosynthesis and bioactivity of secondary metabolites from nannocystis and myxococcus species von Birgit Ohlendorf |
| title_fullStr | Chemistry, biosynthesis and bioactivity of secondary metabolites from nannocystis and myxococcus species von Birgit Ohlendorf |
| title_full_unstemmed | Chemistry, biosynthesis and bioactivity of secondary metabolites from nannocystis and myxococcus species von Birgit Ohlendorf |
| title_short | Chemistry, biosynthesis and bioactivity of secondary metabolites from nannocystis and myxococcus species |
| title_sort | chemistry biosynthesis and bioactivity of secondary metabolites from nannocystis and myxococcus species |
| topic | Isolierung Chemie (DE-588)4122223-4 gnd Myxobakterien (DE-588)4170985-8 gnd Sekundärmetabolit (DE-588)4300564-0 gnd |
| topic_facet | Isolierung Chemie Myxobakterien Sekundärmetabolit Hochschulschrift |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=017068780&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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