Synthesis of novel photocaged thiamine triphosphate prometabolites and investigations towards an efficient bidirectional synthesis of asymmetric dinucleoside polyphosphates
Abstract: Phosphorylated biomolecules are essential in all living organisms. They act as cofactors, intra- and extracellular signaling molecules or are important metabolic intermediates. Some of them have been known since decades and their functions are well understood. However, there are still many structures whose functions remain elusive. Thiamine triphosphate and to some extent dinucleoside polyphosphates are examples for the latter.
One essential way to obtain and study these phosphorylated compounds is chemical synthesis. Many strategies and synthesis protocols have been developed. However, synthesis and purification are still challenging until today. In this thesis, the phosphoramidite approach was chosen to get access to phosphorylated compounds like thiamine triphosphate. Furthermore, novel phosphoramidites were designed to obtain photocaged prometabolites of thiamine di- and triphosphate. Based on the phosphoramidite approach, the successful synthesis of adenosine triphosphate derivatives, modified at the γ-phosphate, and phosphorylation during a semi-synthesis of a cholesterol analogue were achieved. In addition, a bidirectional approach, based on P(III) reagents, towards asymmetric dinucleoside polyphosphates and related structures is presented
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Notes
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Universität Freiburg, Dissertation, 2020
- Keyword
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Dinucleoside polyphosphates
Investigations
- Event
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Veröffentlichung
- (where)
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Freiburg
- (who)
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Universität
- (when)
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2021
- Creator
- DOI
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10.6094/UNIFR/174845
- URN
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urn:nbn:de:bsz:25-freidok-1748455
- Rights
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Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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25.03.2025, 1:47 PM CET
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
Time of origin
- 2021
Other Objects (12)
Untersuchungen zur intrazellulären Freisetzung von Nucleosidphosphaten
Synthesis of bisdiphosphoinositol polyphosphate prometabolites
Rapid synthesis of nucleoside triphosphates and analogues
Development of novel p-amidites and their application in the synthesis of the most densely phosphorylated compounds
Metabolic consequences of polyphosphate synthesis and imminent phosphate limitation
Investigations on the synthesis and degradation of polyphosphate in vitro and its correlation to magic spot nucleotides
Cyclotriphosphate: a brief history, recent developments, and perspectives in synthesis
Design and synthesis of novel bisubstrate analogues of ppGpp containing diphosphate isosteres as potential RSH enzyme inhibitors
Novel shades of inositol pyrophosphates – in vitro and in cellulo evaluation of inositol pyrophosphate probes
Design of sensors for highly phosphorylated natural compounds
Asymmetric synthesis of nitrogen heterocycles
Asymmetric Synthesis of alpha-Allenylglycines
Untersuchungen zur intrazellulären Freisetzung von Nucleosidphosphaten
Synthesis of bisdiphosphoinositol polyphosphate prometabolites
Rapid synthesis of nucleoside triphosphates and analogues
Development of novel p-amidites and their application in the synthesis of the most densely phosphorylated compounds
Metabolic consequences of polyphosphate synthesis and imminent phosphate limitation
Investigations on the synthesis and degradation of polyphosphate in vitro and its correlation to magic spot nucleotides
Cyclotriphosphate: a brief history, recent developments, and perspectives in synthesis
Design and synthesis of novel bisubstrate analogues of ppGpp containing diphosphate isosteres as potential RSH enzyme inhibitors
Novel shades of inositol pyrophosphates – in vitro and in cellulo evaluation of inositol pyrophosphate probes
Design of sensors for highly phosphorylated natural compounds
Asymmetric synthesis of nitrogen heterocycles
Asymmetric Synthesis of alpha-Allenylglycines
Untersuchungen zur intrazellulären Freisetzung von Nucleosidphosphaten
Synthesis of bisdiphosphoinositol polyphosphate prometabolites
Rapid synthesis of nucleoside triphosphates and analogues
Development of novel p-amidites and their application in the synthesis of the most densely phosphorylated compounds
Metabolic consequences of polyphosphate synthesis and imminent phosphate limitation
Investigations on the synthesis and degradation of polyphosphate in vitro and its correlation to magic spot nucleotides
Cyclotriphosphate: a brief history, recent developments, and perspectives in synthesis
Design and synthesis of novel bisubstrate analogues of ppGpp containing diphosphate isosteres as potential RSH enzyme inhibitors
Novel shades of inositol pyrophosphates – in vitro and in cellulo evaluation of inositol pyrophosphate probes
Design of sensors for highly phosphorylated natural compounds
Asymmetric synthesis of nitrogen heterocycles