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Synthesis and appli...
Synthesis and application of β-configured [18/19F]FDGs : Novel prosthetic CuAAC click chemistry fluoroglycosylation tools for amyloid PET imaging and cancer theranostics
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- Elgland, Mathias, 1987- (författare)
- Linköpings universitet,Kemi,Tekniska fakulteten
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- Konradsson, Peter, Professor, 1957- (preses)
- Linköpings universitet,Kemi,Tekniska fakulteten
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- Nilsson, Peter, 1970- (preses)
- Linköpings universitet,Biomolekylär och Organisk Elektronik,Kemi,Tekniska fakulteten
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- Hammarström, Per, Professor, 1972- (preses)
- Linköpings universitet,Kemi,Tekniska fakulteten
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- Solin, Olof, Professor (opponent)
- Turku PET centre Turku, Finland
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(creator_code:org_t)
- ISBN 9789176853764
- Linköping : Linköping University Electronic Press, 2018
- Engelska 100 s.
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Serie: Linköping Studies in Science and Technology. Dissertations, 0345-7524 ; 1900
- Relaterad länk:
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https://doi.org/10.3...
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Abstract
Ämnesord
Stäng
- Positron emission tomography (PET) is a non-invasive imaging method that renders three-dimensional images of tissue that selectively has taken up a radiolabelled organic compound, referred to as a radiotracer. This excellent technique provides clinicians with a tool to monitor disease progression and to evaluate how the patient respond to treatment. The by far most widely employed radiotracer in PET is called 2-deoxy-2-[18F]fluoro-D-glucose ([18F]FDG), which is often referred to as the golden standard in PET. From a molecular perspective, [18F]FDG is an analogue of glucose where a hydroxyl group has been replaced with a radioactive fluorine atom (18F). It is well known that covalent attachment of carbohydrates (i.e., glycosylation) to biomolecules tend to improve their properties in the body, in terms of; improved pharmacokinetics, increased metabolic stability and faster clearance from blood and other non-specific tissue. It is therefore natural to pursuit the development of a [18F]fluoroglycosylation method where [18F]FDG is chemically conjugated to a ligand with high affinity for a given biological target (e.g., tumors or disease-associated protein aggregates).This thesis describes a novel [18F]fluoroglycosylation method that in a simple and general manner facilitate the conjugation of [18F]FDG to biological ligands using click chemistry. The utility of the developed [18F]fluoroglycosylation method is demonstrated by radiolabelling of curcumin, thus forming a tracer that may be employed for diagnosis of Alzheimer’s disease. Moreover, a set of oligothiophenes were fluoroglycosylated for potential diagnosis of Alzheimer’s disease but also for other much rarer protein misfolding diseases (e.g., Creutzfeldt-Jakob disease and systemic amyloidosis). In addition, the synthesis of a series of 19F-fluoroglycosylated porphyrins is described which exhibited promising properties not only to detect but also to treat melanoma cancer. Lastly, the synthesis of a set of 19F-fluorinated E-stilbenes, structurally based on the antioxidant resveratrol is presented. The E-stilbenes were evaluated for their capacity to spectrally distinguish between native and protofibrillar transthyretin in the pursuit of finding diagnostic markers for the rare but severe disease, transthyretin amyloidosis.
Ämnesord
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
Nyckelord
- FDG
- clickable
- PET
- synthesis
- in vivo imaging
- theranostics
Publikations- och innehållstyp
- vet (ämneskategori)
- dok (ämneskategori)
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