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- Elgland, Mathias,1987-Linköpings universitet,Kemi,Tekniska fakulteten,Linkopings Univ, IFM Dept Biol Chem & Phys, S-58183 Linkoping, Sweden. (author)
beta-Configured clickable [F-18] FDGs as novel F-18-fluoroglycosylation tools for PET
- Article/chapterEnglish2017
Publisher, publication year, extent ...
- 2017
- ROYAL SOC CHEMISTRY,2017
- electronicrdacarrier
Numbers
- LIBRIS-ID:oai:DiVA.org:liu-141934
- https://urn.kb.se/resolve?urn=urn:nbn:se:liu:diva-141934URI
- https://doi.org/10.1039/c7nj00716gDOI
- https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-336822URI
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- Language:English
- Summary in:English
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- Funding Agencies|Swedish Foundation for Strategic Research; Swedish Research Council
- In oncology and neurology the F-18-radiolabeled glucose analogue 2-deoxy-2-[F-18]fluoro-D-glucose ([F-18]FDG) is by far the most commonly employed metabolic imaging agent for positron emission tomography (PET). Herein, we report a novel synthetic route to beta-configured mannopyranoside precursors and a chemoselective F-18-fluoroglycosylation method that employ two b-configured [F-18]FDG derivatives equipped with either a terminal azide or alkyne aglycon respectively, for use as a CuAAC clickable tool set for PET. The b-configured precursors provided the corresponding [F-18]FDGs in a radiochemical yield of 77-88%. Further, the clickability of these [F-18]FDGs was investigated by click coupling to the suitably functionalized Fmoc-protected amino acids, Fmoc-N-(propargyl)-glycine and Fmoc-3-azido-L-alanine, which provided the F-18-fluoroglycosylated amino acid conjugates in radiochemical yields of 75-83%. The F-18-fluoroglycosylated amino acids presented herein constitute a new and interesting class of metabolic PET radiotracers.
Subject headings and genre
- NATURVETENSKAP Kemi Organisk kemi hsv//swe
- NATURAL SCIENCES Chemical Sciences Organic Chemistry hsv//eng
- NATURVETENSKAP Kemi hsv//swe
- NATURAL SCIENCES Chemical Sciences hsv//eng
Added entries (persons, corporate bodies, meetings, titles ...)
- Nordeman, PatrikUppsala universitet,Avdelningen för organisk farmaceutisk kemi,Uppsala University, Sweden(Swepub:uu)patno435 (author)
- Fyrner, Timmy,1981-Linköpings universitet,Kemi,Tekniska fakulteten,Linkopings Univ, IFM Dept Biol Chem & Phys, S-58183 Linkoping, Sweden.(Swepub:liu)timfy80 (author)
- Antoni, GunnarUppsala universitet,Avdelningen för Molekylär Avbildning,Uppsala University, Sweden(Swepub:uu)gunnarat (author)
- Nilsson, Peter,1970-Linköpings universitet,Kemi,Tekniska fakulteten,Linkopings Univ, IFM Dept Biol Chem & Phys, S-58183 Linkoping, Sweden.(Swepub:liu)petni61 (author)
- Konradsson, Peter,1957-Linköpings universitet,Kemi,Tekniska fakulteten,Linkopings Univ, IFM Dept Biol Chem & Phys, S-58183 Linkoping, Sweden.(Swepub:liu)petko14 (author)
- Linköpings universitetKemi (creator_code:org_t)
Related titles
- In:New Journal of Chemistry: ROYAL SOC CHEMISTRY41:18, s. 10231-102361144-05461369-9261
Internet link
- https://liu.diva-portal.org/smash/get/diva2:1149178/FULLTEXT01.pdffulltext:print
- http://liu.diva-portal.org/smash/get/diva2:1149178/FULLTEXT01
- https://doi.org/10.1039/c7nj00716gFulltext
- https://uu.diva-portal.org/smash/get/diva2:1168204/FULLTEXT01.pdffulltext:print
- https://urn.kb.se/resolve?urn=urn:nbn:se:liu:diva-141934
- https://doi.org/10.1039/c7nj00716g
- https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-336822
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