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  • Bidesi, Natasha Shalina RadjaniUniv Copenhagen, Fac Hlth & Med Sci, Dept Drug Design & Pharmacol, Jagtvej 160, DK-2100 Copenhagen, Denmark. (author)

Development of the First Tritiated Tetrazine : Facilitating Tritiation of Proteins

  • Article/chapterEnglish2022

Publisher, publication year, extent ...

  • 2022-11-04
  • John Wiley & Sons,2022
  • electronicrdacarrier

Numbers

  • LIBRIS-ID:oai:DiVA.org:uu-497353
  • https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-497353URI
  • https://doi.org/10.1002/cbic.202200539DOI

Supplementary language notes

  • Language:English
  • Summary in:English

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  • Subject category:ref swepub-contenttype
  • Subject category:art swepub-publicationtype

Notes

  • Tetrazine (Tz)-trans-cyclooctene (TCO) ligation is an ultra-fast and highly selective reaction and it is particularly suited to label biomolecules under physiological conditions. As such, a H-3-Tz based synthon would have wide applications for in vitro/ex vivo assays. In this study, we developed a H-3-labeled Tz and characterized its potential for application to pretargeted autoradiography. Several strategies were explored to synthesize such a Tz. However, classical approaches such as reductive halogenation failed. For this reason, we designed a Tz containing an aldehyde and explored the possibility of reducing this group with NaBT4. This approach was successful and resulted in [H-3]-(4-(6-(pyridin-2-yl)-1,2,4,5-tetrazin-3-yl)phenyl)methan-t-ol with a radiochemical yield of 22 %, a radiochemical purity of 96 % and a molar activity of 0.437 GBq/mu mol (11.8 Ci/mmol). The compound was successfully applied to pretargeted autoradiography. Thus, we report the synthesis of the first H-3-labeled Tz and its successful application as a labeling building block.

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  • Battisti, Umberto MariaUniv Copenhagen, Fac Hlth & Med Sci, Dept Drug Design & Pharmacol, Jagtvej 160, DK-2100 Copenhagen, Denmark. (author)
  • van de Broek, Sara LopesUniv Copenhagen, Fac Hlth & Med Sci, Dept Drug Design & Pharmacol, Jagtvej 160, DK-2100 Copenhagen, Denmark. (author)
  • Shalgunov, VladimirUniv Copenhagen, Fac Hlth & Med Sci, Dept Drug Design & Pharmacol, Jagtvej 160, DK-2100 Copenhagen, Denmark.;Rigshosp, Dept Clin Physiol, Nucl Med, Blegdamsvej 9, DK-2100 Copenhagen, Denmark.;Rigshosp, PET, Blegdamsvej 9, DK-2100 Copenhagen, Denmark. (author)
  • Dall, Anne-MetteNovo Nordisk AS, Smormosevej 17-19, DK-2880 Copenhagen, Denmark. (author)
  • Kristensen, Jesper BoggildNovo Nordisk AS, Smormosevej 17-19, DK-2880 Copenhagen, Denmark. (author)
  • Sehlin, Dag,1976-Uppsala universitet,Institutionen för folkhälso- och vårdvetenskap(Swepub:uu)daseh499 (author)
  • Syvänen, StinaUppsala universitet,Institutionen för folkhälso- och vårdvetenskap(Swepub:uu)stsyv838 (author)
  • Knudsen, Gitte MoosRigshosp, Neurobiol Res Unit, Blegdamsvej 9, DK-2100 Copenhagen, Denmark. (author)
  • Herth, Matthias ManfredUniv Copenhagen, Fac Hlth & Med Sci, Dept Drug Design & Pharmacol, Jagtvej 160, DK-2100 Copenhagen, Denmark.;Rigshosp, Dept Clin Physiol, Nucl Med, Blegdamsvej 9, DK-2100 Copenhagen, Denmark.;Rigshosp, PET, Blegdamsvej 9, DK-2100 Copenhagen, Denmark. (author)
  • Univ Copenhagen, Fac Hlth & Med Sci, Dept Drug Design & Pharmacol, Jagtvej 160, DK-2100 Copenhagen, Denmark.Univ Copenhagen, Fac Hlth & Med Sci, Dept Drug Design & Pharmacol, Jagtvej 160, DK-2100 Copenhagen, Denmark.;Rigshosp, Dept Clin Physiol, Nucl Med, Blegdamsvej 9, DK-2100 Copenhagen, Denmark.;Rigshosp, PET, Blegdamsvej 9, DK-2100 Copenhagen, Denmark. (creator_code:org_t)

Related titles

  • In:ChemBioChem: John Wiley & Sons23:231439-42271439-7633

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