TMTHSI, a superior 7-membered ring alkyne containing reagent for strain-promoted azide-alkyne cycloaddition reactions

  • Chem Sci. 2020 Aug 10;11(33):9011-9016. doi: 10.1039/d0sc03477k.
Jimmy Weterings  1 ,  Cristianne J F Rijcken  1 ,  Harald Veldhuis  2 ,  Tommi Meulemans  2 ,  Darya Hadavi  3 ,  Matt Timmers  1 ,  Maarten Honing  3 ,  Hans Ippel  4 ,  Rob M J Liskamp  1  4  5  6
Affiliations
  • 1. Cristal Therapeutics Oxfordlaan 55 6229 EV Maastricht The Netherlands [email protected].
  • 2. Mercachem Kerkenbosch 1013 6546 BB Nijmegen The Netherlands.
  • 3. The Maastricht Multimodal Molecular Imaging Institute (M4I), Maastricht University Universiteitssingel 50 6229 ER Maastricht The Netherlands.
  • 4. Department of Biochemistry, CARIM, Maastricht University Universiteitssingel 50 6229 ER Maastricht The Netherlands.
  • 5. School of Chemistry, Joseph Black Building, University of Glasgow University Avenue Glasgow G12 8QQ UK [email protected].
  • 6. Chemical Biology and Drug Discovery, Department of Pharmaceutics, Utrecht University Universiteitsweg 99 3584 CG Utrecht The Netherlands.
PMID: 34123155 DOI: 10.1039/d0sc03477k
Abstract

We describe the development of TMTH-SulfoxImine (TMTHSI) as a superior click reagent. This reagent combines a great reactivity, with small size and low hydrophobicity and compares outstandingly with existing click reagents. TMTHSI can be conveniently functionalized with a variety of linkers allowing attachment of a diversity of small molecules and (peptide, nucleic acid) biologics.

Products