Issue 33, 2020
From the journal:

Chemical Science

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

Jimmy Weterings,a   Cristianne J. F. Rijcken,a   Harald Veldhuis,b   Tommi Meulemans,b   Darya Hadavi,c   Matt Timmers,a   Maarten Honing,c   Hans Ippeld  and  Rob M. J. Liskamp ORCID logo *adef  

* Corresponding authors

a Cristal Therapeutics, Oxfordlaan 55, 6229 EV Maastricht, The Netherlands
E-mail: robert.liskamp@cristaltherapeutics.com

b Mercachem, Kerkenbosch 1013, 6546 BB Nijmegen, The Netherlands

c The Maastricht Multimodal Molecular Imaging Institute (M4I), Maastricht University, Universiteitssingel 50, 6229 ER Maastricht, The Netherlands

d Department of Biochemistry, CARIM, Maastricht University, Universiteitssingel 50, 6229 ER Maastricht, The Netherlands

e School of Chemistry, Joseph Black Building, University of Glasgow, University Avenue, Glasgow G12 8QQ, UK
E-mail: robert.liskamp@glasgow.ac.uk

f Chemical Biology and Drug Discovery, Department of Pharmaceutics, Utrecht University, Universiteitsweg 99, 3584 CG Utrecht, The Netherlands

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.

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

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Article information

DOI
https://doi.org/10.1039/D0SC03477K
Article type
Edge Article
Submitted
23 Jun 2020
Accepted
08 Aug 2020
First published
10 Aug 2020
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2020,11, 9011-9016

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

J. Weterings, C. J. F. Rijcken, H. Veldhuis, T. Meulemans, D. Hadavi, M. Timmers, M. Honing, H. Ippel and R. M. J. Liskamp, Chem. Sci., 2020, 11, 9011 DOI: 10.1039/D0SC03477K

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