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

Jimmy Weterings; Cristianne J. F. Rijcken; Harald Veldhuis; Tommi Meulemans; Darya Hadavi; Matt Timmers; Maarten Honing; Hans Ippel; Rob M. J. Liskamp

doi:10.1039/d0sc03477k

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

Jimmy Weterings
, Cristianne J. F. Rijcken
, Harald Veldhuis
, Tommi Meulemans
, Darya Hadavi
, Matt Timmers
, Maarten Honing
, Hans Ippel
, Rob M. J. Liskamp^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

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.

Original language	English
Pages (from-to)	9011-9016
Number of pages	6
Journal	Chemical Science
Volume	11
Issue number	33
DOIs	https://doi.org/10.1039/d0sc03477k
Publication status	Published - 7 Sept 2020

Keywords

CLICK CHEMISTRY
SULFOXIMINES

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10.1039/d0sc03477kLicence: CC BY-NC

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

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.",

keywords = "CLICK CHEMISTRY, SULFOXIMINES",

author = "Jimmy Weterings and Rijcken, \{Cristianne J. F.\} and Harald Veldhuis and Tommi Meulemans and Darya Hadavi and Matt Timmers and Maarten Honing and Hans Ippel and Liskamp, \{Rob M. J.\}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

year = "2020",

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day = "7",

doi = "10.1039/d0sc03477k",

language = "English",

volume = "11",

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journal = "Chemical Science",

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publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - TMTHSI, a superior 7-membered ring alkyne containing reagent for strain-promoted azide-alkyne cycloaddition reactions

AU - Weterings, Jimmy

AU - Rijcken, Cristianne J. F.

AU - Veldhuis, Harald

AU - Meulemans, Tommi

AU - Hadavi, Darya

AU - Timmers, Matt

AU - Honing, Maarten

AU - Ippel, Hans

AU - Liskamp, Rob M. J.

PY - 2020/9/7

Y1 - 2020/9/7

N2 - 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.

AB - 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.

KW - CLICK CHEMISTRY

KW - SULFOXIMINES

U2 - 10.1039/d0sc03477k

DO - 10.1039/d0sc03477k

M3 - Article

C2 - 34123155

SN - 2041-6520

VL - 11

SP - 9011

EP - 9016

JO - Chemical Science

JF - Chemical Science

IS - 33

ER -

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

Abstract

Keywords

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