Effect of Alkynyl Group on Reactivity in Photoaffinity Labeling with 2-Thienyl-Substituted α-Ketoamide

Takahiro Moriyama, Daiki Mizukami, Makoto Yoritate, Kazuteru Usui*, Daisuke Takahashi, Eisuke Ota, Mikiko Sodeoka, Tadashi Ueda, Satoru Karasawa, Go Hirai*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Minimalist photo-reactive probes, which consist of a photo-reactive group and a tag for detection of target proteins, are useful tools in chemical biology. Although several diazirine-based and aryl azide-based minimalist probes are available, no keto-based minimalist probe has yet been reported. Here we describe minimalist probes based on a 2-thienyl-substituted α-ketoamide bearing an alkyne group on the thiophene ring. The 3-alkyne probe showed the highest photo-affinity labeling efficiency.

Original languageEnglish
Article numbere202103925
JournalChemistry - A European Journal
Volume28
Issue number11
DOIs
Publication statusPublished - 2022 Feb 19
Externally publishedYes

Keywords

  • alkynes
  • photo-affinity labeling
  • spin density
  • thiophenes
  • α-ketoamides

ASJC Scopus subject areas

  • General Chemistry
  • Catalysis
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Effect of Alkynyl Group on Reactivity in Photoaffinity Labeling with 2-Thienyl-Substituted α-Ketoamide'. Together they form a unique fingerprint.

Cite this