Clickable fluorophores for biological Labeling - With or without copper

Péter Kele, Xiaohua Li, Martin Link, Krisztina Nagy, András Herner, Krisztián Lrincz, Szabolcs Béni, Otto S. Wolfbeis

Research output: Contribution to journalArticle

57 Citations (Scopus)

Abstract

The synthesis of a set of new clickable fluorophores that virtually cover the whole visible spectrum reaching the near infra-red regime is presented herein. Besides dyes that are capable of participating in classical copper catalyzed 1,3-dipolar cycloaddition reactions with the counterparting function we have also prepared dyes containing a cyclooctyne moiety, an alkyne derivative that enables copper free clicking to azides. The suitability of these dyes for fluorescent labeling of biomolecules is presented by examples on model frameworks representing major biopolymer building blocks. The versatility of these dyes is presented in cell labeling experiments as well as by labeling the azide modified surface glycans of CHO-cells either by copper catalyzed or copper-free click reaction. These dyes are expected to have a large variety of applications in (bio)orthogonal labeling schemes both in vivo and in vitro.

Original languageEnglish
Pages (from-to)3486-3490
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume7
Issue number17
DOIs
Publication statusPublished - Sep 25 2009

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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