Clickable fluorophores for biological Labeling - With or without copper

P. Kele, Xiaohua Li, Martin Link, K. Nagy, András Herner, Krisztián Lrincz, S. Béni, Otto S. Wolfbeis

Research output: Contribution to journalArticle

56 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 - 2009

Fingerprint

Fluorophores
Labeling
marking
Copper
Coloring Agents
dyes
copper
Azides
Biopolymers
Alkynes
Cycloaddition
CHO Cells
Cycloaddition Reaction
Biomolecules
Fluorescent Dyes
biopolymers
Polysaccharides
cycloaddition
alkynes
versatility

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Biochemistry

Cite this

Clickable fluorophores for biological Labeling - With or without copper. / Kele, P.; Li, Xiaohua; Link, Martin; Nagy, K.; Herner, András; Lrincz, Krisztián; Béni, S.; Wolfbeis, Otto S.

In: Organic and Biomolecular Chemistry, Vol. 7, No. 17, 2009, p. 3486-3490.

Research output: Contribution to journalArticle

Kele, P. ; Li, Xiaohua ; Link, Martin ; Nagy, K. ; Herner, András ; Lrincz, Krisztián ; Béni, S. ; Wolfbeis, Otto S. / Clickable fluorophores for biological Labeling - With or without copper. In: Organic and Biomolecular Chemistry. 2009 ; Vol. 7, No. 17. pp. 3486-3490.
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