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Issue 17, 2009
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Clickable fluorophores for biological labeling—with or without copper

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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.

Graphical abstract: Clickable fluorophores for biological labeling—with or without copper

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Publication details

The article was received on 17 Apr 2009, accepted on 12 Jun 2009 and first published on 07 Jul 2009


Article type: Paper
DOI: 10.1039/B907741C
Citation: Org. Biomol. Chem., 2009,7, 3486-3490
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    Clickable fluorophores for biological labeling—with or without copper

    P. Kele, X. Li, M. Link, K. Nagy, A. Herner, K. Lőrincz, S. Béni and O. S. Wolfbeis, Org. Biomol. Chem., 2009, 7, 3486
    DOI: 10.1039/B907741C

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