Issue 10, 2013

Biotin-end-functionalized highly fluorescent water-soluble polymers

Abstract

Many biosensing and imaging systems use fluorescence detection. We present the synthesis of biotin-end-functionalized highly fluorescent water-soluble polymers for potential use in biotin–avidin systems. Statistical polymers of N-acryloylmorpholine (NAM) and N-acryloxysuccinimide (NAS) were prepared by RAFT polymerization using a biotinylated chain transfer agent that ensured 95% end-functionalization of the chains. They were further labeled with a lucifer yellow (LY) dye, yielding 7 to 62 LY fluorophores per polymer chain. The resulting polymers exhibited reduced fluorescence self-quenching, with 7- to 43-fold higher brightness than free LY dye. In addition, they featured low pH sensitivity and very good photobleaching resistance. Moreover, we showed that a more extended polymer conformation was beneficial to the binding of the terminal biotin with streptavidin. This work paves the way for the development of polymers for signal amplification in biosensing assays, labeling of biotin-receptors at cell surfaces in some cancer studies, labeling of antibodies and microscopy imaging purposes.

Graphical abstract: Biotin-end-functionalized highly fluorescent water-soluble polymers

Supplementary files

Article information

Article type
Paper
Submitted
14 Jan 2013
Accepted
22 Feb 2013
First published
26 Feb 2013

Polym. Chem., 2013,4, 2968-2981

Biotin-end-functionalized highly fluorescent water-soluble polymers

P. Relogio, M. Bathfield, Z. Haftek-Terreau, M. Beija, A. Favier, M. Giraud-Panis, F. D'Agosto, B. Mandrand, J. P. S. Farinha, M. Charreyre and J. M. G. Martinho, Polym. Chem., 2013, 4, 2968 DOI: 10.1039/C3PY00059A

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