Abstract
We present here a general methodology for significantly increasing the number of dye/drug molecules that can be attached per protein molecule. As a demonstration of this approach, poly(acrylic acid) (PAA)-based near-infrared fluorescence (NIRF) dye- and glucose-incorporated novel copolymers were synthesized, which were further employed for bioconjugation to avidin and bovine serum albumin (BSA). In this method, azide-terminated poly(tert-butyl acrylate) was synthesized via atom transfer radical polymerization (ATRP). Subsequent deprotection was performed to yield poly(acrylic acid) (PAA) possessing a reactive chain-end. A one-pot sequential amidation of the PAA with the amine derivatives of a near-infrared fluorescent dye (ADS832WS) and glucose produced NIRF dye-incorporated water-soluble copolymers. End-group modifications were performed to produce alkyne/biotin-terminated copolymers, which were further employed to generate dye-incorporated polymer–protein hybrids via the biotin–avidin interaction with avidin or by “click” bioconjugation with azide-modified BSA.
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Acknowledgments
We sincerely thank Dr. K. B. Sharpless for providing us with the TPTA “click” ligand. The National Science Foundation (CHE-0723028) and PSC-CUNY provided financial support for this work.
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Dolai, S., Shi, W., Mondal, B., Raja, K. (2011). Synthesis of Drug/Dye-Incorporated Polymer–Protein Hybrids. In: Mark, S. (eds) Bioconjugation Protocols. Methods in Molecular Biology, vol 751. Humana Press. https://doi.org/10.1007/978-1-61779-151-2_3
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DOI: https://doi.org/10.1007/978-1-61779-151-2_3
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