4.7 Article

Selective Uptake of a Fructose Glycopolymer Prepared by RAFT Polymerization into Human Breast Cancer Cells

期刊

MACROMOLECULAR BIOSCIENCE
卷 16, 期 4, 页码 508-521

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/mabi.201500346

关键词

cancer; cell-uptake; fructose; glycopolymer; RAFT polymerization

资金

  1. Carl-Zeiss Foundation (Strukturantrag JCSM)
  2. Thuringian Ministry for Education, Science, and Culture (TMBWK) [B514-09051]

向作者/读者索取更多资源

A new methacrylic fructose glycomonomer is synthesized and copolymerized with N-isopropyl acrylamide by reversible addition fragmentation chain transfer (RAFT) polymerization. By additional copolymerization of the analog mannose, glucose, and galactose glycomonomers, a set of glycopolymers is obtained which vary in the type of sugar attached to the polyacrylamide backbone. The glycopolymers are subsequently deprotected and characterized by size exclusion chromatography, FT-IR and NMR spectroscopy, elemental analysis, as well as turbidimetry, revealing the thermoresponsive character of all synthesized glycopolymers. The deprotected glycopolymers are subsequently labeled with a Rhodamine B derivative, utilizing the thiol-functionalities derived from the RAFT end-groups. As concluded from the ArlamaBlue assay, the glycopolymers are not cytotoxic. Finally, cellular uptake studies reveal a higher uptake of the fructose polymer into MDA-MB-231 breast cancer cells compared to the other glycopolymers, which demonstrates the high potential of fructosylated polymers for potential applications in the targeted treatment of breast cancer.

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