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The high affinity of GLUT5 transporter for d-fructose in breast cancer cells has been discussed intensely. In this contribution, high molar mass linear poly(ethylene imine) (LPEI) is functionalized with d-fructose moieties to combine the selectivity for the GLUT5 transporter with the delivery potential of PEI for genetic material. The four-step synthesis of a thiol-group bearing d-fructose enables the decoration of a cationic polymer backbone with d-fructose via thiol-ene photoaddition. The functionalization of LPEI is confirmed by 2D NMR techniques, elemental analysis, and size exclusion chromatography. Importantly, a d-fructose decoration of 16% renders the polymers water-soluble and eliminates the cytotoxicity of PEI in noncancer L929 cells, accompanied by a reduced unspecific cellular uptake of the genetic material. In contrast, the cytotoxicity as well as the cell specific uptake is increased for triple negative MDA-MB-231 breast cancer cells. Therefore, the introduction of d-fructose shows superior potential for cell targeting, which can be assumed to be GLUT5 dependent.
SEEK ID: https://data.chembiosys.de/publications/47
PubMed ID: 28371343
Projects: B4
Publication type: Not specified
Journal: Macromol Biosci
Citation: Macromol Biosci. 2017 Apr 3. doi: 10.1002/mabi.201600502.
Date Published: 4th Apr 2017
Registered Mode: Not specified
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Views: 2207
Created: 3rd Jul 2017 at 10:53
Last updated: 9th Feb 2023 at 08:34
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