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Macromolecular Uptake of Alkyl‐Chain‐Modified Guanidinoglycoside Molecular Transporters
Author(s) -
Inoue Makoto,
Wexselblatt Ezequiel,
Esko Jeffrey D.,
Tor Yitzhak
Publication year - 2014
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201300606
Subject(s) - internalization , chemistry , amphiphile , selectivity , heparan sulfate , cell , biophysics , transporter , biochemistry , förster resonance energy transfer , macromolecule , cell membrane , gene , biology , fluorescence , polymer , organic chemistry , physics , quantum mechanics , copolymer , catalysis
Guanidinoglycosides, a family of cellular transporters capable of delivering high M w biopolymers, have previously been shown to display high selectivity for cell‐surface heparan sulfate proteoglycans and promote their clustering. Herein, the internalization mechanism of amphiphilic guanidinoglycoside derivatives was investigated by cell‐surface FRET analysis. Unexpectedly, although the heparan sulfate selectivity is maintained, the cellular uptake of these derivatives does not appear to involve clustering of the proteoglycans on the cell surface. This suggests a distinct uptake mechanism when compared to the parent guanidinoglycoside‐based carriers.