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- W2028396968 abstract "Abstract A small library of sugar‐modified guanosine derivatives has been prepared, starting from a common intermediate, fully protected on the nucleobase. Insertion of myristoyl chains and of diverse hydrophilic groups, such as an oligoethylene glycol, an amino acid or a disaccharide chain, connected through in vivo reversible ester linkages, or of a charged functional group provided different examples of amphiphilic guanosine analogues, named G1 – G7 herein. All of the sugar‐modified derivatives were positive in the potassium picrate test, showing an ability to form G‐tetrads. CD spectra demonstrated that, as dilute solutions in CHCl 3 , distinctive G‐quadruplex systems may be formed, with spatial organisations dependent upon the structural modifications. Two compounds, G1 and G2 , proved to be good low‐molecular‐weight organogelators in polar organic solvents, such as methanol, ethanol and acetonitrile. Ion transportation experiments through phospholipid bilayers were carried out to evaluate their ability to mediate H + transportation, with G5 showing the highest activity within the investigated series. Moreover, G3 and G5 exhibited a significant cytotoxic profile against human MCF‐7 cancer cells in in vitro bioassays." @default.
- W2028396968 created "2016-06-24" @default.
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- W2028396968 date "2011-11-03" @default.
- W2028396968 modified "2023-10-18" @default.
- W2028396968 title "Design, Synthesis and Characterisation of Guanosine-Based Amphiphiles" @default.
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- W2028396968 doi "https://doi.org/10.1002/chem.201101827" @default.
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