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Glycosyl-Nucleolipids as new bioinspired amphiphiles.


ABSTRACT: Four new Glycosyl-NucleoLipid (GNL) analogs featuring either a single fluorocarbon or double hydrocarbon chains were synthesized in good yields from azido thymidine as starting material. Physicochemical studies (surface tension measurements, differential scanning calorimetry) indicate that hydroxybutanamide-based GNLs feature endothermic phase transition temperatures like the previously reported double chain glycerol-based GNLs. The second generation of GNFs featuring a free nucleobase reported here presents a better surface activity (lower glim) compared to the first generation of GNFs.

SUBMITTER: Latxague L 

PROVIDER: S-EPMC6270249 | biostudies-other | 2013

REPOSITORIES: biostudies-other

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Glycosyl-Nucleolipids as new bioinspired amphiphiles.

Latxague Laurent L   Patwa Amit A   Amigues Eric E   Barthélémy Philippe P  

Molecules (Basel, Switzerland) 20130930 10


Four new Glycosyl-NucleoLipid (GNL) analogs featuring either a single fluorocarbon or double hydrocarbon chains were synthesized in good yields from azido thymidine as starting material. Physicochemical studies (surface tension measurements, differential scanning calorimetry) indicate that hydroxybutanamide-based GNLs feature endothermic phase transition temperatures like the previously reported double chain glycerol-based GNLs. The second generation of GNFs featuring a free nucleobase reported  ...[more]

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