Literature DB >> 25658061

Synthesis, emulsification and self-assembly properties of sugar-containing semifluorinated amphiphiles.

Andrew V Razgulin1, Sandro Mecozzi2.   

Abstract

Surfactants with two and three monosaccharide-based heads and a perfluoroalkyl tail have been synthesized. Perfluoroalkyl C3-symmetric triol and C2-symmetric diol were conveniently prepared via Cu-catalyzed azide-alkyne cycloaddition between a fluorous alkyne and tertiary and secondary azides, respectively. Glycosylation of the perfluoroalkyl diol and triol led to orthoester-type structures, which were evaluated for their capacity to stabilize aqueous emulsions of highly fluorinated anesthetics. The self-assembly properties of the tri-sugar amphiphile were examined by transmission electron microscopy.
Copyright © 2015 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Fluorous emulsions; Self-assembly; Semifluorinated; Sugar-based amphiphiles

Mesh：

Substances：

Year:  2015        PMID： 25658061      PMCID： PMC4342307          DOI： 10.1016/j.carres.2014.12.009

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN： 0008-6215            Impact factor:   2.104


  22 in total

1.  Novel perfluoroalkylated derivatives of D-galactopyranose and xylitol for biomedical uses. Hemocompatibility and effect on perfluorocarbon emulsions.

Authors:  Vladimír Církva; Radek Polák; Oldrich Paleta; Karel Kefurt; Jitka Moravcová; Milan Kodícek; Stanislav Forman
Journal:  Carbohydr Res       Date:  2004-09-13       Impact factor: 2.104

2.  The efficacy and safety of intravenous emulsified isoflurane in rats.

Authors:  Jian-Xin Zhou; Nan-Fu Luo; Xiao-Min Liang; Jin Liu
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3.  Fluorous click chemistry as a practical tagging method.

Authors:  Zoltán Kaleta; Orsolya Egyed; Tibor Soós
Journal:  Org Biomol Chem       Date:  2005-05-11       Impact factor: 3.876

4.  Combination of perfluoroalkyl and triazole moieties: a new recovery strategy for TEMPO.

Authors:  Alexandru Gheorghe; Tamilselvi Chinnusamy; Erick Cuevas-Yañez; Petra Hilgers; Oliver Reiser
Journal:  Org Lett       Date:  2008-08-28       Impact factor: 6.005

Review 5.  Inhalation anesthesiology and volatile liquid anesthetics: focus on isoflurane, desflurane, and sevoflurane.

Authors:  Eileen M Sakai; Lois A Connolly; James A Klauck
Journal:  Pharmacotherapy       Date:  2005-12       Impact factor: 4.705

6.  Novel fluoro-surfactants for perfluorochemical emulsification. Effects on aggregation of human platelets in vitro and possible applications as anti-thrombotic agents.

Authors:  C M Edwards; K C Lowe; S Heptinstall; P Lucas; H Trabelsi; A Cambon
Journal:  Adv Exp Med Biol       Date:  1997       Impact factor: 2.622

7.  Intravenous infusion of halothane dissolved in fat. Haemodynamic effects in dogs.

Authors:  B Biber; G Johannesson; O Lennander; J Martner; H Sonander; O Werner
Journal:  Acta Anaesthesiol Scand       Date:  1984-08       Impact factor: 2.105

Review 8.  Perfluorocarbon-based oxygen delivery.

Authors:  Jean G Riess
Journal:  Artif Cells Blood Substit Immobil Biotechnol       Date:  2006

9.  Glucose-based surfactants with hydrogenated, fluorinated, or hemifluorinated tails: synthesis and comparative physical-chemical characterization.

Authors:  Maher Abla; Grégory Durand; Bernard Pucci
Journal:  J Org Chem       Date:  2008-09-30       Impact factor: 4.354

10.  Vesicles and other supramolecular systems from biocompatible synthetic glycolipids with hydrocarbon and/or fluorocarbon chains.

Authors:  C Guedj; B Pucci; L Zarif; C Coulomb; J G Riess; A A Pavia
Journal:  Chem Phys Lipids       Date:  1994-08-08       Impact factor: 3.329
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