Glycosyl-nucleolipids as new bioinspired amphiphiles

Laurent Latxague; Amit Patwa; Eric Amigues; Philippe Barthélémy

doi:10.3390/molecules181012241

Glycosyl-nucleolipids as new bioinspired amphiphiles

Laurent Latxague, Amit Patwa, Eric Amigues, Philippe Barthélémy^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

10 Citations (Scopus)

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_γlim) compared to the first generation of GNFs.

Original language	English
Pages (from-to)	12241-12263
Number of pages	23
Journal	Molecules
Volume	18
Issue number	10
DOIs	https://doi.org/10.3390/molecules181012241
Publication status	Published - Oct 2013
Externally published	Yes

Keywords

Amphiphiles
Fluorocarbon
Glycosyl
Nucleolipid
Nucleoside
Surface tension

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10.3390/molecules181012241

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title = "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 (lowerγlim) compared to the first generation of GNFs.",

keywords = "Amphiphiles, Fluorocarbon, Glycosyl, Nucleolipid, Nucleoside, Surface tension",

author = "Laurent Latxague and Amit Patwa and Eric Amigues and Philippe Barth{\'e}l{\'e}my",

year = "2013",

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doi = "10.3390/molecules181012241",

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pages = "12241--12263",

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T1 - Glycosyl-nucleolipids as new bioinspired amphiphiles

AU - Latxague, Laurent

AU - Patwa, Amit

AU - Amigues, Eric

AU - Barthélémy, Philippe

PY - 2013/10

Y1 - 2013/10

N2 - 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 (lowerγlim) compared to the first generation of GNFs.

AB - 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 (lowerγlim) compared to the first generation of GNFs.

KW - Amphiphiles

KW - Fluorocarbon

KW - Glycosyl

KW - Nucleolipid

KW - Nucleoside

KW - Surface tension

UR - http://www.scopus.com/inward/record.url?scp=84886637781&partnerID=8YFLogxK

U2 - 10.3390/molecules181012241

DO - 10.3390/molecules181012241

M3 - Article

C2 - 24084025

AN - SCOPUS:84886637781

SN - 1420-3049

VL - 18

SP - 12241

EP - 12263

JO - Molecules

JF - Molecules

IS - 10

ER -

Glycosyl-nucleolipids as new bioinspired amphiphiles

Abstract

Keywords

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