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Molecules 2013, 18(11), 13546-13573; doi:10.3390/molecules181113546

Synthesis and Thermotropic Phase Behavior of Four Glycoglycerolipids

1
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø, Denmark
2
Department of Plant and Environmental Sciences, University of Copenhagen, Thorvaldsensvej 40, Frederiksberg C 1871, Denmark
Physicochemical characterizations were performed by this author.
*
Authors to whom correspondence should be addressed.
Received: 16 September 2013 / Revised: 15 October 2013 / Accepted: 19 October 2013 / Published: 1 November 2013
(This article belongs to the Special Issue Synthesis, Structure, Analysis and Properties of Glycolipids)
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Abstract

Four glycoglycerolipids with different head groups have been synthesized and their physicochemical properties studied. The lengths of the head groups from a mono-saccharide to a trisaccharide, in addition to the anomeric stereochemistry for the smaller glycoglycerolipids, have been modified. The synthesis has been optimized to avoid glycerol epimerization and to allow up-scaling. The physicochemical properties of the glycoglycerolipids were studied and a strong de-mixing of the gel-phase, depending on the head-group, was observed.
Keywords: glycolipid synthesis; calorimetrics; biomimetic membranes; physiological conditions glycolipid synthesis; calorimetrics; biomimetic membranes; physiological conditions
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Hogendorf, W.F.J.; Jagalski, V.; Pomorski, T.G.; Bols, M.; Cárdenas, M.; Pedersen, C.M. Synthesis and Thermotropic Phase Behavior of Four Glycoglycerolipids. Molecules 2013, 18, 13546-13573.

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