Next Article in Journal
The Seasonal Variation of the Chemical Composition of Essential Oils from Porcelia macrocarpa R.E. Fries (Annonaceae) and Their Antimicrobial Activity
Next Article in Special Issue
Extending the Glucosyl Ceramide Cassette Approach: Application in the Total Synthesis of Ganglioside GalNAc-GM1b
Previous Article in Journal
Optimization of Ultrasonic Extraction of Phenolic Antioxidants from Green Tea Using Response Surface Methodology
Previous Article in Special Issue
Synthesis of a-O- and a-S-Glycosphingolipids Related to Sphingomonous cell Wall Antigens Using Anomerisation
Molecules 2013, 18(11), 13546-13573; doi:10.3390/molecules181113546

Synthesis and Thermotropic Phase Behavior of Four Glycoglycerolipids

1, 1,†, 2, 1, 1,*  and 1,*
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)
View Full-Text   |   Download PDF [799 KB, uploaded 18 June 2014]   |  


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).

Supplementary material


Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
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.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here


[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert