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
Article

Synthesis and Thermotropic Phase Behavior of Four Glycoglycerolipids

1, 1,†, 2, 1, 1,*  and 1,*
Received: 16 September 2013; in revised form: 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)
Download PDF [799 KB, uploaded 18 June 2014]
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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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.

AMA Style

Hogendorf WFJ, Jagalski V, Pomorski TG, Bols M, Cárdenas M, Pedersen CM. Synthesis and Thermotropic Phase Behavior of Four Glycoglycerolipids. Molecules. 2013; 18(11):13546-13573.

Chicago/Turabian Style

Hogendorf, Wouter F.J.; Jagalski, Vivien; Pomorski, Thomas G.; Bols, Mikael; Cárdenas, Marité; Pedersen, Christian M. 2013. "Synthesis and Thermotropic Phase Behavior of Four Glycoglycerolipids." Molecules 18, no. 11: 13546-13573.


Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
{"cc_re__cc_re__cc_by_3_0": ["ikael Bols\">\n            <meta name=\"dc.creator\" content=\"Marit\u00e9 C\u00e1rdenas\">\n            <meta name=\"dc.creator\" content=\"Christian Pedersen\">\n        \n    <meta name=\"dc.type\" content=\"Article\">\n    <meta name=\"dc.source\" content=\"Molecules 2013, Vol. 18, Pages 13546-13573\">\n    <meta name=\"dc.date\" content=\"2013-11-01\">\n            <meta name =\"dc.identifier\" content=\"10.3390/molecules181113546\">\n    \n    <meta name=\"dc.publisher\" content=\"Multidisciplinary Digital Publishing Institute\">\n    <meta name=\"dc.rights\" content=\"http://creativecommons.org/licenses/by/3.0/\">\n    <meta name=\"dc.format\" content=\"application/pdf\" >\n    <meta name=\"dc.language\" content=\"en\" >\n\t<meta name=\"dc.description\" content=\"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 an", "etic membranes;  physiological conditions</span>\t\t  \t<span>\t\t\t  \t\t<a href=\"/search?q=glycolipid synthesis\">glycolipid synthesis</a>;\t\t\t  \t\t<a href=\"/search?q=calorimetrics\">calorimetrics</a>;\t\t\t  \t\t<a href=\"/search?q=biomimetic membranes\">biomimetic membranes</a>;\t\t\t  \t\t<a href=\"/search?q=physiological conditions\">physiological conditions</a></span>\n\t\t  </div>\n\t\t\n\n\t\t\n\t\t<div class=\"licenseText\" style=\"padding: 1em; text-align: justify;\">\n\t\t<em>This is an open access article distributed under the <a href=\"http://creativecommons.org/licenses/by/3.0/\" target=\"_blank\">\n\t\tCreative Commons Attribution License</a> which permits unrestricted use, distribution,\n\t\tand reproduction in any medium, provided the original work is properly cited.</em>\n\t\t</div>\n\n   </div>   <div id=\"tabs-4\" class=\"ui-tabs-panel\">\n\t\t\t\t\t\t<ul>\n\t\t    \t\t    \t\t        \t\t        \t\t        <li><a name=\"supplementary_file1\"></a><b>Supplementary File 1:</b>\n\t\t\t\t\t<p>\n\t\t                \t\t                    <a href=\"/1420-3049/18/11/13546/s1\">\n\t\t                    \t\t                        Supplemen"], "copyright__copyright__copyright": [" Bols M, C\u00e1rdenas M, Pedersen CM. Synthesis and Thermotropic Phase Behavior of Four Glycoglycerolipids. Molecules. 2013; 18(11):13546-13573.\n\nChicago/Turabian Style\n\nHogendorf, Wouter F.J.; Jagalski, Vivien; Pomorski, Thomas G.; Bols, Mikael; C\u00e1rdenas, Marit\u00e9; Pedersen, Christian M. 2013. \"Synthesis and Thermotropic Phase Behavior of Four Glycoglycerolipids.\" Molecules 18, no. 11: 13546-13573.\n\n\nMolecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert"]}