Synthesis of perdeuterated and selectively deuterated phospholipids and lipids for neutron applications

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Date
2016-11-29
Journal Title
Journal ISSN
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Publisher
Australian Institute of Nuclear Science and Engineering
Abstract
The National Deuteration Facility (NDF) is focused on the provision of deuterated molecules which extends the options for contrast in neutron scattering to encompass not only solvent but molecular deuteration. Over the past few years the NDF has expanded its synthesis capability from simple deuterated fatty acids to complex deuterated molecules including lipids and phospholipids. We are now able to produce head or tail deuterated lipids including phospholipids based on oleic acid with a range of head groups (Fig. 1). These include perdeuterated 1,2-oleoyl-sn-glycero-3-phosphocholine (POPC), selectively deuterated POPC, branched chain (phytanic) phospholipids 1,2-diphytanoyl-sn-glycero-3-phosphocholine (DPhyPC), and perdeuterated mono oleoyl glycerol and phytanoyl monoethanolamide.[1] These lipids have been extensively used in constructing biologically more relevant model membranes and lipidic matrices for investigations using neutron studies. These include structural and dynamical studies of biomimetic membranes and the encapsulation of biomolecules in lipid-based bicontinuous cubic phases for drug-delivery, membrane protein crystallization, and biosensor applications. Details about design, synthesis and characterisation of these deuterated precursors and final compound will be presented.
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Keywords
Deuteration, Lipids, Phospholipids, Scattering, Oleic acid, Encapsulation
Citation
Yepuri, N. R., Darwish, T. A., Krause-Heuer, A., Leung, A., Cagnes, M., & Holden, P. J. (2016). Synthesis of perdeuterated and selectively deuterated phospholipids and lipids for neutron applications. Paper presented at 13th AINSE-ANBUG Neutron Scattering Symposium, Sydney, NSW, Australia, 29-30 November 2016.