PMID- 19928787 OWN - NLM STAT- PubMed-not-MEDLINE DCOM- 20100528 LR - 20100223 IS - 1520-5827 (Electronic) IS - 0743-7463 (Linking) VI - 26 IP - 5 DP - 2010 Mar 2 TI - Ordered nanostructured amphiphile self-assembly materials from endogenous nonionic unsaturated monoethanolamide lipids in water. PG - 3084-94 LID - 10.1021/la903005q [doi] AB - The self-assembly, solid state and lyotropic liquid crystalline phase behavior of a series of endogenous n-acylethanolamides (NAEs) with differing degrees of unsaturation, viz., oleoyl monoethanolamide, linoleoyl monoethanolamide, and linolenoyl monoethanolamide, have been examined. The studied molecules are known to possess inherent biological function. Both the monoethanolamide headgroup and the unsaturated hydrophobe are found to be important in dictating the self-assembly behavior of these molecules. In addition, all three molecules form lyotropic liquid crystalline phases in water, including the inverse bicontinuous cubic diamond (Q(II)(D)) and gyroid (Q(II)(G)) phases. The ability of the NAE's to form inverse cubic phases and to be dispersed into ordered nanostructured colloidal particles, cubosomes, in excess water, combined with their endogenous nature and natural medicinal properties, makes this new class of soft mesoporous amphiphile self-assembly materials suitable candidates for investigation in a variety of advanced multifunctional applications, including encapsulation and controlled release of therapeutic agents and incorporation of medical imaging agents. FAU - Sagnella, Sharon M AU - Sagnella SM AD - CSIRO Molecular and Health Technologies, Bag 184, North Ryde, NSW, 1670 Australia. FAU - Conn, Charlotte E AU - Conn CE FAU - Krodkiewska, Irena AU - Krodkiewska I FAU - Moghaddam, Minoo AU - Moghaddam M FAU - Seddon, John M AU - Seddon JM FAU - Drummond, Calum J AU - Drummond CJ LA - eng PT - Journal Article PL - United States TA - Langmuir JT - Langmuir : the ACS journal of surfaces and colloids JID - 9882736 EDAT- 2009/11/26 06:00 MHDA- 2009/11/26 06:01 CRDT- 2009/11/26 06:00 PHST- 2009/11/26 06:00 [entrez] PHST- 2009/11/26 06:00 [pubmed] PHST- 2009/11/26 06:01 [medline] AID - 10.1021/la903005q [doi] PST - ppublish SO - Langmuir. 2010 Mar 2;26(5):3084-94. doi: 10.1021/la903005q.