title: Design and synthesis of lipids for the fabrication of functional lipidic cubic-phase biomaterials.
abstract: A series of novel lipids with designed functionalities were synthesized. These lipids are based on conjugation of α-amino acids and their esters, cationic, anionic, neutral, and photochromic moieties to the lipophilic 9-cis octadecenyl chains by amide, ester, thioester, or amine bonds. Because of the plasticity of lipidic cubic phases, it is envisaged that when mixed with monooleoyl-rac-glycerol (monoolein, MO) and water at appropriate proportions, they would assemble to form bicontinuous lipidic cubic phases (LCPs) that exhibit the well-known material properties of LCPs such as phase stability, optical transparency, and chemical permeability. Moreover, due to the nature and position of the functionality at the headgroup region, we envision them to perform as functional materials by design.
authors.affiliation: Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, 8057 Zurich, Switzerland.
authors.forename: Yazmin M
authors.initials: YM
authors.lastname: Osornio
authors.forename: Peter
authors.initials: P
authors.lastname: Uebelhart
authors.forename: Silvan
authors.initials: S
authors.lastname: Bosshard
authors.forename: Fabian
authors.initials: F
authors.lastname: Konrad
authors.forename: Jay S
authors.initials: JS
authors.lastname: Siegel
authors.forename: Ehud M
authors.initials: EM
authors.lastname: Landau
mesh_terms: D001672:Biocompatible Materials / Q000138:chemical synthesis* / Q000737:chemistry; D015195:Drug Design; D005989:Glycerides / Q000737:chemistry*; D005990:Glycerol / Q000737:chemistry*; D008055:Lipids / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008954:Models, Biological
chemical_list: D001672:Biocompatible Materials; D005989:Glycerides; D008055:Lipids; C471272:1-monooleoyl-rac-glycerol; D005990:Glycerol