Thermoresponsive nanostructures by self-assembly of a poly(N-isopropylacrylamide)-lipid conjugate

J Am Chem Soc. 2004 Mar 3;126(8):2290-1. doi: 10.1021/ja039023e.

Abstract

The synthesis and purification of a poly(N-isopropylacrylamide)-lipid conjugate and its use in the preparation of a thermoresponsive lipid mesophase is described. Specifically, poly(N-isopropylacrylamide) with a single carboxyl group at one end was activated with dicyclohexylcarbodiimide/N-hydroxysuccinimide to form an active ester. This N-hydroxysuccinimide ester was then used to form a dimyristoyl-sn-glycero-3-phosphoethanolamine conjugate with poly(N-isopropylacrylamide) via an amide bond, rendering the conjugate amphiphilic. Quaternary phases comprising the conjugate, a phosopholipid, dimyristoylphosphatidylcholine, and a cosurfactant, N,N-dimethyldodecylamine-N-oxide, dispersed in water were found to self-assemble at room temperature to form liquid crystalline gels, adopting an expanded lamellar structure. A modest increase in temperature triggered the reversible conversion of the aggregate to a collapsed lamellar structure, while a modest reduction in temperature resulted in its conversion to a nonlamellar phase. The phases were characterized by polarized optical microscopy and small-angle X-ray scattering (SAXS).

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Acrylic Resins / chemical synthesis
  • Acrylic Resins / chemistry*
  • Magnetic Resonance Spectroscopy
  • Nanotechnology / methods*
  • Phosphatidylethanolamines / chemical synthesis
  • Phosphatidylethanolamines / chemistry*
  • Scattering, Radiation
  • Spectrum Analysis
  • Temperature
  • X-Ray Diffraction
  • X-Rays

Substances

  • Acrylic Resins
  • Phosphatidylethanolamines
  • poly-N-isopropylacrylamide
  • 1,2-dimyristoylphosphatidylethanolamine