Phospholipid-dextran with a single coupling point: a useful amphiphile for functionalization of nanomaterials

J Am Chem Soc. 2009 Jan 14;131(1):289-96. doi: 10.1021/ja807307e.

Abstract

Nanomaterials hold much promise for biological applications, but they require appropriate functionalization to provide biocompatibility in biological environments. For noncovalent functionalization with biocompatible polymers, the polymer must also remain attached to the nanomaterial after removal of its excess to mimic the high-dilution conditions of administration in vivo. Reported here are the synthesis and utilization of singly substituted conjugates of dextran and a phospholipid (dextran-DSPE) as stable coatings for nanomaterials. Suspensions of single-walled carbon nanotubes were found not only to be stable to phosphate buffered saline (PBS), serum, and a variety of pH's after excess polymer removal, but also to provide brighter photoluminescence than carbon nanotubes suspended by poly(ethylene glycol)-DSPE. In addition, both gold nanoparticles (AuNPs) and gold nanorods (AuNRs) were found to maintain their dispersion and characteristic optical absorbance after transfer into dextran-DSPE and were obtained in much better yield than similar suspensions with PEG-phospholipid and commonly used thiol-PEG. These suspensions were also stable to PBS, serum, and a variety of pH's after removal of excess polymer. dextran-DSPE thus shows great promise as a general surfactant material for the functionalization of a variety of nanomaterials, which could facilitate future biological applications.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Coated Materials, Biocompatible / chemical synthesis*
  • Coated Materials, Biocompatible / chemistry
  • Dextrans / chemistry*
  • Drug Stability
  • Luminescent Measurements
  • Metal Nanoparticles / chemistry*
  • Micelles
  • Nanotubes / chemistry
  • Nanotubes, Carbon / chemistry*
  • Phosphatidylethanolamines / chemistry*
  • Polyethylene Glycols / chemistry*
  • Spectrometry, Fluorescence

Substances

  • Coated Materials, Biocompatible
  • Dextrans
  • Micelles
  • Nanotubes, Carbon
  • Phosphatidylethanolamines
  • 1,2-distearoylphosphatidylethanolamine
  • Polyethylene Glycols