Improved performance by replacing iminodiacetic residues with glyceryl residues in symmetrically branched oligoglycerols

Bioorg Med Chem Lett. 2011 Aug 15;21(16):4724-7. doi: 10.1016/j.bmcl.2011.06.064. Epub 2011 Jun 25.

Abstract

Synthesis of a symmetrically branched diglycerol (BGL002, involving one iminodiacetic residue) as a G2 dendron, and the tetradecaglycerol (BGL014, involving one iminodiacetic residue) as a G4 dendron, is described. Several members of the BGL family of G2-G4 dendrons were assembled, with G2 bearing four hydroxyl groups at the terminus region, G3 bearing eight, and G4 bearing sixteen. It is noteworthy that triglycerol (BGL003, including no iminodiacetic residue), has a water-solubility ten times higher than BGL002, and the liposome surrounded by BGL014 has a duration period in blood vessel roughly two times longer than the liposome surrounded by dodecaglycerol (BGL012, including three iminodiacetic residues).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Glycerol / analogs & derivatives
  • Glycerol / chemical synthesis*
  • Glycerol / chemistry
  • Imino Acids / chemistry*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Imino Acids
  • Glycerol
  • iminodiacetic acid