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

Bioorganic & medicinal chemistry letters (2011-07-16)
Hisao Nemoto, Atsushi Ishihara, Takaaki Araki, Ayato Katagiri, Masaki Kamiya, Tsuyoshi Matsushita, Hatsuhiko Hattori, Yukiteru Mimura, Yutaka Tomoda, Motoo Yamasaki
RÉSUMÉ

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).

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Sigma-Aldrich
Iminodiacetic acid, 98%
Sigma-Aldrich
Iminodiacetic acid, purum, ≥98.0% (T)