Beilstein Journal of Organic Chemistry (Mar 2014)

Polyglycerol-functionalized nanodiamond as a platform for gene delivery: Derivatization, characterization, and hybridization with DNA

  • Li Zhao,
  • Yuki Nakae,
  • Hongmei Qin,
  • Tadamasa Ito,
  • Takahide Kimura,
  • Hideto Kojima,
  • Lawrence Chan,
  • Naoki Komatsu

DOI
https://doi.org/10.3762/bjoc.10.64
Journal volume & issue
Vol. 10, no. 1
pp. 707 – 713

Abstract

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A gene vector consisting of nanodiamond, polyglycerol, and basic polypeptide (ND-PG-BPP) has been designed, synthesized, and characterized. The ND-PG-BPP was synthesized by PG functionalization of ND through ring-opening polymerization of glycidol on the ND surface, multistep organic transformations (–OH → –OTs (tosylate) → –N3) in the PG layer, and click conjugation of the basic polypeptides (Arg8, Lys8 or His8) terminated with propargyl glycine. The ND-PG-BPP exhibited good dispersibility in water (>1.0 mg/mL) and positive zeta potential ranging from +14.2 mV to +44.1 mV at neutral pH in Milli-Q water. It was confirmed by gel retardation assay that ND-PG-Arg8 and ND-PG-Lys8 with higher zeta potential hybridized with plasmid DNA (pDNA) through electrostatic attraction, making them promising as nonviral vectors for gene delivery.

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