—Lipoglutamides with tetraethylene glycol tails were synthesized. Physicochemical features of the DNA/lipoglutamide complexes were investigated by light scattering method, phase transition, and CD-spectrum. Aggregation of the DNA/lipoglutamide complex was significantly depressed compared with DNA complexes without ethylene glycol tails, and the solution showed no turbidity. The DNA/lipoglutamide complex showed a high resistance to nuclease, and an efficient internalization into tumor cells, compared with those of DNA alone. Furthermore, the DNA complex was found by confocal laser scanning fluorescence microscopy to distribute in the cytoplasmic region.