Web Release Date: June 18,
Nucleic Acid Complexing Glycosyl Nucleoside-Based Amphiphile
and
Faculté des sciences d'Avignon, 33 rue Louis Pasteur, F-84000 Avignon, France, and Departments of Chemistry and Biomedical Engineering, Metcalf Center for Science and Engineering, Boston University, Boston, Massachusetts 02215
Received February 4, 2005
Revised April 25, 2005
Abstract:
A neutral amphiphile derived from uridine featuring two oleyl chains and one glucose for DNA binding was prepared using a convenient four-step synthetic route. The nucleic acid binding capabilities of this amphiphile were investigated by UV-vis, quasi-elastic light scattering (QELS), transmission electronic microscopy (TEM), gel electrophoresis, 31P NMR, IR, and circular dichroism (CD). Amphiphile-nucleic acid complex formation is a consequence of the amphiphilic character of the molecule, phosphate-sugar, and nucleobase-nucleobase interactions. This work presents for the first time a glyco-nucleo-amphiphile capable of binding efficiently the nucleic acid double helix structure.
Download the full text: PDF | HTML
