Microtubular structure from a self-assembling N-octadecylimide derivative of cbz-L-glutamic acid

ORGN 459

Taisuke Yamada, tyamada@chem.kumamoto-u.ac.jp1, Makoto Takafuji2, Hiroshi Hachisako3, and Hirotaka Ihara2. (1) Department of Chemistry, Georgetown University, 37th and O Streets, Nw, DC 20057-1227, (2) Department of Applied Chemistry and Biochemistry, Kumamoto University, 2-39-1 Kurokami, Kumamoto, 860-8555, Japan, (3) Department of Applied Life Science, Sojo University, 4-22-1 Ikeda, Kumamoto, 860-0082, Japan
An N-octadecylimide derivative of cbz-L-glutamic acid (1) was synthesized as a novel low-molecular mass organic gelator. When 1 was dissolved in hot benzene and then cooled down at room temperature, clear gels were obtained. Interestingly, the SEM image of the 1 xerogels, obtained by freeze-drying of the benzene gels, revealed a unique microtubular, honeycombed structure. TEM images show a network of twisted nanofibrils. CD spectra demonstrated enhancement of chiral intensity above the critical aggregation concentration. These results imply that the honeycombed structure was formed from highly-ordered structures present in the solvent.

 

Bioorganic, Metal-Mediated Reactions, and Molecular Recognition
8:00 PM-10:00 PM, Tuesday, 30 August 2005 Washington DC Convention Center -- Hall A, Poster

Division of Organic Chemistry

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005