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Nucleic Acids Symposium Series 2003 3(1):67-68; doi:10.1093/nass/3.1.67
© 2003 by Oxford University Press
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Fmoc solid-phase synthesis and its application to pyrroleimidazole polyamides

Hirohito Ayame1, Takashi Saito1, Toshikazu Bando1, Noboru Fukuda2 and Hiroshi Sugiyama1,3

1 Division of Biofunctional Molecules, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan, 2 Second Department of Internal Medicine, Nihon University, School of Medicine, 30-1, Ooyaguchi-kami, Itabashi-ku, Tokyo 173-8610, Japan, 3 Department of Chemistry, Graduate School of Science, Kyoto University, Kitashirakawa Oiwakecho, Sakyo-ku, Kyoto 606-8502, Japan

Improvements to the Fmoc solid-phase synthesie of N-methylpyrrole (Py) and N-methylimidazole (Im) polyamides were examined. It was found that a different combination of coupling agents and activators, and the introduction of a dimer unit significantly enhanced the yield of polyamides. Using this improved method, various types of polyamides were synthesized. The uptake and localization of polyamides in living mammalian cells were investigated using FITC-labeled Py-Im polyamides.


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