Anomer-selective synthesis of poly(p-ethynylphenyl hexopyranoside)s: Effects of anomeric configuration on their stimulus response and lectin detection

POLY 438

Issei Otsuka, otsuka@poly-bm.eng.hokudai.ac.jp1, Takayoshi Hongo, hongo@poly-bm.eng.hokudai.ac.jp1, Atsushi Narumi, narumi@poly-bm.eng.hokudai.ac.jp1, Ryosuke Sakai, sakai@poly-mc.eng.hokudai.ac.jp1, Toshifumi Satoh, satoh@poly-mc.eng.hokudai.ac.jp1, Harumi Kaga2, and Toyoji Kakuchi, kakuchi@poly-mc.eng.hokudai.ac.jp1. (1) Graduate School of Engineering, Hokkaido University, N13W8, Kita-ku, Sapporo 060-8628, Japan, (2) National Institute of Advanced Industrial Science and Technology (AIST), 2-17-2-1 Tsukisamu-Higashi, Toyohira-Ku, Sapporo 060-8628, 062-8517, Japan
Poly(phenylacetylene)s bearing monosaccharides with a controlled anomeric configuration were synthesized. These polymers had predominantly one-handed helical conformations in the backbones. The conformational changes in the helical-twist p-conjugated backbones of these polymers induced a visible solvatochromism. This unique stimulus response depended on the pendant saccharide and their anomeric configuration. In addition, these glycoconjugates showed a strong binding affinity to the specific lectin, which can be attributed to the highly clustered saccharide units along the backbones.
 

Conjugated Polymer Materials and Hybrids: Synthesis, Macromolecular Assemblies, and Nanostructures
6:00 PM-8:00 PM, Tuesday, August 21, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Polymer Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007