Controlled radical polymerization on β-sheet structures

Takeshi Mori, Shiro Yasutake, Keiji Minagawa, Masami Tanaka

Research output: Chapter in Book/Report/Conference proceedingConference contribution


Solid-phase polymerization of diacetylene occurs when diacetylene monomer aligns with each other with a distance of 5 Å. In this study, we focused on the β-sheet of peptide to align the diacetylene because in that structure, peptide chain aligns with each other with a distance of 5 Å. Thus, we designed amino acid with diacetylene group on its side chain; Thr(DA). This amino acid was introduced in the center of the undecapeptide which was designed to form anti-parallel β-sheet. The peptide was synthesized based on the Boc-based solid-phase method. After finishing the elongation of the peptide chain, the peptide was cleaved from the resin by treatment with trifluoromethane sulfonic acid for one hour. In this process, the color of the solution changed from yellow to purple. The obtained purple-colored peptide was purified by reprecipitation using diethyl ether. The peptide had maximum absorption at 580 nm and the IR absorption resulting from unreacted diacetylene group (2260 cm -1) almost disappeared in the peptide. These results showed that the diacetylene group of peptide polymerized rapidly after cleaved from the resin. In the IR spectrum of the peptide, the absorptions resulting from both anti-parallel β-sheet (1632 and 1680 cm -1) and random coil (1662 cm -1) were observed. Because the polymerization proceeded so rapidly and completely, the polymerization would mainly occur in the anti-parallel β-sheet region of the peptide.

Original languageEnglish
Title of host publication54th SPSJ Symposium on Macromolecules - Polymer Preprints, Japan
Number of pages2
Publication statusPublished - 2005
Externally publishedYes
Event54th SPSJ Symposium on Macromolecules - Yamagata, Japan
Duration: Sep 20 2005Sep 22 2005


Other54th SPSJ Symposium on Macromolecules

All Science Journal Classification (ASJC) codes

  • Engineering(all)


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