Synthesis and conformation of poly(L-2-anthraquinonylalanine)

Teruhiko Matsubara, Hiroaki Shinohara, Masahiko Sisido

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Abstract

A novel nonnatural amino acid that carries a 2-anthraquinonyl group, L-2-anthraquinonylalanine, was first synthesized and converted to the corresponding N-carboxyanhydride (NCA). The NCA was polymerized to give poly(L-2-anthraquinonylalanine) in the form of a diblock copolymer with poly(ethylene glycol) that is linked to the C-terminal. A triblock copolymer was also prepared with poly(γ-benzyl L-glutamate)s that are attached to both N- and C-terminals. CD spectra of the diblock copolymer showed a helical conformation that is different from a right-handed α-helix. Conformational analysis and theoretical CD calculation suggested that the poly(anthraquinonylalanine) unit prefers a left-handed α-helix with the lowest energy side-chain orientation.

Original languageEnglish
Pages (from-to)2651-2656
Number of pages6
JournalMacromolecules
Volume30
Issue number9
Publication statusPublished - 1997 May 5

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ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

Matsubara, T., Shinohara, H., & Sisido, M. (1997). Synthesis and conformation of poly(L-2-anthraquinonylalanine). Macromolecules, 30(9), 2651-2656.