Polysaccharide-templated twisted assemble of 2-anilinonaphthalene-6- sulfonic acid

Naohiko Shimada, Tadashi Okobira, Yoichi Takeda, Seiji Shinkai, Kazuo Sakurai

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Schizophyllan (SPG) is a natural β-1,3-glucan that forms a triple helix (t-SPG) in neutral aqueous solutions and t-SPG can be denatured to single chains (s-SPGs) in DMSO or alkaline solutions. Exchanging the denatured solutions for neutral water leads the renaturation of the triple helix. We have reported that hydrophobic molecules can form a complex with s-SPG when they are present in the renaturation process. Some of these, for example poly(dA) and polyaniline, were found to have aromatic amino moieties. This report demonstrates whether s-SPG can interact with other aromatic amino compounds such as anilinonaphthalene sulfonic acid (ANS) derivatives. Enhanced fluorescence intensity and red-shifted UV absorption spectra were observed in the mixture of s-SPG and 2,6-ANS or 2,6-TNS. In the circular dichroism measurement, the positive Cotton effects appeared after mixing 2, 6-ANS with s-SPG. When the amino proton was replaced by the methyl group or used in intramolecular hydrogen bonds, any spectral changes were not observed. These results indicate that amino proton in the ANS derivatives plays a key role in the complexation.

Original languageEnglish
Pages (from-to)1440-1448
Number of pages9
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume46
Issue number4
DOIs
Publication statusPublished - Feb 15 2008

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Polysaccharides
Sulfonic Acids
Acids
Protons
Sizofiran
Derivatives
Glucans
Dimethyl Sulfoxide
Complexation
Cotton
Absorption spectra
Hydrogen bonds
Dichroism
Polyaniline
Fluorescence
Molecules
Water
2-anilinonaphthalene-6-sulfonic acid

All Science Journal Classification (ASJC) codes

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

Cite this

Polysaccharide-templated twisted assemble of 2-anilinonaphthalene-6- sulfonic acid. / Shimada, Naohiko; Okobira, Tadashi; Takeda, Yoichi; Shinkai, Seiji; Sakurai, Kazuo.

In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 46, No. 4, 15.02.2008, p. 1440-1448.

Research output: Contribution to journalArticle

Shimada, Naohiko ; Okobira, Tadashi ; Takeda, Yoichi ; Shinkai, Seiji ; Sakurai, Kazuo. / Polysaccharide-templated twisted assemble of 2-anilinonaphthalene-6- sulfonic acid. In: Journal of Polymer Science, Part A: Polymer Chemistry. 2008 ; Vol. 46, No. 4. pp. 1440-1448.
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