Glutathione nanosphere: Self-assembly of conformation-regulated trigonal-glutathiones in water

Kazunori Matsuura, Keisuke Fujino, Takeshi Teramoto, Kazuya Murasato, Nobuo Kimizuka

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

A novel trigonal conjugate of glutathiones with a 1,3,5-tris(aminomethyl)- 2,4,6-triethylbenzene core was synthesized and its self-assembling behavior was investigated in water. Three glutathione units were regulated to orient on the same side of the benzene ring, through steric repulsions between ethyl groups attached on the benzene core. Concentration dependence of 1HNMR chemical shifts in D2O revealed formation of molecular assemblies with two affinity constants (Ka = 4.75 × 102 and 6.76 × 104M-1), which reflect stepwise assembly directed by electrostatic interactions, hydrophobic interactions, and hydrogen bonding. In scanning electron microscopy, hard spherical assemblies with the size of 310 ± 50 nm were observed at high concentration (10 mM), whereas slightly disordered spherical assemblies were obtained at lower concentrations. The spherical assemblies self-assembled from the conformationregulated trigonal glutathiones showed regular morphology and enhanced rigidity compared to those formed from conformationally non-regulated trigonal glutathiones.

Original languageEnglish
Pages (from-to)880-886
Number of pages7
JournalBulletin of the Chemical Society of Japan
Volume83
Issue number8
DOIs
Publication statusPublished - Aug 26 2010

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Nanospheres
Self assembly
Glutathione
Conformations
Water
Benzene
Chemical shift
Coulomb interactions
Rigidity
Hydrogen bonds
Scanning electron microscopy

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

Glutathione nanosphere : Self-assembly of conformation-regulated trigonal-glutathiones in water. / Matsuura, Kazunori; Fujino, Keisuke; Teramoto, Takeshi; Murasato, Kazuya; Kimizuka, Nobuo.

In: Bulletin of the Chemical Society of Japan, Vol. 83, No. 8, 26.08.2010, p. 880-886.

Research output: Contribution to journalArticle

Matsuura, Kazunori ; Fujino, Keisuke ; Teramoto, Takeshi ; Murasato, Kazuya ; Kimizuka, Nobuo. / Glutathione nanosphere : Self-assembly of conformation-regulated trigonal-glutathiones in water. In: Bulletin of the Chemical Society of Japan. 2010 ; Vol. 83, No. 8. pp. 880-886.
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