Rational design of a sugar-appended porphyrin gelator that is forced to assemble into a one-dimensional aggregate

Shun Ichi Tamaru, Michihiko Nakamura, Masayuki Takeuchi, Seiji Shinkai

Research output: Contribution to journalArticlepeer-review

119 Citations (Scopus)

Abstract

Figure presented As an attempt to rationally design organogelators, an amphiphilic porphyrin bearing four β-D-galactopyranoside groups at its periphery was synthesized This compound tends to aggregate in a one-dimensional direction, resulting in very robust gels in DMF/alcohol mixed solvents. Spectroscopic studies and electron-micrographic observations support the view that the π-π stacking interaction among porphyrin moieties and the hydrogen-bonding interaction among sugar moieties operate synergistically to give rise to a stable one-dimensional aggregate structure indispensable for gel formation.

Original languageEnglish
Pages (from-to)3631-3634
Number of pages4
JournalOrganic letters
Volume3
Issue number23
DOIs
Publication statusPublished - 2001 Nov 15
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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