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 journalArticle

116 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 - Nov 15 2001

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Porphyrins
sugars
porphyrins
Sugars
Bearings (structural)
Gels
gels
Hydrogen Bonding
Galactose
Hydrogen bonds
alcohols
Alcohols
interactions
Electrons
hydrogen
electrons
Direction compound

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Rational design of a sugar-appended porphyrin gelator that is forced to assemble into a one-dimensional aggregate. / Tamaru, Shun Ichi; Nakamura, Michihiko; Takeuchi, Masayuki; Shinkai, Seiji.

In: Organic Letters, Vol. 3, No. 23, 15.11.2001, p. 3631-3634.

Research output: Contribution to journalArticle

Tamaru, Shun Ichi ; Nakamura, Michihiko ; Takeuchi, Masayuki ; Shinkai, Seiji. / Rational design of a sugar-appended porphyrin gelator that is forced to assemble into a one-dimensional aggregate. In: Organic Letters. 2001 ; Vol. 3, No. 23. pp. 3631-3634.
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