An attempt to predict the gelation ability of hydrogen-bond-based gelators utilizing a glycoside library

Roman Luboradzki, Oliver Gronwald, Masato Ikeda, Seiji Shinkai, David N. Reinhoudt

Research output: Contribution to journalArticle

146 Citations (Scopus)

Abstract

The correlation between the saccharide crystal structure and its gelating ability seems to be a useful tool for finding promising gelators. By analogy to the other types of the hydrogen-bond-based gelators the tendency to form one-dimensional hydrogen-bonded networks may be essential as a prerequisite for good gelators. The gelation abilities were tested for four configurational isomers (methyl-4,6-O-benzylidyne-α-D-glucopyranoside, methyl-4,6-O-benzylidyne-α-D-allopyranoside, methyl-4,6-O-benzylidyne-α-D-altropyranoside, and methyl-4,6-O-benzylidyne-α-D-idopyranoside) which exhibit quite different hydrogen-bonded networks in their crystal structures. Only in the case of one-dimensional hydrogen-bonded architecture the good gel systems were found. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)9595-9599
Number of pages5
JournalTetrahedron
Volume56
Issue number49
DOIs
Publication statusPublished - Dec 1 2000

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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