Sugar sensing using chiral salen-Co(II) complexes

Toshihisa Mizuno, Masayuki Takeuchi, Seiji Shinkai

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36 Citations (Scopus)


Two chiral salen-Co(II) complexes, (R)-7 and (R)-8 bearing two boronic acid groups were synthesized. The saccharide-binding event was conveniently monitored by a spectral change in UV-vis absorption spectroscopy arising from saccharide-boronic acids complexation. Since the distance between the two boronic acid groups is shorter than other diboronic acid-based receptors, the saccharide selectivity is quite different from other systems: the largest association constant was observed for fructose and the next for talose. In addition, chiral recognition was achieved for certain saccharides: the largest discrimination was 2.1 observed for (R)-7 with D/L-allose. These results indicate that the salen-metal complexes provide an excellent basic skeleton for designing the chiral sugar sensing systems.

Original languageEnglish
Pages (from-to)9455-9468
Number of pages14
Issue number31
Publication statusPublished - Jul 30 1999
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry


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