Re-investigation of optical sensing properties of boronic-acid-appended Re complexes for saccharides

Toshihisa Mizuno, Takayuki Fukumatsu, Masayuki Takeuchi, Seiji Shinkai

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Abstract

A number of unanswered questions occurred to us upon reading a communication by Yam and Kai (ref. 16) which had reported optical sensing properties of a boronic-acid-appended Re1 complex for saccharides. Careful re-examination has disclosed that the pKa-value proposed by them (5.9) is wrong and that the saccharide-binding mode at pH above the pKa is totally different from that at pH below the pKa. The absorption spectral change, which reflects an sp2-to-sp3 boron hybridisation change induced by the saccharide complexation, was observed only at pH below the pKa, and the CD band, which reflects the formation of 1:1 cyclic complexes, appeared only at pH above the pKa. The results imply that the optimum pH should be carefully selected for the precise optical sensing of saccharides.

Original languageEnglish
Pages (from-to)407-413
Number of pages7
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number3
DOIs
Publication statusPublished - Jan 1 2000

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All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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