Discrimination between glucose-1-phosphate and glucose-6-phosphate with a boronic-acid-appended metalloporphyrin

Tomoyuki Imada, Hideomi Kijima, Masayuki Takeuchi, Seiji Shinkai

Research output: Contribution to journalArticlepeer-review

23 Citations (Scopus)

Abstract

When D-glucose-6-phosphate (G-6-P) is bound to boronic-acid-appended zinc(II) porphyrin (2), the δp value in 31P NMR spectroscopy markedly shifts to higher magnetic field and a strong exciton-coupling band appears in CD spectroscopy. Such large changes are not observable for 2 plus D-glucose, 2 plus α-D-glucose-1-phosphate (G-1-P), and for boronic-acid-appended porphyrin (free base: 1) plus these glucose derivatives. This is first example that G-1-P and G-6-P are successfully discriminated by an artificial receptor.

Original languageEnglish
Pages (from-to)2093-2096
Number of pages4
JournalTetrahedron Letters
Volume36
Issue number12
DOIs
Publication statusPublished - Mar 20 1995

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Discrimination between glucose-1-phosphate and glucose-6-phosphate with a boronic-acid-appended metalloporphyrin'. Together they form a unique fingerprint.

Cite this