Colorimetric calcium-response of β-lactosylated μ-oxo-bis-[5,15- meso-diphenylporphyrinatoiron(III)]

Teruaki Hasegawa, Munenori Numata, Masayoshi Asai, Masayuki Takeuchi, Seiji Shinkai

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

β-Lactosylated 5,15-meso-diphenylporphyrinatoiron(III) chloride was prepared by ironization of the corresponding free base porphyrin having acetylated lactoside-units followed by deacetylation with ammonia in a water-methanol mixture. The resultant 5,15-meso-bis(β-lactosylphenyl) porphyrinatoiron(III) chloride showed unique colorimetric response to calcium cation. This colorimetric response is calcium-specific and no other cations, such as sodium, potassium, or magnesium ions induced such colorimetric response. Lines of evidence including UV-vis spectra under different conditions and TEM images strongly indicate that interdigitations of the corresponding μ-oxo-dimers are responsible for this colorimetric change.

Original languageEnglish
Pages (from-to)7783-7788
Number of pages6
JournalTetrahedron
Volume61
Issue number32
DOIs
Publication statusPublished - Aug 8 2005

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Cations
Chlorides
Calcium
Porphyrins
Ammonia
Dimers
Magnesium
Methanol
Potassium
Sodium
Ions
Transmission electron microscopy
Water
lactosides

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Colorimetric calcium-response of β-lactosylated μ-oxo-bis-[5,15- meso-diphenylporphyrinatoiron(III)]. / Hasegawa, Teruaki; Numata, Munenori; Asai, Masayoshi; Takeuchi, Masayuki; Shinkai, Seiji.

In: Tetrahedron, Vol. 61, No. 32, 08.08.2005, p. 7783-7788.

Research output: Contribution to journalArticle

Hasegawa, Teruaki ; Numata, Munenori ; Asai, Masayoshi ; Takeuchi, Masayuki ; Shinkai, Seiji. / Colorimetric calcium-response of β-lactosylated μ-oxo-bis-[5,15- meso-diphenylporphyrinatoiron(III)]. In: Tetrahedron. 2005 ; Vol. 61, No. 32. pp. 7783-7788.
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AU - Takeuchi, Masayuki

AU - Shinkai, Seiji

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