Covalently Cyclodextrin-Bonded Heme Derivativest

Kiyoshi Eshima, Yoh Ichi Matsushita, Etsuo Hasegawa, Hiroyuki Nishide, Eishun Tsuchida

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)


Iron(II) protoporphyrin IX (heme) was coupled with α-cyclodextrin (CD) by two covalent bonds to form two types of CD-heme derivatives (Scheme 1,2). These compounds were isolated by gel permeation chromatography (GPC) on Biobeads. In aqueous solution the CD-bonded heme binds imidazole with a smaller equilibrium constant than that of the corresponding heme-imidazole complex. Probably due to the steric hindrance and the hydrophobic environment of the CD cap, these CD-bonded heme complexes formed relatively long-lived oxygen adducts in aqueous N, N-dimethylformamide at —30°C in the presence of a bulky axial ligand, such as a polymeric 2-methylimidazole. The LD50 for intravenously administered CD-bonded hemin in rats was >450 mg/kg, which was lower in toxicity than that of hemin (LD50=90 mg/kg).

Original languageEnglish
Pages (from-to)518-521
Number of pages4
JournalNippon Kagaku Kaishi
Issue number4
Publication statusPublished - 1988

ASJC Scopus subject areas

  • Chemistry(all)


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