201. HemoCD as a Totally Synthetic Artificial Oxygen Carrier: Improvements in the Synthesis and O 2 /CO Discrimination.
- Author
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Kitagishi H, Mao Q, Kitamura N, and Kita T
- Subjects
- Blood Substitutes chemical synthesis, Blood Substitutes pharmacology, Hemoglobins chemical synthesis, Hemoglobins pharmacology, Methylation, Molecular Structure, Polymers chemistry, Pyridines chemistry, Blood Substitutes chemistry, Carbon Monoxide metabolism, Cyclodextrins chemistry, Hemoglobins chemistry, Metalloporphyrins chemistry, Oxygen metabolism
- Abstract
HemoCD, which is composed of an iron(II)porphyrin such as 5,10,15,20-tetrakis(4-sulfonatophenyl)porphinatoiron(II) (Fe(II)TPPS) and a cyclodextrin (CD) dimer having a pyridine linker, represents a synthetic hemoglobin (Hb) model compound that exhibits reversible oxygen (O
2 ) binding ability in aqueous solution at an ambient temperature. Therefore, hemoCD has the potential to be used as a totally synthetic artificial oxygen carrier. In this article, we describe the improvements of hemoCD related to its synthesis and O2 /CO selectivity. The synthesis procedure of the CD dimer of hemoCD was re-examined, and the CD dimer was successively synthesized from inexpensive β-CD with a 38% yield (three-steps), which enabled us to obtain the CD dimer in gram-quantities. The O2 /CO selectivity of hemoCD was also markedly improved using an iron(II)porphyrin having a carboxylate group at the distal site of hemoCD., (© 2017 International Center for Artificial Organs and Transplantation and Wiley Periodicals, Inc.)- Published
- 2017
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