Structure of porphyrins in relation to reversible oxidation and reduction reactions

F. J. Ryan*, R. A. Bambara, P. A. Loach

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

A variety of porphyrin derivatives were synthesized in order to determine the effect of certain structural features on the oxidation-reduction properties of these complexes. It was found that a fifth ring, such as the isocyclic ring of chlorins was without significant effect on the one-electron oxidation properties of a magnesium tetrahydroporphyrin (bacteriochlorophyll), Fe(II) porphyrin complexes, or Fe(II) chlorin complexes. On the other hand, large positive shifts of the midpoint potentials for oxidation of Fe(II) derivatives were found when the porphyrin ring was reduced to a chlorin structure.

Original languageEnglish (US)
Pages (from-to)44-58
Number of pages15
JournalBioorganic Chemistry
Volume2
Issue number1
DOIs
StatePublished - Sep 1972

Funding

It might be possible to arrange the structural features of the chlorophyll molecule in two general classes: (1) those features which affect the aggregation properties of the molecule and hence are important to its function as an antenna, and (2) those that affect the oxidation and reduction properties of the molecule. Katz and co-workers (8-20) have studied the aggregation of chlorophyll and porphyrins using the techniques of infrared and nuclear magnetic resonance spectroscopy. Their results indicate that 1 This investigation was supported by research grants from the National Science Foundation (GB 18420) and the National Institutes of Health (GM 11741). ZPresent address: Department of Biochemistry, Michigan State University, East Lansing, MI 48823. 3 National Science Foundation Undergraduate Research Participant. Present address: Field of Biochemistryand Molecular Biology, Cornell University, Ithaca, NY.

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Drug Discovery
  • Organic Chemistry

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