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General Laboratory Methods for Tetrapyrroles

  • Jerry C. Bommer
  • Peter Hambright
Protocol
Part of the Springer Protocols Handbooks book series (SPH)

Abstract

There are thousands of porphyrins and metalloporphyrins, and hundreds of new derivatives appear each year. This variety arises because the cyclic conjugated tetrapyrrole nucleus (Figure 1) can have different substituents at the eight β-pyrrole positions, at the four meso [5,10,15,20] carbon atoms, and N-alkyl groups can be added to the four central nitrogen atoms. Since its synthesis in 1972, over 8000 literature references have appeared on 5,10,15, 20-tetrakis(N-methyl-4-pyridyl)porphyrin compounds, and a similar number on its precursor, 5,10,15,20-tetrakis(4-pyridyl) porphyrin and its derivatives. Most metals and metalloids in the periodic table form metalloporphyrins, and iron porphyrins have been prepared in oxidation states ranging from 0 to +5. In addition, the porphyrin ring itself can be oxidized, reduced, and cleaved.
Figure 1.

The structures of some water-soluble porphyrins and several of their precursors. Each compound is the porphyrin with the indicated substituents on the four meso (5, 10, 15 and 20) positions. H2-TPP: meso-tetraphenylporphyrin; H2-TPyP(4), meso-tetrakis(4-pyridyl)porphyrin; H2-TMPyP(X): the ortho (2), meta (3) and para (4) isomers of meso-tetrakis(N-methyl-X-pyridyl)porphyrin; H2-TPPC4, meso-tetrakis(4-carboxyphenyl)porphyrin; H2-TPPS4: meso-tetrakis(4-sulfonatophenyl)porphyrin; H2-TAPP, meso-tetrakis(4-N,N,N-trimethylanilinium)porphyrin. A fuller explanation of the nomenclature of porphyrins can be found in  Chapter 2.

Keywords

Thin Layer Chromatography Plate Iron Porphyrin Cationic Porphyrin Central Nitrogen Atom Thin Layer Chromatography System 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Humana Press, Totowa, NJ 2002

Authors and Affiliations

  • Jerry C. Bommer
    • 1
  • Peter Hambright
    • 2
  1. 1.Frontier Scientific/Porphyrin ProductsLogan
  2. 2.Department of ChemistryHoward UniversityWashington, DCUSA

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