Porous chitosan-supported metal tetra(4-carboxyphenyl)porphyrin as a practical model for the hydrophobic pocket/cavity of cytochrome P-450 enzyme

Mater Sci Eng C Mater Biol Appl. 2015 Apr:49:844-850. doi: 10.1016/j.msec.2015.01.074. Epub 2015 Jan 24.

Abstract

The objective of this study was to investigate porous chitosan-supported metal tetra(4-carboxyphenyl)porphyrin [Me TCPP/p-CTS] as a practical model for the structure and function of the hydrophobic pocket cavity in cytochrome P-450 enzyme. Porous and non-porous chitosan-supported Me TCPPs [Me TCPP/p- and nonp-CTS] were prepared by a similar procedure, characterized using various techniques, and then used as catalysts for the aerobic oxidation of cyclohexane. The Me TCPP/p-CTS, which contained many cavities, showed higher catalytic activity than the Me TCPP/nonp-CTS. The catalytic activities of Mn TCPP/p-CTS and Fe TCPP/p-CTS were 12.4% and 24.4% greater than those of Mn TCPP/nonp-CTS and Fe TCPP/nonp-CTS, respectively. These differences in catalytic activity were mainly influenced by the characteristics and numbers of cavities (or pores) contained in the supported catalysts.

Keywords: Cyclohexane; Immobilization; Metal porphyrin; Oxidation; Porous chitosan.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Chitosan / chemistry*
  • Cytochrome P-450 Enzyme System / chemistry*
  • Hydrophobic and Hydrophilic Interactions
  • Metalloporphyrins / chemistry*
  • Metals / chemistry*
  • Oxidation-Reduction
  • Porosity
  • Porphyrins / chemistry*

Substances

  • Metalloporphyrins
  • Metals
  • Porphyrins
  • Chitosan
  • Cytochrome P-450 Enzyme System