Cytochrome P450-camphor

They are widely distributed across species. Bacteria possess cytochrome P450s, and P450cani (involved in the metabolism of camphor) of Pseudomonas putida is the only P450 isoform whose crystal stmcture has been established. 

The oxidation of f-butyl methyl ether to f-butanol (Steffan et al. 1997), which is also mediated by the cytochrome P450 from camphor-grown Pseudomonas putida CAM, but not by that from Rhodococcus rhodochrous strain 116. 

There are two types of electron transport those involving flavoproteins and iron-sulfur proteins, and those requiring only flavoproteins. The X-ray crystal structure of the soluble cytochrome P450 from Pseudomonas putida grown on camphor (P-450-CAM) has been determined (Poulos et ah, 1985), as have several others. The haem group is deeply embedded in the hydrophobic interior of the protein, and the identity of the proximal haem iron ligand, based on earlier spectroscopic studies (Mason et ah, 1965) is confirmed as a specific cysteine residue. 

Figure 7.13 Cytochrome P450 catalytic site with camphor—the dioxygen intermediate (PDB 1DZ8). Visnalized using CambridgeSoft Chem3D Ultra 10.0 with notations in ChemDraw Ultra 10.0. (Printed with permission of CambridgeSoft Corporation.)...

This enzyme [EC 1.14.15.1], also known as camphor 5-exo-methylene hydroxylase, and cytochrome P450-cam, catalyzes the reaction of (+)-camphor with putidare-doxin and dioxygen to generate (-F)-exo-5-hydroxy-camphor, oxidized putidaredoxin, and water. A heme-thiolate acts as a cofactor. The enzyme can also utilize ( )-camphor as a substrate, and l,2A-campholide will result in the formation of 5-exo-hydroxy-l,2-campholide. V. Ullrich W. Duppel (1975) The Enzymes, 3rd ed., 12, 253. 

Harris D, Loew G. Prediction of regiospecific hydroxylation of camphor analogs by cytochrome-P450(Cam). J Am Chem Soc 1995 117 2738-2746. 

Schoneboom JC, S Cohen, H Lin, S Shaik, W Thiel (2004) Quantum mechanical/molecular mechanical investigation of the mechanism of C-H hydroxylation of camphor by cytochrome P450(cam) Theory supports a two-state rebound mechanism. J. Am. Chem. Soc. 126 (12) 4017-4034... 

Camphor sulfonic acid CV cyclic voltammogram CYP2D6 — cytochrome P450-2D6 DBSA dodecyl benzenesulfonic acid EAQ — Eastman AQ polymersTM FTIR — Fourier Transform infrared spectroscopy HRP — Horseradish peroxidase NMP N-methylpyrollidone PTM particle track-etched membrane PANIs... 

Camphor 5-exo-methylene hydroxylase. Cytochrome p450-cam. (+)-camphor + putidaredoxin + 0(2) = (+)-exo-5-hydroxycamphor +... 

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