Faculty Collaboration Database

A free radical mediated cooxidation of tetramethylhydrazine by prostaglandin hydroperoxidase. Carcinogenesis 1983 Oct;4(10):1341-3

Date

10/01/1983

Pubmed ID

6311452

DOI

10.1093/carcin/4.10.1341

Scopus ID

2-s2.0-0021082301 (requires institutional sign-in at Scopus site)   16 Citations

Abstract

Prostaglandin endoperoxide synthase catalyzed the oxidation of tetramethylhydrazine to the tetramethylhydrazine radical cation, as detected by electron spin resonance spectroscopy. Oxidation of tetramethylhydrazine by prostaglandin endoperoxide synthase also resulted in the N-demethylation of tetramethylhydrazine leading to the formation of formaldehyde. Both the radical and formaldehyde formation were dependent on arachidonic acid, inhibited by indomethacin, and supported by 15-hydroperoxyarachidonic acid, indicating that the metabolism was peroxidative. We propose that tetramethylhydrazine undergoes two sequential one-electron oxidations yielding an iminium cation, which is then hydrolyzed to yield formaldehyde. Metabolism of hydrazines by prostaglandin endoperoxide synthase may be of importance in tissue containing low mixed-function oxidase activity.

Author List

Kalyanaraman B, Sivarajah K, Eling TE, Mason RP

Author

Balaraman Kalyanaraman PhD Professor in the Biophysics department at Medical College of Wisconsin

MESH terms used to index this publication - Major topics in bold

Animals
Carcinogens
Electron Spin Resonance Spectroscopy
Formaldehyde
Free Radicals
Male
Methylhydrazines
Microsomes
Oxidation-Reduction
Peroxidases
Prostaglandin-Endoperoxide Synthases
Seminal Vesicles
Sheep