Cited by 45Chemical Reaction MechanismsMetal-Catalyzed Oxygenation MechanismsMetabolism and Genetic Disorders

Mechanism of oxidation of tetrahydropterins

Archer, M. C., Vonderschmitt, D. J., Scrimgeour, K. G.·1972·Canadian Journal of Biochemistry

Abstract

The oxidation of tetrahydropterins and 7,8-dihydropterins by ferric iron has been examined by both polarographic and spectral techniques. Quinonoid dihydropterin, an intermediate in the oxidation of the tetrahydropterins, is formed rapidly, as is ferrous iron. The quinonoid dihydropterin then rearranges to 7,8-dihydropterin. The rate of oxidation of 7,8-dihydropterins is much slower than that of tetrahydropterins. The reduction potential of the reversible quinonoid dihydropterin – tetrahydropterin couple has been measured and shown to be consistent with the known chemistry of these compounds. Kinetic measurements and structural studies have been used to formulate a mechanism for the oxidation of tetrahydropterins to quinonoid dihydropterins. This mechanism involves abstraction of an electron from position 5, followed by rapid loss of two protons and the other electron.

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Crossref · 10.1139/o72-160

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  • BH4 alone, in a co-factor independent manner, can reduce cytochrome-C-Fe3+ to cytochrome-C-Fe2+ at physiological concentrations and efficacy.

    “Moreover, we confirmed data from almost 50 years ago that BH4 alone, in a co-factor independent manner, can reduce cytochrome-C-Fe3+ to cytochrome-C-Fe2+ at physiological concentrations and efficacy (Archer et al., 1972; Figure 4).”

    From The Role of Iron Regulation in Immunometabolism and Immune-Related Disease (2019) · cites this paper as Archer et al., 1972

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Authors
Archer, M. C., Vonderschmitt, D. J., & Scrimgeour, K. G.
Venue
Canadian Journal of Biochemistry
Published
1972-11-01
Volume
50
Issue
11
Pages
1174-1182
ISSN
0008-4018 (ISSN-L)
OpenAlex
W2114952164
Cited by
45
References
0
Citations by year
2026: 1 · 2025: 1 · 2024: 1 · 2023: 1 · 2022: 2 · 2019: 2 · 2018: 2
FWCI
0.66
Type
journal article
Language
en
Open access
closed
Locations
  • Canadian Journal of Biochemistry (publishedVersion)
  • PubMed (publishedVersion)
Topics
  • Physical Sciences › Chemistry › Organic Chemistry › Chemical Reaction Mechanisms
  • Physical Sciences › Chemistry › Inorganic Chemistry › Metal-Catalyzed Oxygenation Mechanisms
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Clinical Biochemistry › Metabolism and Genetic Disorders
Keywords
tetrahydropterins, ferrous iron, oxidation mechanism, redox potential, electron abstraction, proton loss, pterin metabolism
MeSH terms
Chemistry, Hydrogen-Ion Concentration, Iron, Kinetics, Oxidation-Reduction, Polarography, Pterins, Quinones, Spectrophotometry, Ultraviolet, Chemical Phenomena

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