Merbromin (mercurochrome) — a photosensitizer for singlet oxygen reactions
✍ Scribed by Klaus Gollnick; Stephan Held
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- English
- Weight
- 556 KB
- Volume
- 5
- Category
- Article
- ISSN
- 1011-1344
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✦ Synopsis
Merbromin, produced in many countries and used world wide as an antiseptic under the trademark "mercurochrome", is shown to be an efficient sensitizer for type II (singlet oxygen) photo-oxygenations by using 2-methyl-2-butene, (+)-limonene, (+)-alpha-pinene, alpha,alpha'-dimethylstilbenes and (--)-L-methionine as oxygen acceptors. Type I photo-oxygenations are negligible. An estimate of the quantum yield of singlet oxygen formation by merbromin in methanol gives a value of about 0.1.
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The reactions of imidamoles with singlet oxygen are of special interest in view of the probable involvement of the imidasole system in the photooxidative inactivation of certain enzymes. Thus, loss of biological activity during photooxidation of phosphoglucomutase3, ribonuclease4 and insulin5, among