Oxygenation of a dipyrromethene model for bilirubin: formation of a singlet oxygen-like product
- PMID: 183976
- DOI: 10.1007/BF01927570
Oxygenation of a dipyrromethene model for bilirubin: formation of a singlet oxygen-like product
Abstract
An oxodipyrromethene model compound for bilirubin is found to undergo oxidation to a blue tetrapyrrole and a water-propentdyopent on a silica gel thin layer chromatography plate. The reaction involves ground state oxygen and requires silica gel, although the propentdyopent is an expected product from reaction with singlet oxygen.
Similar articles
-
Bilirubin diglucuronide formation by rat liver microsomes: demonstration by affinity and thin layer chromatography of bile pigment tetrapyrroles.Biochem Biophys Res Commun. 1983 Dec 16;117(2):406-12. doi: 10.1016/0006-291x(83)91215-9. Biochem Biophys Res Commun. 1983. PMID: 6419739
-
[PREPARATION OF SILICA GEL FOR THIN-LAYER CHROMATOGRAPHY].Bratisl Lek Listy. 1963;43:513-7. Bratisl Lek Listy. 1963. PMID: 14060895 Czech. No abstract available.
-
USE OF SILICA GEL G SLURRIES IN THIN-LAYER CHROMATOGRAPHY.J Chromatogr. 1965 May;18:405-6. doi: 10.1016/s0021-9673(01)80385-x. J Chromatogr. 1965. PMID: 14318672 No abstract available.
-
[Reactions of 5,5'-dioxo-5,5'-dihydro-1-H-dipyrromethene-(2,2') (propentdyopent) and 5,5'-dioxo-2,5-dihydro-5'H-dipyrromethane-(2,2'). X. On the Stokvis reaction].Hoppe Seylers Z Physiol Chem. 1965;341(1):27-35. Hoppe Seylers Z Physiol Chem. 1965. PMID: 5876231 German. No abstract available.
-
Weak chemiluminescence of bilirubin and its stimulation by aldehydes.J Biolumin Chemilumin. 1992 Jan;7(1):1-11. doi: 10.1002/bio.1170070102. J Biolumin Chemilumin. 1992. PMID: 1322632
Cited by
-
Photooxidation of Dipyrrinones: Reaction with Singlet Oxygen and Characterization of Reaction Intermediates.J Org Chem. 2025 Feb 14;90(6):2403-2420. doi: 10.1021/acs.joc.4c02954. Epub 2025 Feb 5. J Org Chem. 2025. PMID: 39909730 Free PMC article.