Photochemistry of Biliverdin IX δ as a model for the study of the photoproducts from natural biliverdin IXγ (pterobilin)
✍ Scribed by Michèle Bois-Choussy; Michel Barbier
- Book ID
- 102858486
- Publisher
- John Wiley and Sons
- Year
- 1980
- Tongue
- German
- Weight
- 579 KB
- Volume
- 63
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
The configurations of biliverdin‐IX~γ~ and ‐IX~δ~ dimethyl esters 1 and 2 in solutions, have been studied using Nuclear‐Overhauser‐Effect (NOE) experiments. Irradiation (500‐700 nm) of biliverdin IXδ gave syn‐Z → anti‐E isomerization of the central methine bridge and in aerated polar solutions, four new cyclized pigments were isolated for which structures 3, 4, 5 and 6 are proposed. Neobiliverdin IXδ 3 is also formed in degassed solution (Φ=4.10^−5^) but pigments 4, 5 and 6 arise from photo‐oxidation with O~2~. Biliverdin IXδ appears to be a good model for the study of photo‐reactions occurring on the vinyl groups of the natural biliverdin IXγ (pterobilin).