摘要
黄素(Flavins)是一类典型的蛋白辅酶,其激发态参与许多重要的光生化过程。其中,黄素作为光敏剂可敏化一系列生物活性物质的光氧化,如氨基酸、蛋白质。DNA等,引起光致损伤作用。对于有重要生理作用的胆固醇(1),已发现血卟啉、玫瑰红(RB)、9,10-二氰蒽(DCA)等光敏剂敏化其单线态氧(1O2)反应。
The sensitized photooxidation of cholesterol (1) was carried out in several solvents,
affording three products: cholest-6-en-3β, 5α-diol (2), cholest-5-en-3β, 7α-diol and
-3β, 7β-clio1 (3) and cholest-5-en-3β-ol-7-one (4). It is found that the product
distribution depends on sensitizer and solvent used. In partieular, a new product (4) is
formed in the lumiflavin (LF)-sensitized photooxidation of 1. The rates of the
photooxidations in polar solvents are considerably faster than that in nonpolar solvents
which are favorable to the formation of 4 Based on the results, it is proposed that the
photooxidation proceeds mainly via singlet oxygen (~1O_2) pathway and is followed by
slow rearrangement of 2 to 3 and by hydrogen abstraction with triplet ~3LF, leading to
the formation of enone 4.
出处
《化学学报》
SCIE
CAS
CSCD
北大核心
1989年第2期194-198,共5页
Acta Chimica Sinica