关键词: 苯并芘, 半抗原, 人工抗原, 鉴定

Abstract:

Carbonyl derivatives of benzo(a)pyrene were synthesized through two-step chemical reactions of iodination and
Heck, and then their carbonyl groups were carboxylated by oximation reaction. The carboxylated haptens were conjugated
with the carrier protein, bovine serum albumin (BSA), using activated ester method for preparation of artificial antigen of
benzo(a)pyrene. In this work, the intermediate products including benzo(a)pyren-6-yl-substituted carboxylic acids (carboxyl
hapten) and 6-iodobenzo[a]pyrene were characterized by infrared spectroscopy (IR), mass spectrometry (MS), and nuclear
magnetic resonance spectroscopy (NMR), and the artificial antigen was qualitatively analyzed by UV spectrophotometry.
The results indicated that the carboxylated haptens and theartificial antigen were successfully synthesized, and the coupling
ratio between carboxylated hapten and BSA was 28:1.

Key words: benzo(a)pyrene, hapten, artificial antigen, synthesis