A facile synthesis of Tyrian purple based on a biosynthetic pathway |
| |
| Authors: | Yasuhiro Tanoue Akira Terada Kazunori Sakata Mamoru Hashimoto Shin-Ichi Morishita Moritugu Hamada Norihisa Kai |
| |
| Institution: | Department of Food Science and Technology and; Department of Marine Engineering, National Fisheries University, Shimonoseki, Yamaguchi 759-6595;, Faculty of Literature, Baiko Jogakuin University, Shimonoseki, Yamaguchi 759-6534 and; Department of Applied Chemistry, Faculty of Engineering, Kyushu Institute of Technology, Kitakyushu, Fukuoka 804-8550, Japan |
| |
| Abstract: | ABSTRACT: A facile synthesis of Tyrian purple, a valuable purple dye derived from gastropod mollusks in ancient times, has been accomplished. Tyrian purple, 6,6'-dibromoindigo, was easily obtained by three steps of reactions from the commercially available 6-bromoindole, on the basis of a biosynthetic pathway of indigo and biological precursors of the purple. Iodination of 6-bromoindole, followed by acetoxylation with silver acetate in acetic acid, afforded 6-bromo-3-acetoxyindole, whose alkaline hydrolysis accompanying air oxidation produced Tyrian purple. |
| |
| Keywords: | 6 6'-dibromoindigo 6-bromoindole ancient purple indigo indole purpurase royal purple Tyrian purple |
|
|
