862202-05-9Relevant academic research and scientific papers
Total syntheses of sterically locked phycocyanobilin derivatives bearing a 15Z-anti or a 15E-anti CD-ring component
Nishiyama, Kaori,Kamiya, Ayumi,Hammam, Mostafa A.S.,Kinoshita, Hideki,Fujinami, Shuhei,Ukaji, Yutaka,Inomata, Katsuhiko
experimental part, p. 1309 - 1322 (2011/02/22)
Total syntheses of sterically locked phycocyanobilin derivatives with a 15Z-anti or a 15E-anti CD-ring component were performed toward elucidation of the stereochemistry and function of the chromophore in phytochromes. In the course of the construction of a sterically locked 15E-anti CD-ring component employing 5-tosylpyrrolin-2-one derivatives as the D-ring, the Ts group was found to be rearranged under acidic conditions to give a mixture of regioisomers, both of which could be transformed into the same CD-ring precursor via detosylation with a base followed by Wittig-like coupling reaction. In addition, a sterically locked 15E-anti biliverdin derivative was also synthesized.
Synthesis of biliverdin derivative bearing the sterically fixed E-anti C/D-ring component
Kinoshita, Hideki,Hammam, Mostafa A. S.,Inomata, Katsuhiko
, p. 800 - 801 (2007/10/03)
Biliverdin (BV) derivative bearing the E-anti C/D-ring component, which is sterically fixed by 8-membered ring, was synthesized toward investigation of the structure and function of the chromophore in phytochrome. Copyright
