СИНТЕЗ МЕТИЛСУЛЬФАНИЛЬНЫХ АНАЛОГОВ ХРОМОФОРА БЕЛКА KAEDE

Эльвира Р. Зайцева; Александр Ю. Смирнов; Софья И. Щербинина; Влада В. Заседателева; Константин С. Минеев; Михаил С. Баранов

doi:10.1007/5541

Authors

Эльвира Р. Зайцева D. Mendeleyev University of Chemical Technology of Russia, 9 Miusskaya Sq., Moscow 125047, Russia Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
Александр Ю. Смирнов Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
Софья И. Щербинина Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
Влада В. Заседателева Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
Константин С. Минеев Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
Михаил С. Баранов Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia Pirogov Russian National Research Medical University, 1 Ostrovitianova St., Moscow 117997, Russia

DOI:

https://doi.org/10.1007/5541

Keywords:

acetylenes, imidazolones, Kaede protein, chromophores, fluorogens, GFP chromophore.

Abstract

5-Arylidene-1-methyl-2-[2-(methylsulfanyl)-2-phenylethenyl]-1H-imidazol-5(4H)-ones were synthesized as a result of the reaction of 5-arylidene-1-methyl-2-(methylsulfanyl)-1H-imidazol-5(4H)-ones with terminal acetylenes in the presence of a palladium catalyst and copper iodide. This reaction presents a rare example of the formation of a compound with a methylsulfanylethenyl group. A study of the optical properties of the obtained compounds showed that they are characterized by a significant bathochromic shift of spectral maxima in comparison with similar derivatives of the GFP chromophore.