New red-shifted coelenterazine analogues with an extended electronic conjugation

作者：Giuliani Germano^*; Molinari Paola; Ferretti Giulia; Cappelli Andrea; Anzini Maurizio; Vomero Salvatore; Costa Tommaso

来源：Tetrahedron Letters, 2012, 53(38): 5114-5118.

DOI：10.1016/j.tetlet.2012.07.041

• Bioluminescence
• Coelenterazine
• Red-shift
• 2Y-System
• Renilla Luciferase

A new promising approach to the development of red-shifted coelenterazine analogues was described. In order to alter the photochemical properties of native coelenterazine, we have designed and synthesized analogues bearing a new electron-rich structure. The spectroscopic results obtained, in the presence of the target enzyme (Renilla Luciferase), show a bathochromic emission shift of the entire class of new derivatives. Among them, the 2-benzyl-8-(4-chlorophenylthio)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one (8) shows an emission at 510 nm and uncommon slow kinetic decay.

• 出版日期2012-9-19