196959-81-6Relevant articles and documents
New bioluminescent coelenterazine derivatives with various C-6 substitutions
Jiang, Tianyu,Yang, Xingye,Zhou, Yubin,Yampolsky, Ilia,Du, Lupei,Li, Minyong
, p. 7008 - 7018 (2017/09/01)
A series of new coelenterazine analogs with varying substituents at the C-6 position of the imidazopyrazinone core have been designed and synthesized for the extension of bioluminescence substrates. Some of them display excellent bioluminescence properties compared to DeepBlueC or native coelenterazine with both in vitro and in vivo biological evaluations, thus placing these derivatives among the most ideal substrates for Renilla bioluminescence applications.
Novel synthetic route of coelenterazines -2-:Synthesis of various dehydrocoelenterazine analogs
Kondo, Nobuhiro,Kuse, Masaki,Mutarapat, Thumnoon,Thasana, Nopporn,Isobe, Minoru
, p. 843 - 856 (2007/10/03)
The novel synthetic route to introduce varioussubstituents into 5-position of coelenteramine is described. Difficulties, however, are observed in the attempted synthesis of some analogs having labile functional groups. This is due to the strong acid conc. H2SO4 after Suzuki-Miyaura coupling, so that the route was limited only to the synthesis for aminopyrazines having acid-stable functional groups. In this report, we describe alternative success in the deprotection of N-tosyl-animopyrazine triflate before the cross coupling; thus, we obtained the aminopyrazine triflate in high yield. This compound enables us to synthesize various coelenterazine analogs. This triflate was proven to be so important intermediate that the versatile synthesis for coelenterazine and dehydrocoelenterazine analogs was established through Suzuki-Miyaura or Sonogashira coupling.
