276879-69-7

Upstream product

• 27473-38-7 1-diazo-3-(4-methoxyphenyl)propan-2-one 
• 4693-91-8 4-methoxyphenyl-acetic chloride 
• 37156-84-6 4-(5-amino-6-benzyl-pyrazin-2-yl)-phenol 
• 117535-79-2 (E)-1-(4-methoxyphenyl)-4-phenylbut-3-en-2-one 

Downstream Products

• 276879-70-0 dehydrocoelenterazine mono-methyl ether 

Relevant academic research and scientific papers

Coelenterazine analogs and manufacturing method thereof

There has been a need for coelenterazine analogs that exhibit luminescence properties different from those of known coelenterazine analogs. The present invention provides the compound represented by general formula (1).

Synthesis of 13C-dehydrocoelenterazine and NMR studies on the bioluminescence of a Symplectoteuthis model

The bioluminescence of luminous squid (Symplectoteuthis oualaniensis) is presumed to be initiated by the addition of the sulfhydryl residue of a photoprotein to dehydrocoelenterazine (DCL). To clarify this step, a novel synthetic route was established to label DCL with 13C. Dithiothreitol (DTT) and glutathione (GSH) were used as photoprotein models. The addition of DTT and GSH to 13C-labeled DCL gave luminous chromophores. Its structures were confirmed by NMR and MS spectrometry. The DTT adduct emitted light under alkaline condition to produce an oxidized compound. Thus we succeeded in modeling the bioluminescence of a photoprotein with DTT. (C) 2000 Elsevier Science Ltd.