934270-89-0

Basic information

• Product Name: 6-phenethylamino-2-cyanobenzothiazole
• Synonyms: 6-phenethylamino-2-cyanobenzothiazole
• CAS NO: 934270-89-0
• Molecular Weight: 279.365
• Mol File: 934270-89-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 6-phenethylamino-2-cyanobenzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-phenethylamino-2-cyanobenzothiazole(934270-89-0)
• EPA Substance Registry System: 6-phenethylamino-2-cyanobenzothiazole(934270-89-0)

Safety Data

• Hazardous Substances Data: 934270-89-0(Hazardous Substances Data)

Upstream product

• 2407-11-6 2-chloro-6-nitrobenzothiazole 
• 7724-12-1 2-cyano-6-aminobenzothiazole 
• 122-78-1 phenylacetaldehyde 
• 2406-90-8 2-chlorobenzothiazol-6-ylamine 
• 615-20-3 2-chlorobenzo[d][1,3]thiazole 

Relevant articles and documents

Aminoluciferins as functional bioluminogenic substrates of firefly luciferase

Firefly luciferase is widely used as a reporter gene in assays to study gene expression, gene delivery, and so on because of its extremely high signal-to-noise ratio. The availability of a range of bioluminogenic substrates would greatly extend the applicability of the luciferin-luciferase system. Herein, we describe a design concept for functional bioluminogenic substrates based on the aminoluciferin (AL) scaffold, together with a convenient, high-yield method for synthesizing N-alkylated ALs. We confirmed the usefulness of ALs as bioluminogenic substrates by synthesizing three probes. The first was a conjugate of AL with glutamate, Glu-AL. When Glu-AL, the first membrane-impermeable bioluminogenic substrate of luciferases, was applied to cells transfected with luciferase, luminescence was not observed; that is, by using Glu-AL, we can distinguish between intracellular and extracellular events. The second was Cy5-AL, which consisted of Cy5, a near-infrared (NIR) cyanine fluorescent dye, and AL, and emitted NIR light. When Cy5-AL reacted with luciferase, luminescence derived from Cy5 was observed as a result of bioluminescence resonance energy transfer (BRET) from AL to Cy5. The NIR emission wavelength would allow a signal to be observed from deeper tissues in bioluminescence in vivo imaging. The third was biotin-DEVD-AL (DEVD=the amino acid sequence Asp-Glu-Val-Asp), which employed a caspase-3 substrate peptide as a switch to control the accessibility of the substrate to luciferase, and could detect the activity of caspase-3 in a time-dependent manner. This generalized design strategy should be applicable to other proteases. Our results indicate that the AL scaffold is appropriate for a range of functional luminophores and represents a useful alternative substrate to luciferin.