874184-03-9

Basic information

• Product Name: 4-{(1E)-3-[6,7-dimethoxy-3-(4-methoxyphenyl)-2-oxoquinolin-1(2H)-yl]prop-1-enyl}-N-[(1,1-dimethylethoxy)carbonyl]phenylalanine
• Synonyms: 4-{(1E)-3-[6,7-dimethoxy-3-(4-methoxyphenyl)-2-oxoquinolin-1(2H)-yl]prop-1-enyl}-N-[(1,1-dimethylethoxy)carbonyl]phenylalanine
• CAS NO: 874184-03-9
• Molecular Weight: 614.695
• Mol File: 874184-03-9.mol

Chemical Properties

• CAS DataBase Reference: 4-{(1E)-3-[6,7-dimethoxy-3-(4-methoxyphenyl)-2-oxoquinolin-1(2H)-yl]prop-1-enyl}-N-[(1,1-dimethylethoxy)carbonyl]phenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-{(1E)-3-[6,7-dimethoxy-3-(4-methoxyphenyl)-2-oxoquinolin-1(2H)-yl]prop-1-enyl}-N-[(1,1-dimethylethoxy)carbonyl]phenylalanine(874184-03-9)
• EPA Substance Registry System: 4-{(1E)-3-[6,7-dimethoxy-3-(4-methoxyphenyl)-2-oxoquinolin-1(2H)-yl]prop-1-enyl}-N-[(1,1-dimethylethoxy)carbonyl]phenylalanine(874184-03-9)

Safety Data

• Hazardous Substances Data: 874184-03-9(Hazardous Substances Data)

Upstream product

• 874183-97-8 6,7-dimethoxy-3-(4-methoxyphenyl)-1-(prop-2-en-1-yl)-1H-quinolin-2-one 
• 132067-41-5 methyl (±)-3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoate 
• 68742-15-4 6,7-dimethoxy-3-(4-methoxyphenyl)-quinolin-2(1H)-one 

Downstream Products

• 928655-62-3 4-{3-[6,7-dimethoxy-3-(4-methoxyphenyl)-2-oxoquinolin-1(2H)-yl]propyl}phenylalanine 

Relevant articles and documents

A new robust and highly sensitive FRET donor-acceptor pair: Synthesis, characterization, and application in a thrombin assay

The synthesis of a new, robust fluorescence-resonance-energy-transfer (FRET) system is described. Its donor chromophore is derived from an N-allyl-substituted quinolinone attached to 4-bromophenyl-alanine via Heck cross-coupling. The resulting Fmoc-protected derivative 11 was used as building block in solid-phase peptide synthesis (SPPS). As FRET acceptor, a sulfonylated ruthenium(II)-bathophenanthroline complex with a peripheral COOH function was prepared for covalent attachment to target molecules. The UV/VIS absorption and emission spectra of peptides bearing only the donor (D) or acceptor (A) dye showed a good overlap of the emission band of the donor with the absorption band of the acceptor. The fluorescence spectra of a peptide bearing both dyes revealed an additional emission after excitation of the donor, which is due to indirect excitation of the acceptor via FRET. The long fluorescence lifetime of the RuII complex (0.53 μs) makes it well-suited for time-resolved measurements. As a first application of this new FRET system, the peptide 18, with the recognition sequence for the protease thrombin, flanked by the two dyes, was synthesized and successfully cleaved by the enzyme. The change in the ratio of the fluorescence intensities could be determined.

Synthesis of a new pair of fluorescence resonance energy transfer donor and acceptor dyes and its use in a protease assay

A new, efficient and very robust fluorescence resonance energy transfer (FRET) system, which can be measured in a normal as well as in a time-resolved mode, was developed and its feasibility demonstrated in a protease assay format. The Royal Society of Ch