METHOXYCOUMARIN-3-CARBONYL AZIDE

CA Index Name 2//-l-Benzopyran-3-carbonyl azide, 7-methoxy-2-oxo- 

Other Names 7-Methoxycoumarin-3-carbonyl azide Merck Index Number Not listed Chemical/Dye Class Coumarin Molecular Formula C11H7 N3 O4 Molecular Weight 245.19 

Solubility Soluble in acetonitrile, chloroform, N,N-dimethylformamide, methanol Melting Point 170-171 °C  

Imaging/Labeling Applications Alcohols biomacromolecules glycerophospholipids  

Biological/Medical Applications Analyzing molecular species of glycerophospholipids detecting 7a-hydroxycholesterol in dog plasma encapsulating/ microencapsulating biomacromolecules reagent for alcohols 

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Fig. 8 Serum PC molecular species distribution after 6 weeks of treatment for both the placebo control group (A) and the drug-treated group (B). The molecular species were derivatized with 7-methoxycoumarin-3-carbonyl azide prior to analysis and detected by fluorescence with excitation at 340 nm and emission at 370 nm. (Reprinted from Ref. 91 with the permission of the Journal of Lipid Research.)...

Methoxycoumarin-3-carbonyl azide (3-MCCA) and 7-methoxycoumarin-4-carbonyl azide (4-MCCA)... 

Methoxycoumarin-3-carbonyl azide 7-Methoxycoumarin-3-carboxylic acid 7-Methoxycoumarin-3-carboxylic acid succinimidyl ester Pacific Blue (6,8-Diliuoro-7-hydroxycoumarin-3-carboxylic acid)... 

Carbonyl azides react with alcoholic hydroxy compounds to form the corresponding urethanes. In the same manner, ferrocenoyl azide, and 3-fe-rrocenylpropionyl azide can derivatized, hydroxy-steroids and the resultant derivatives are determined electrochemically by LC with the detection limits at subpicomole levels. 2-[2-(Azidocarbonyl)ethyl]-3-methyl-1,4-naphthoquinone (AMQ) reacts with primary and secondary alcohols to produce carbamic acid derivatives and is used in LC with BCD and FL detections. 7-Methoxycoumarin-4-carbonyl azide (7-MC-4-CON3) and 3,4-dihydro-6,7-dimethoxy-4-methyl-3-oxoquinoxaline-2-carbonyl azide (DMEQ-CON3) are also applied to LC with FL detection as precolumn reagents. 

FIGURE 2.1 Reagents for introducing a fluorophore into compounds with a complementary reactive functional group. Reagents 1 = dansyl chloride 2 = dabsyl chloride 3 = dansyl hydrazine 4 = fluorescamine 5 = 2,4-dihydro-6,7-dimethoxy-4-methyl-3-oxo-quinoxaline-2-carbonyl azide 6 = o-phthalaldehyde 7 = fluorenyhnethyloxycarbonyl chloride 8 — 4-bromome iyl-7-methoxycoumarin and 9 = 4-chloro-7-nitrobenzofurazan. 

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