Chemical Properties
Coumarin 120 is Light yellow beige powder
Uses
Coumarin 120 is widely used fluorophore, well-known for preparing fluorogenic substrates for cystine aminopeptidase and other hydrolases. Used as reference compound in enzyme assays.
Uses
λ max 354 nm in EthanolSuitable as laser dye and used as a fluorescent labeling reagent for trace determination of enzymes.
Uses
suitable for determining polygalacturonase activity
Definition
ChEBI: Coumarin 120 is a member of 7-aminocoumarins. It has a role as a fluorochrome.
General Description
7-Amino-4-methylcoumarin (coumarin120) is an aminocoumarin laser dye that can emit laser in the range of 370-760 nm. It has three intermolecular hydrogen bonded structures with C-H···O and N-H····O.
Biochem/physiol Actions
7-Amino-4-methylcoumarin is a coumarin derivative, which serves as a fluorescence reference standard to screen protease inhibitors.
Synthesis
Coumarin 120 is synthesized from m-aminophenol via acylation with methoxycarbonyl chloride, condensation with acetoacetic ester, and alkaline hydrolysis using KOH solution followed by acidification[1].
Purification Methods
Dissolve it in 5% HCl, filter and basify with 2M ammonia. The precipitate is dried in a vacuum and recrystallised from dilute EtOH. It yields a blue solution and is light sensitive. [Sigler Synthesis 614 1980, Kanaoka et al. Chem Pharm Bull Jpn 30 1485 1982, Beilstein 18/11 V 445.]
References
[1] Pozdnev, V. F. (1990). Improved method for synthesis of 7-amino-4-methylcoumarin. Chemistry of Heterocyclic Compounds, 26(3), 264–265.
https://doi.org/10.1007/bf00472539
