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Coumarin Azide

picture of Coumarin Azide

Modification : Coumarin Azide

Catalog Reference Number
Category
Modification Code
5 Prime
3 Prime
Internal
Molecular Weight (mw)
Extinction Coeficient (ec)
Technical Info (pdf)
Absorbance MAX
Emission MAX
Absorbance EC



26-6726
Click Chemistry
Cou-N3
Y
Y
Y
203.15
-
PS26-6726.pdf
-
-
-


Catalog NoScalePrice
26-6726-0550 nmol$350.00
26-6726-02200 nmol$350.00
26-6726-011 umol$455.00
26-6726-032 umol$682.50
26-6726-1010 umol$3,640.00
26-6726-1515 umol$4,550.00

Coumarin (7-Hydroxycoumarin)-Azide is a fluorescent dye containing a terminal azide group. Coumarin is also known as umbelliferone. Coumarin is highly fluorescent and pH-sensitive, with an absorbance maximum of 358 nm and an emission maximum of 480 nm; thus it emits in the blue region of the visible spectrum. The presence of the azide allows the user to use Click Chemistry (a [3+2] cycloaddition reaction between alkynes and azides, using copper (I) iodide as a catalyst) to conjugate the Coumarin-Azide to a terminal alkyne-modified oligo with extremely high regioselectivity and efficiency (1,2). Preparation of the alkyne-modified oligo can be achieved using the 5-Hexynyl modifier (see its respective tech sheet for details). Because coumarin is effectively quenched if its hydroxyl group is either alkylated or phosphorylated, it is useful in high-throughput screening for enzyme lipases and phosphatases.

References
1. Huisgen, R. Angew. Chem. Int. Ed. (1963), 2: 565-568.
2. Rostovtsev, V.V., Green, L.G., Fokin, V.V., Sharpless, K.B. A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective Ligation of Azides and Terminal Alkynes. Angew. Chem. Int. Ed. (2002), 41: 2596-2599.
- Coumarin Azide

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