3-Azido-7-hydroxycoumarin

Key facts

CAS number

817638-68-9

Purity

>98%

Form

Solid

form

Molecular weight

203.15 Da

Molecular formula

C₉H₅N₃O₃

PubChem

25127608

Nature

Synthetic

Solubility

Soluble in DMSO (100mM) , ethanol, methanol and acetone

Biochemical name

3-Azido-7-hydroxycoumarin

Biological description

Novel fluorogenic 'click' labeling dye for conjugation to alkyne-containing biomolecules. Highly permeable to cell membrane and tissue. Utilizes the reaction of azide derivatives of biological molecules (sugars, lipids, etc.) with a fluorescent alkyne or cyclooctene derivative. Can be used to trace the linked biological compounds inside living cells.

The detection agent employs a quenched azide dye that becomes highly fluorescent after the Click reaction when it forms triazoles at the site of alkyne modified biomolecules.

Canonical smiles

C1=CC2=C(C=C1O)OC(=O)C(=C2)N=[N+]=[N-]

InChi

InChI=1S/C9H5N3O3/c10-12-11-7-3-5-1-2-6(13)4-8(5)15-9(7)14/h1-4,13H

InChiKey

KKJNQKVCZCNJDI-UHFFFAOYSA-N

IUPAC Name

3-azido-7-hydroxychromen-2-one

Excitation/Emission

Ex: 325nm, Em: 441nm