802409

7-Azido-4-Methylcoumarin

97%

• Synonym(s): 4-Methyl-7-azidocoumarin, 7-Azido-4-methyl-2H-1-benzopyran-2-one
• Empirical Formula (Hill Notation): C₁₀H₇N₃O₂
• CAS Number: 95633-27-5
• Molecular Weight: 201.18
• NACRES: NA.22
• PubChem Substance ID: 329768736
• UNSPSC Code: 12352125
• MDL number: MFCD16652405
• Assay: 97%
• Form: powder

Properties

• Quality Segment: 100
• assay: 97%
• form: powder
• mp: 117.8 °C
• SMILES string: CC1=CC(=O)Oc2cc(ccc12)N=[N+]=[N-]
• InChI: 1S/C10H7N3O2/c1-6-4-10(14)15-9-5-7(12-13-11)2-3-8(6)9/h2-5H,1H3
• InChI key: HEKDKVLIMUWRRZ-UHFFFAOYSA-N

Description

Application

7-Azido-4-methylcoumarin (AzMC) is a fluorogenic probe useful for the detection of hydrogen sulfide (H₂S). The aromatic azide moiety is selectively reduced in the presence of H₂S, producing the fluorescent 7-amino-4-methylcoumarin (AMC) with a concomitant increase in fluorescence with λex = 365nm and λem = 450nm. The probe can be used both to monitor enzymatic production of H₂S in vitro and also to visualize H₂S in cells. The probe is highly sensitive and selective for H₂S, providing a linear detection range in vitro between 200nm – 100μM H₂S with 10μM probe, and reacting selectively with H₂S in the presence of mM concentrations of cysteine, homocysteine, glutathionine and many other common biological analytes.

Caution: Use of this product with DTT, TCEP and/or biological thiols >25mM should be avoided for maximum efficiency.

AzMC is readily soluble in DMSO.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable