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Merck
CN

802409

7-Azido-4-Methylcoumarin

97%

Synonym(s):

4-Methyl-7-azidocoumarin, 7-Azido-4-methyl-2H-1-benzopyran-2-one

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About This Item

Empirical Formula (Hill Notation):
C10H7N3O2
CAS Number:
Molecular Weight:
201.18
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352125
MDL number:
Assay:
97%
Form:
powder
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Quality Segment

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

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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