The solution stability of this product has not been determined. However, various sources report that solutions in DMSO(fresh) are stable for 1 month at -20°C and 6 months at -80°C when stored in aliquots and protected from light.
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
Pricing and availability is not currently available.
Quality Level
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[1] and also to visualize H2S in cells[2]. 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.
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.
1 of 1
This Item | |||
|---|---|---|---|
| assay 97% | assay ≥97.0% (GC) | assay 99% | assay ≥98.0% (HPLC) |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| mp 117.8 °C | mp - | mp 230 °C (dec.) (lit.) | mp 230 °C (dec.) (lit.), 230-234 °C |
| form powder | form solid | form - | form crystals |
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Megan K Thorson et al.
Angewandte Chemie (International ed. in English), 52(17), 4641-4644 (2013-03-21)
Buzzing with activity: A hydrogen sulfide selective fluorogenic probe, 7-azido-4-methylcoumarin (AzMC), serves as a highly sensitive assay for cystathionine β-synthase activity, and is suitable for the high-throughput discovery of novel enzyme inhibitors.
Bifeng Chen et al.
The Analyst, 138(3), 946-951 (2012-12-18)
A coumarin-based fluorescence chemoprobe was developed and evaluated for the selective and sensitive detection of hydrogen sulfide in degassed PBS buffers and fetal bovine serum. Fluorescence detection of hydrogen sulfide in living cells was also successfully achieved using two-photon confocal
Rebecca A Ellwood et al.
Proceedings of the National Academy of Sciences of the United States of America, 118(9) (2021-02-26)
Duchenne muscular dystrophy (DMD) is an X-linked recessive disorder characterized by progressive muscle degeneration and weakness due to mutations in the dystrophin gene. The symptoms of DMD share similarities with those of accelerated aging. Recently, hydrogen sulfide (H2S) supplementation has
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 802409-10MG | 04061833232316 |
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