7-Azido-4-methylcoumarin
| Code | Size | Price |
|---|
| AG-CR1-3525-M001 | 1 mg | £40.00 |
Quantity:
| AG-CR1-3525-M005 | 5 mg | £85.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
-20°C
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
AzMC
Appearance:
White to yellow solid.
CAS:
95633-27-5
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light.
Hazards:
H319, H335
InChi:
InChI=1S/C10H7N3O2/c1-6-4-10(14)15-9-5-7(12-13-11)2-3-8(6)9/h2-5H,1H3
InChiKey:
HEKDKVLIMUWRRZ-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 95633-27-5. Formula: C10H7N3O2. MW: 201.2. Highly sensitive and selective fluorogenic H2S probe. The aromatic azide moiety of AzMC is selectively reduced in the presence of H2S, producing the fluorescent 7-amino-4-methylcoumarin (AMC) with a concomitant increase in fluorescence with lambdaex = 365 nm and lambdaem = 450 nm. Photoaffinity labeling probe for the substrate binding site of human sulfotransferase 1A1 (SULT1A1). Probe to monitor the enzymatic production of H2S in vitro and to visualize H2S in living cells. Tool for monitoring the activity of pyridoxal-5'-phosphate (PLP)-dependent enzymes (e.g. cystathionine beta-synthase (CBS), cystathionine gamma-lyase (CGL) and tryptophan synthase (TS)). Tool to identify novel cystathionine beta-synthase (CBS) inhibitors and activators. Suitable for high-throughput screening. Caution: Use of this product with DTT, TCEP and/or biological thiols at concentrations of >25 mM should be avoided for maximum efficiency.
MDL:
MFCD16652405
Molecular Formula:
C10H7N3O2
Molecular Weight:
201.2
Package Type:
Vial
Precautions:
P261, P271, P280, P312
Product Description:
Highly sensitive and selective fluorogenic H2S probe [1-3]. The aromatic azide moiety of AzMC is selectively reduced in the presence of H2S, producing the fluorescent 7-amino-4-methylcoumarin (AMC) with a concomitant increase in fluorescence with lambdaex = 365 nm and lambdaem = 450 nm. Photoaffinity labeling probe for the substrate binding site of human sulfotransferase 1A1 (SULT1A1). Probe to monitor the enzymatic production of H2S in vitro and to visualize H2S in living cells [2, 3]. Tool for monitoring the activity of pyridoxal-5'-phosphate (PLP)-dependent enzymes (e.g. cystathionine beta-synthase (CBS), cystathionine gamma-lyase (CGL) and tryptophan synthase (TS)) [2]. Tool to identify novel cystathionine beta-synthase (CBS) inhibitors and activators [2]. Suitable for high-throughput screening [2]. Caution: Use of this product with DTT, TCEP and/or biological thiols at concentrations of >25 mM should be avoided for maximum efficiency [2].
Purity:
>98% (NMR)
Signal word:
Warning
SMILES:
CC1=CC(=O)OC2=CC(=CC=C12)N=[N+]=[N-]
Solubility Chemicals:
Soluble in DMSO.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C. Store solutions at -20°C in the dark.
References
Photoaffinity labeling probe for the substrate binding site of human phenol sulfotransferase (SULT1A1): 7-azido-4-methylcoumarin: G. Chen, et al.; Protein Sci. 8, 2151 (1999) | Identification of cystathionine beta-synthase inhibitors using a hydrogen sulfide selective probe: M.K. Thorson, et al.; Angew. Chem. Int. Ed. Engl. 52, 4641 (2013) | Fluorescent probe for highly selective and sensitive detection of hydrogen sulfide in living cells and cardiac tissues: B. Chen, et al.; Analyst. 138, 946 (2013)
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