7-Azido-4-methylcoumarin

Chemodex
Product Code: CDX-A0069
Supplier: Chemodex
CodeSizePrice
CDX-A0069-M0011 mg£59.00
Quantity:
CDX-A0069-M01010 mg£130.00
Quantity:
CDX-A0069-M05050 mg£511.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
7-Azido-4-methyl-1-benzopyran-2-one; AzMC
Appearance:
Yellow powder.
CAS:
95633-27-5
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry.Protect from light and moisture.
Hazards:
H315, 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: 201.18. Synthetic 7-Azido-4-methylcoumarin is a 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. It is a photoaffinity labeling probe for the substrate binding site of human sulfotransferase 1A1 (SULT1A1). 7-Azido-4-methylcoumarin is a 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)) and to identify novel cystathionine beta-synthase (CBS) inhibitors and activators.
MDL:
MFCD16652405
Molecular Formula:
C10H7N3O2
Molecular Weight:
201.18
Package Type:
Vial
Precautions:
P261, P305, P351, P338
Product Description:
7-Azido-4-methylcoumarin is a 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. It is a photoaffinity labeling probe for the substrate binding site of human sulfotransferase 1A1 (SULT1A1). 7-Azido-4-methylcoumarin is a 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)) and to identify novel cystathionine beta-synthase (CBS) inhibitors and activators.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
CC1=CC(=O)OC2=CC(=CC=C12)N=[N+]=[N-]
Solubility Chemicals:
Soluble in DMSO.
Source / Host:
Synthetic
Transportation:
Non-hazardous
UNSPSC Category:
Fluorescent Reagents
UNSPSC Number:
41105331
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

(1) G. Chen, et al.; Protein Sci. 8, 2151 (1999) | (2) M.K. Thorson, et al.; Angew. Chem. Int. Ed. Engl. 52, 4641 (2013) | (3) B. Chen, et al.; Analyst. 138, 946 (2013)