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Chemical Structure
Chemical Structure
Chemical Structure

7-Azido-4-methylcoumarin [95633-27-5]

Research Use Only
AG-CR1-3525
AdipoGen Life Sciences
Estimated Purity>98% (NMR)
Product group Chemicals
Molecular Weight201.2
Price on request
Packing Size
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    7-Azido-4-methylcoumarin [95633-27-5]
  • Delivery Days Customer
    10
  • Certification
    Research Use Only
  • Estimated Purity
    >98% (NMR)
  • Hazard Information
    Non-hazardous,Warning
  • Molecular Formula
    C10H7N3O2
  • Molecular Weight
    201.2
  • Scientific 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. - 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].
  • SMILES
    CC1=CC(=O)OC2=CC(=CC=C12)N=[N+]=[N-]
  • Storage Instruction
    2°C to 8°C,-20°C
  • UNSPSC
    12352200

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)