AdipoGen Life Sciences

7-Azido-4-methylcoumarin

CHF 45.00
In stock
AG-CR1-3525-M0011 mgCHF 45.00
AG-CR1-3525-M0055 mgCHF 90.00
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Product Details
Synonyms AzMC
Product Type Chemical
Properties
Formula

C10H7N3O2

MW 201.2
CAS 95633-27-5
Purity Chemicals ≥98% (NMR)
Appearance White to yellow solid.
Solubility Soluble in DMSO.
Identity Determined by 1H-NMR and MS.
InChi Key HEKDKVLIMUWRRZ-UHFFFAOYSA-N
Smiles CC1=CC(=O)OC2=CC(=CC=C12)N=[N+]=[N-]
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Store solutions at -20°C in the dark.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
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 λex = 365 nm and λem = 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 β-synthase (CBS), cystathionine γ-lyase (CGL) and tryptophan synthase (TS)) [2].
  • Tool to identify novel cystathionine β-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].
Product References
  1. 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)
  2. Identification of cystathionine β-synthase inhibitors using a hydrogen sulfide selective probe: M.K. Thorson, et al.; Angew. Chem. Int. Ed. Engl. 52, 4641 (2013)
  3. 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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