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    7-Azido-4-methylcoumarin

    Available from stock

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      7-Azido-4-methylcoumarin

      SKU
      A0069

      Categories: Fluorescent Detection, Fluorescent Detection

      Synonyms
      7-Azido-4-methyl-1-benzopyran-2-one , AzMC
      95633-27-5
      CAS-Number
      C10H7N3O2
      Molecular Formula
      201.18
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (HPLC)
      Appearance
      Yellow powder
      Identity
      1H-NMR

      Properties

      Solvents
      DMSO
      Melting Point
      110 °C

      Documentation

      Safety Data Sheet (SDS)
      CDX A0069 MSDS.pdf
      Shipping
      AMBIENT
      Short Term Storage
      +4°C
      Long Term Storage
      -20°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Hazard statements
      H315-H319-H335
      Precautionary statements
      P261-P305 + P351 + P338
      GHS Symbol
      GHS07
      Signal word
      Warning
      Transportation
      Not dangerous goods
      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 ?ex = 365 nm and ?em = 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 ?-synthase (CBS), cystathionine ?-lyase (CGL) and tryptophan synthase (TS)) and to identify novel cystathionine ?-synthase (CBS) inhibitors and activators.
      Smiles
      O=C1C=C(C)C2=CC=C(N=[N+]=[N-])C=C2O1
      InChi Key
      HEKDKVLIMUWRRZ-UHFFFAOYSA-N
      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)
      InChi
      InChI=1S/C10H7N3O2/c1-6-4-10(14)15-9-5-7(12-13-11)2-3-8(6)9/h2-5H,1H3

      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 ?ex = 365 nm and ?em = 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 ?-synthase (CBS), cystathionine ?-lyase (CGL) and tryptophan synthase (TS)) and to identify novel cystathionine ?-synthase (CBS) inhibitors and activators.

      SKU: A0069 Categories: Fluorescent Detection, Fluorescent Detection
      • Additional information

      Additional information

      Synonyms

      7-Azido-4-methyl-1-benzopyran-2-one, AzMC

      Purity

      ≥98% (HPLC)

      Appearance

      Yellow powder

      CAS-Number

      95633-27-5

      Molecular Formula

      C10H7N3O2

      Molecular Weight

      201.18

      Identity

      1H-NMR

      Solvents

      DMSO

      Melting Point

      110 °C

      Smiles

      O=C1C=C(C)C2=CC=C(N=[N+]=[N-])C=C2O1

      InChi Key

      HEKDKVLIMUWRRZ-UHFFFAOYSA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      -20°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at -20°C.

      Hazard statements

      H315-H319-H335

      Precautionary statements

      P261-P305 + P351 + P338

      GHS Symbol

      GHS07

      Signal word

      Warning

      Transportation

      Not dangerous goods

      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)

      InChi

      InChI=1S/C10H7N3O2/c1-6-4-10(14)15-9-5-7(12-13-11)2-3-8(6)9/h2-5H,1H3

      Quantity

      1 mg, 10 mg, 50 mg, Bulk

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