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    7-Azido-4-methylcoumarin

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    7-Azido-4-methylcoumarin

    SKU: A0069

    Category: Fluorescent Detection

    • Product Data
    • Handling
    • Details
    • 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: InChI=1S/C10H7N3O2/c1-6-4-10(14)15-9-5-7(12-13-11)2-3-8(6)9/h2-5H,1H3
    • InChi Key: HEKDKVLIMUWRRZ-UHFFFAOYSA-N
    • Shipping: AMBIENT
    • Short Term Storage: +4°C
    • Long Term Storage: -20°C
    • Handling Advice: Protect from light and moisture. Keep cool and dry.
    • Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
    • 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.
    • 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)

    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 Category: Fluorescent Detection
    • Additional information
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    Additional information

    InChi

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

    Identity

    1H-NMR

    Availability

    1

    CAS-Number

    95633-27-5

    Melting Point

    110 °C

    Long Term Storage

    -20°C

    Quantity

    1 mg, 10 mg, 50 mg, Bulk

    Appearance

    Yellow powder

    InChi Key

    HEKDKVLIMUWRRZ-UHFFFAOYSA-N

    Handling Advice

    Protect from light and moisture. Keep cool and dry.

    Molecular Formula

    C10H7N3O2

    Short Term Storage

    +4°C

    Purity

    ≥98% (HPLC)

    Pricetable

    1 mg_EUR_50, 10 mg_EUR_120, 50 mg_EUR_490

    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)

    Smiles

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

    Use / Stability

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

    Molecular Weight

    201.18

    Solvents

    DMSO

    Synonyms

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

    Shipping

    AMBIENT

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