- 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
7-Azido-4-methylcoumarin
SKU: A0069
Category: Fluorescent Detection
- 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.
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 |
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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 | |
Short Term Storage | +4°C |
Purity | |
Pricetable | |
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 | |
Solvents | DMSO |
Synonyms | 7-Azido-4-methyl-1-benzopyran-2-one, AzMC |
Shipping | AMBIENT |
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