A turn-on fluorescent probe for hydrogen sulfide
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Product Type

Biochemicals
Labeling & Detection
Fluorescent Probes
Reactive Probes

Research Area

Application

Fluorescence

7-(2,4-Dinitrophenoxy)-4-methyl-2H-chromen-2-one

Item No. 28472

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-(2,4-dinitrophenoxy)-4-methyl-2H-1-benzopyran-2-one
CAS Number
314742-00-2
Molecular Formula
C16H10N2O7
Formula Weight
342.3
Purity
≥98%
Emission
445 nm
Excitation
323 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: 30 mg/mlDMF: 30 mg/mlDMF:PBS (pH 7.2) (1:2): 0.30 mg/mlDMSO: 5 mg/ml
λmax
286, 314 nm
SMILES
CC(C(C=C1)=C(O2)C=C1OC3=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C3)=CC2=O
InChi Code
InChI=1S/C16H10N2O7/c1-9-6-16(19)25-15-8-11(3-4-12(9)15)24-14-5-2-10(17(20)21)7-13(14)18(22)23/h2-8H,1H3
InChi Key
CHCWRLPZTULFBO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    Product Description

    7-(2,4-Dinitrophenoxy)-4-methyl-2H-chromen-2-one is a turn-on fluorescent probe for the detection of hydrogen sulfide (H2S).1 7-(2,4-Dinitrophenoxy)-4-methyl-2H-chromen-2-one undergoes thiolysis by hydrogen sulfide (HS1-). It displays excitation/emission maxima of 323/445 nm, respectively, in DMSO and its fluorescence intensity increases in the presence of sulfur-containing molecules.2,3,1 7-(2,4-Dinitrophenoxy)-4-methyl-2H-chromen-2-one is selective for sulfur-containing molecules, including cysteine, glutathione (GSH), homocysteine, and selenocysteine and is not cytotoxic up to a concentration of 150 µg/ml.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, Y., Shang, X., Li, C., et al. The synthesis, crystal, hydrogen sulfide detection and cell assement of novel chemsensors based on coumarin derivatives. Sci. Rep. 8(1), 16159 (2018).

    2. Zhang, B., Ge, C., Yao, J., et al. Selective selenol fluorescent probes: Design, synthesis, structural determinants, and biological applications. J. Am. Chem. Soc. 137(2), 757-769 (2015).

    3. Yang, X.F., Su, Z., Liu, C., et al. A thiol-selective fluorogenic probe based on the cleavage of 4-methylumbelliferyl-2',4',6'-trinitropheyl ether. Anal. Bioanal. Chem. 396(7), 2667-2674 (2010).