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Coumarin hydrazine

Item No. 19111

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-hydrazinyl-4-methyl-2H-1-benzopyran-2-one
CAS Number
113707-87-2
Synonyms
  • BzCH
  • ​CH-1
  • 7-hydrazino-4-methyl Coumarin
Molecular Formula
C10H10N2O2
Formula Weight
190.2
Purity
≥90%
Emission
430-550 nm
Excitation
365 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 14 mg/ mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 10 mg/mlEthanol: 1 mg/ml
λmax
222, 324 nm
SMILES
O=C(C=C1C)OC2=C1C=CC(NN)=C2
InChi Code
InChI=1S/C10H10N2O2/c1-6-4-10(13)14-9-5-7(12-11)2-3-8(6)9/h2-5,12H,11H2,1H3
InChi Key
ZGALTRTXIDNBJL-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $41

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    5 mg

    $178

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    10 mg

    $312

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    25 mg

    $631

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    Product Description

    Coumarin hydrazine is an aromatic hydrazine-containing fluorophore that reacts with aldehydes or ketones for fluorescent labeling.1 At neutral pH, coumarin hydrazine reacts faster with aldehydes than coumarin hydrazide to form hydrazones. Coumarin hydrazine acts as a fluorogenic sensor in live cells to detect carbonylated biomolecules that occur following oxidative stress.2 It displays an excitation maximum of 365 nm, produces a red shift in emission from approximately 430-550 nm upon hydrozone formation, and displays a large Stokes shift of approximately 195 nm.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Banerjee, A., Panosian, T.D., Mukherjee, K., et al. Site-specific orthogonal labeling of the carboxy terminus of α-tubulin. ACS Chem. Biol. 5(8), 777-785 (2010).

    2. Mukherjee, K., Chio, T.I., Gu, H., et al. Benzocoumarin hydrazine: A large stokes shift fluorogenic sensor for detecting carbonyls in isolated biomolecules and in live cells. ACS Sens. 2(1), 128-134 (2017).