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    3-Cyanoumbelliferone

    Available from stock

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      3-Cyanoumbelliferone

      SKU
      C0007

      Categories: Fluorescent Detection, Fluorescent Detection

      Synonyms
      3-Cyano-7-hydroxycoumarin
      19088-73-4
      CAS-Number
      C10H5NO3
      Molecular Formula
      187.15
      Molecular Weight

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

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (TLC)
      Appearance
      Light red powder
      Identity
      1H-NMR

      Properties

      Solvents
      alcohols, DMF
      Melting Point
      ≥250°C (lit.)
      Fluorescence
      λex 408 nm, λem 450 nm in methanol
      Shipping
      AMBIENT
      Short Term Storage
      +4°C
      Long Term Storage
      +4°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at +4°C.
      Hazard statements
      H302, H312, H315, H319, H332, H335
      Precautionary statements
      P261, P280, P305 + P351 + P338
      GHS Symbol
      GHS07
      Signal word
      Warning
      Transportation
      Not dangerous goods
      Description
      Phenolic dyes with high pKas - such as 7-hydroxycoumarin (often called umbelliferone) and the more common 7-hydroxy-4-methylcoumarin - are not fully deprotonated and therefore not fully fluorescent unless the pH of the reaction mixture is raised to above pH ~10. Thus, substrates derived from these fluorophores are seldom used for continuous measurement of enzymatic activity in solution or live cells. The similar 3-cyano-7-hydroxycoumarin and 6,8-difluoro-7-hydroxy-4-methylcoumarin have lower pKas, making them suitable for a broader range of applications. Moreover, the -trifluoromethylumbelliferone product has longer-wavelength spectra and stronger absorbance than -methylumbelliferone. Ether, ester and phosphate substrates derived from these phenolic dyes may be fluorescent but invariably exhibit shorter-wavelength absorption and emission spectra.
      Smiles
      OC1=CC=C2C=C(C#N)C(=O)OC2=C1
      InChi Key
      IJQYTHQDUDCJEQ-UHFFFAOYSA-N
      References
      (1) I.N. White et al.: Anal. Biochem. 172(2), 304 (1988)
      InChi
      InChI=1S/C10H5NO3/c11-5-7-3-6-1-2-8(12)4-9(6)14-10(7)13/h1-4,12H

      Phenolic dyes with high pKas – such as 7-hydroxycoumarin (often called umbelliferone) and the more common 7-hydroxy-4-methylcoumarin – are not fully deprotonated and therefore not fully fluorescent unless the pH of the reaction mixture is raised to above pH ~10. Thus, substrates derived from these fluorophores are seldom used for continuous measurement of enzymatic activity in solution or live cells. The similar 3-cyano-7-hydroxycoumarin and 6,8-difluoro-7-hydroxy-4-methylcoumarin have lower pKas, making them suitable for a broader range of applications. Moreover, the -trifluoromethylumbelliferone product has longer-wavelength spectra and stronger absorbance than -methylumbelliferone. Ether, ester and phosphate substrates derived from these phenolic dyes may be fluorescent but invariably exhibit shorter-wavelength absorption and emission spectra.

      SKU: C0007 Categories: Fluorescent Detection, Fluorescent Detection
      • Additional information

      Additional information

      Synonyms

      3-Cyano-7-hydroxycoumarin

      Purity

      ≥98% (TLC)

      Appearance

      Light red powder

      CAS-Number

      19088-73-4

      Molecular Formula

      C10H5NO3

      Molecular Weight

      187.15

      Identity

      1H-NMR

      Solvents

      alcohols, DMF

      Melting Point

      ≥250°C (lit.)

      Fluorescence

      λex 408 nm, λem 450 nm in methanol

      Smiles

      OC1=CC=C2C=C(C#N)C(=O)OC2=C1

      InChi Key

      IJQYTHQDUDCJEQ-UHFFFAOYSA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      +4°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at +4°C.

      Hazard statements

      H302, H312, H315, H319, H332, H335

      Precautionary statements

      P261, P280, P305 + P351 + P338

      GHS Symbol

      GHS07

      Signal word

      Warning

      Transportation

      Not dangerous goods

      References

      (1) I.N. White et al.: Anal. Biochem. 172(2), 304 (1988)

      InChi

      InChI=1S/C10H5NO3/c11-5-7-3-6-1-2-8(12)4-9(6)14-10(7)13/h1-4,12H

      Quantity

      100 mg, 1 g, 5 g, Bulk

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