Specifications
- Purity
- ≥98% (TLC)
- Identity
- 1H-NMR
- Appearance
- Light red powder
Properties
- Fluorescence
- λex 408 nm, λem 450 nm in methanol
- Melting Point
- ≥250°C (lit.)
- Solvents
- alcohols, DMF
Available from stock
3-Cyanoumbelliferone
- SKU
- C0007
Category: Fluorescent Detection
- Synonyms
- 3-Cyano-7-hydroxycoumarin
- 19088-73-4
- CAS-Number
- C10H5NO3
- Molecular Formula
- 187.15
- Molecular Weight
- Long Term Storage
- +4°C
- Use / Stability
- Stable for at least 2 years after receipt when stored at +4°C.
- Handling Advice
- Protect from light and moisture.
- Short Term Storage
- +4°C
- Shipping
- AMBIENT
- Transportation
- Not dangerous goods
- Signal word
- Warning
- GHS Symbol
- GHS07
- Precautionary statements
- P261, P280, P305 + P351 + P338
- Hazard statements
- H302, H312, H315, H319, H332, H335
- 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.
- InChi
- InChI=1S/C10H5NO3/c11-5-7-3-6-1-2-8(12)4-9(6)14-10(7)13/h1-4,12H
- References
- (1) I.N. White et al.: Anal. Biochem. 172(2), 304 (1988)
- InChi Key
- IJQYTHQDUDCJEQ-UHFFFAOYSA-N
- Smiles
- OC1=CC=C2C=C(C#N)C(=O)OC2=C1
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.
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 |
