- Purity: ≥98% (TLC)
- Appearance: Light red powder.
- CAS-Number: 19088-73-4
- Molecular Formula: C10H5NO3
- Molecular Weight: 187.15
- Identity: 1H-NMR
- Solvents: alcohols or 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: InChI=1S/C37H50O4/c1-24(2)10-6-8-12-26-14-15-31-35(26,3)21-18-32-36(4)20-17-28(23-27(36)16-19-37(31,32)5)40-33(38)29-22-25-11-7-9-13-30(25)41-34(29)39/h7,9,11,13,16,22,24,26,28,31-32H,6,8,10,12,14-15,
- InChi Key: IJQYTHQDUDCJEQ-UHFFFAOYSA-N
Available from stock
3-Cyanoumbelliferone
SKU: C0007
Category: Fluorescent Detection
- 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.
- 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.
- References: (1) I.N. White et al.; Anal. Biochem. 172(2), 304 (1988)
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
| Identity | 1H-NMR |
|---|---|
| Handling Advice | Protect from light and moisture. |
| Availability | 1 |
| CAS-Number | 19088-73-4 |
| Long Term Storage | +4°C |
| InChi Key | IJQYTHQDUDCJEQ-UHFFFAOYSA-N |
| Quantity | 1 g, 100 mg, 5 g, Bulk |
| Appearance | Light red powder. |
| InChi | InChI=1S/C37H50O4/c1-24(2)10-6-8-12-26-14-15-31-35(26,3)21-18-32-36(4)20-17-28(23-27(36)16-19-37(31,32)5)40-33(38)29-22-25-11-7-9-13-30(25)41-34(29)39/h7,9,11,13,16,22,24,26,28,31-32H,6,8,10,12,14-15, |
| Fluorescence | λex 408 nm; λem 450 nm in methanol |
| Melting Point | ≥250°C (lit.) |
| Shipping | AMBIENT |
| Molecular Weight | |
| Purity | |
| Pricetable | |
| Short Term Storage | +4°C |
| Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
| Molecular Formula | |
| Smiles | OC1=CC=C2C=C(C#N)C(=O)OC2=C1 |
| Solvents | alcohols or DMF |
| References |
Reviews
There are no reviews yet.