Hydrodabcyl-ONSu
Hydrodabcyl N-succinimidyl ester, Hydrodabcyl-ONSu, is an active ester (activated hydrodabcyl) that readily reacts with primary and secondary amides at room temperature and can be stored for long periods of time.
Highlights:
- Reacts at room temperature with primary and secondary amines in good to quantitative yields
- Can be used in water
- May be stored for months in the fridge or as DMSO solution at room temperature
The water-soluble dark quencher hydrodabcyl is conveniently activated for amide bond formation in form of its N-succinimidyl ester [3]. Hydrodabcyl N-succinimidyl ester reacts selectively and swiftly at room temperature with primary and secondary amines in good quantitative yields. This selective amide bond formation takes place also in the presence of other competing nucleophilic functional groups such as hydroxyl, carboxyl, and the aromatic imino groups of imidazole and indole. The reaction with amino groups can even be carried out in aqueous solution [3].
From the laboratory of Elisa Bombarda, PhD, University of Bayreuth.
Hydrodabcyl N-succinimidyl ester, Hydrodabcyl-ONSu, is an active ester (activated hydrodabcyl) that readily reacts with primary and secondary amides at room temperature and can be stored for long periods of time.
Highlights:
- Reacts at room temperature with primary and secondary amines in good to quantitative yields
- Can be used in water
- May be stored for months in the fridge or as DMSO solution at room temperature
The water-soluble dark quencher hydrodabcyl is conveniently activated for amide bond formation in form of its N-succinimidyl ester [3]. Hydrodabcyl N-succinimidyl ester reacts selectively and swiftly at room temperature with primary and secondary amines in good quantitative yields. This selective amide bond formation takes place also in the presence of other competing nucleophilic functional groups such as hydroxyl, carboxyl, and the aromatic imino groups of imidazole and indole. The reaction with amino groups can even be carried out in aqueous solution [3].
From the laboratory of Elisa Bombarda, PhD, University of Bayreuth.
| Catalog Number | Product | DataSheet | Size | AVAILABILITY | Price | Qty |
|---|
| Product Type: | Small Molecule |
| Name: | Hydrodabcyl-ONSu: 4-(2',6'-dihydroxy-4'-dimethylaminophenylazo)-2-hydroxybenzo N-succinimidyl ester |
| CAS number: | Related CAS: 1934257-88-1 |
| Chemical Formula: | C19H18N4O7 |
| Molecular Weight: | 414,4 g/mol |
| Format: | Lyophilized powder in dark glass tubes (red solid) |
| Purity: | >95%, NMR, TLC |
| Solubility: | In DMSO at 20°C, at least 2.0×10-3 M; In DMF at 20°C, at least 2.0×10-3 M |
| Abs Max (nm): |
Since in aqueous solution it is unstable (hydrolysis), we provide the spectroscopic properties of the related molecule hydrodabcyl. Absorbance [1, 2, 3]: λMax = 445 nm, ε445 = 43000 M-1 cm-1, in 50 mM NaP buffer pH 8.0 at 20C; λMax = 470 nm, ε470 = 37000 M-1 cm-1, in DMSO at 20C. |
| Platform: | Microplate reader |
| Compatible Cells: | As labelled derivative, it was tested in oocytes of Xenopus laevis [1] |
| Detection Method: | UV-Vis absorption, fluorescence |
| Comments: | Suggested amount per experiment: 50mg. Sensitive to moisture (hydrolysis). |
| Storage: |
As a solid, it is stable at least eight months in the fridge at 4 °C or freezer at -20 °C. Solutions in DMSO are stable for at least three months at room temperature in the darkness [3]. |
| Shipped: | Ambient temperature, protect from light |
- Bombarda E., Kempf O., Kempf K., Ullmann G.M., Schobert R. Patent: Hydrodabcyl. International patent WO 2016/083611 A1, issued 02.06.2016; (US Patent 25.05.2017; EU Patent 24.07.2018).
- Kempf O., Kempf K., Schobert R., Bombarda* E. Hydrodabcyl: A Superior Hydrophilic Alternative to the Dark Fluorescence Quencher Dabcyl. Anal. Chem., 2017, 89, 11893-11897. DOI: 10.1021/acs.analchem.7b03488.
- Kempf O., Ullmann G.M., Schobert R., Kempf K.*, Bombarda E.*. Chemoselective attachment of the water-soluble dark quencher hydrodabcyl to amino groups in peptides and preservation of its spectroscopic properties over a wide pH range. ACS Omega, 2021, 6, 32896-32903.21. DOI:10.1021/acsomega.1c04891.
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