3-(2-Furoyl)quinoline-2-carboxaldehyde
(Redirected from C15H9NO3)
-quinoline-2_carboxaldehyde)_chemical_structure.svg) | |
| Names | |
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| Preferred IUPAC name
3-(Furan-2-carbonyl)quinoline-2-carbaldehyde | |
| Other names
FQ, (3-(2-furoyl)-quinoline-2 carboxaldehyde), ATTO-TAG FQ, FQCA | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
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PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C15H9NO3 | |
| Molar mass | 251.241 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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3-(2-Furoyl)-quinoline-2-carboxaldehyde (FQ) is a fluorogenic amine labeling dye that is not fluorescent itself, but reacts with primary amines to form fluorescent products.[1] It was first reported in 1990.[2] Cyanide, typically provided via KCN or NaCN salts, is a required co-substrate in the fluorogenic reaction.[3] It has been used for the detection of amines and peptides, largely in CE-SDS[clarification needed], where it is recognized to reach a silver stain-like high sensitivity via laser-induced fluorescence.[4] Once bound to protein the excitation wavelength is 480 nm (blue) and the emission wavelength is ~600 nm (orange).[5]
Reaction
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See also
[edit]References
[edit]- ↑ Stoyanov, Alexander V.; Ahmadzadeh, Hossein; Krylov, Sergey N. (2002-11-25). "Heterogeneity of protein labeling with a fluorogenic reagent, 3-(2-furoyl)quinoline-2-carboxaldehyde". Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences. 780 (2): 283–287. doi:10.1016/s1570-0232(02)00535-4. ISSN 1570-0232. PMID 12401353.
- ↑ Beale, Stephen C.; Hsieh, You-Zung; Wiesler, Donald; Novotny, Milos (1990). "Application of 3-(2-furoyl)quinoline-2-carbaldehyde as a fluorogenic reagent for the analysis of primary amines by liquid chromatography with laser-induced fluorescence detection". Journal of Chromatography A. 499. Elsevier BV: 579–587. doi:10.1016/s0021-9673(00)97002-x. ISSN 0021-9673. PMID 2324216.
- ↑ Fisher Scientific, Thermo. "ATTO-TAG CBQCA and ATTO-TAG FQ - Product Information" (PDF). Thermo Fisher Scientific. Retrieved 8 April 2023.
- ↑ Arrell, Miriam S.; Kálmán, Franka (2016-10-19). "Estimation of protein concentration at high sensitivity using SDS-capillary gel electrophoresis-laser induced fluorescence detection with 3-(2-furoyl)quinoline-2-carboxaldehyde protein labeling". Electrophoresis. 37 (22). Wiley: 2913–2921. doi:10.1002/elps.201600246. ISSN 0173-0835. PMID 27570211. S2CID 11359248.
- ↑ "3-(2-Furoyl)quinoline-2-carboxaldehyde". sigmaaldrich.com. Retrieved 2023-03-09.
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