Chemistry:3-(4-Carboxybenzoyl)quinoline-2-carboxaldehyde
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Short description: Fluorogenic amine labelling dye
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| Names | |
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| IUPAC name
4-(2-formylquinoline-3-carbonyl)benzoic acid
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| Other names
CBQCA, ATTO-TAG CBQCA
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| Identifiers | |
3D model (JSmol)
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PubChem CID
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| Properties | |
| C18H11NO4 | |
| Molar mass | 305.3 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
3-(4-carboxybenzoyl)quinoline-2-carboxaldehyde (CBQCA) is a fluorogenic amine labeling dye that is not fluorescent itself, but covalently reacts with primary amines to form fluorescent products.[1] It was first reported in 1991.[2] Today, it is largely used in the context of quantifying peptides or proteins. Either cyanide or thiols are required as a co-substrate in the fluorogenic reaction, although thiols also react with & mask the CBQCA aldehyde thereby preventing the fluorogenic reaction against the targeted primary amines.[1] Once bound to protein the excitation wavelength is 465 nm (blue) and the emission wavelength is ~550 nm (green).[3]
Reaction
See also
References
- ↑ 1.0 1.1 You, Wendy W.; Haugland, Rosaria P.; Ryan, Diane K.; Haugland, Richard P. (1997). "3-(4-Carboxybenzoyl)quinoline-2-carboxaldehyde, a Reagent with Broad Dynamic Range for the Assay of Proteins and Lipoproteins in Solution". Analytical Biochemistry (Elsevier BV) 244 (2): 277–282. doi:10.1006/abio.1996.9920. ISSN 0003-2697. PMID 9025944.
- ↑ Liu, Jinping.; Hsieh, You Zoung.; Wiesler, Donald.; Novotny, Milos. (1991-03-01). "Design of 3-(4-carboxybenzoyl)-2-quinolinecarboxaldehyde as a reagent for ultrasensitive determination of primary amines by capillary electrophoresis using laser fluorescence detection". Analytical Chemistry (American Chemical Society (ACS)) 63 (5): 408–412. doi:10.1021/ac00005a004. ISSN 0003-2700. PMID 2064006.
- ↑ Fisher Scientific, Thermo. "CBQCA Protein Quantitation Kit - Product Information". https://assets.thermofisher.com/TFS-Assets/LSG/manuals/mp06667.pdf.
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