3-(2-Furoyl)-quinoline-2-carboxaldehyde (FQ) is a
fluorogenic Fluorogenic describes a property of chemical compounds which are initially not fluorescent, but become fluorescent through a chemical reaction, typically through an intermolecular covalent reaction which binds the now fluorescent compound to a targe ...
amine labeling dye that is not fluorescent itself, but reacts with
primary amines
In chemistry, amines (, ) are organic compounds that contain carbon-nitrogen bonds. Amines are formed when one or more hydrogen atoms in ammonia are replaced by alkyl or aryl groups. The nitrogen atom in an amine possesses a lone pair of elec ...
to form fluorescent products. It was first reported in 1990.
Cyanide
In chemistry, cyanide () is an inorganic chemical compound that contains a functional group. This group, known as the cyano group, consists of a carbon atom triple-bonded to a nitrogen atom.
Ionic cyanides contain the cyanide anion . This a ...
, typically provided via
KCN or
NaCN salts, is a required co-substrate in the fluorogenic reaction.
It has been used for the detection of
amine
In chemistry, amines (, ) are organic compounds that contain carbon-nitrogen bonds. Amines are formed when one or more hydrogen atoms in ammonia are replaced by alkyl or aryl groups. The nitrogen atom in an amine possesses a lone pair of elec ...
s and
peptide
Peptides are short chains of amino acids linked by peptide bonds. A polypeptide is a longer, continuous, unbranched peptide chain. Polypeptides that have a molecular mass of 10,000 Da or more are called proteins. Chains of fewer than twenty am ...
s, largely in
CE-SDS, where it is recognized to reach a
silver stain-like high sensitivity via
laser-induced fluorescence Laser-induced fluorescence (LIF) or laser-stimulated fluorescence (LSF) is a spectroscopic method in which an atom or molecule is excited to a higher energy level by the absorption of laser light followed by spontaneous emission of light. It was f ...
.
Once bound to protein the excitation wavelength is 480 nm (blue) and the emission wavelength is ~600 nm (orange).
Reaction
See also
*
CBQCA
*
Fluorescamine
Fluorescamine is a spiro compound that is not fluorescent itself, but reacts with primary amines to form highly fluorescent products, i.e. it is fluorogenic. It hence has been used as a reagent for the detection of amines and peptide
Peptide ...
*
Py-1
References
Dyes
Quinolines
Aldehydes
Furanones
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