Fluorogenic describes a property of chemical compounds which are initially not
fluorescent
Fluorescence is one of two kinds of photoluminescence, the emission of light by a substance that has absorbed light or other electromagnetic radiation. When exposed to ultraviolet radiation, many substances will glow (fluoresce) with color ...
, but become fluorescent through a chemical reaction, typically through an intermolecular covalent reaction which binds the now fluorescent compound to a target molecule.
IUPAC
The International Union of Pure and Applied Chemistry (IUPAC ) is an international federation of National Adhering Organizations working for the advancement of the chemical sciences, especially by developing nomenclature and terminology. It is ...
uses a broader definition of fluorogenic, wherein an enhancement of fluorescence via a chemical reaction is not required, however in contrast to the IUPAC definition common use of fluorogenic does not refer to non-reaction effects like the enhancement of fluorescence from a
fluorophore
A fluorophore (or fluorochrome, similarly to a chromophore) is a fluorescent chemical compound that can re-emit light upon light excitation. Fluorophores typically contain several combined aromatic groups, or planar or cyclic molecules with se ...
being in different solvents.
Fluorogenic labeling reagents are often used in
analytical chemistry
Analytical skill, Analytical chemistry studies and uses instruments and methods to Separation process, separate, identify, and Quantification (science), quantify matter. In practice, separation, identification or quantification may constitute t ...
procedures, particularly in
HPLC
High-performance liquid chromatography (HPLC), formerly referred to as high-pressure liquid chromatography, is a technique in analytical chemistry used to separate, identify, and quantify specific components in mixtures. The mixtures can origina ...
or
CE to derivative target compounds (e.g. labeling the
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 ...
of
polypeptides
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 ami ...
), thereby allowing enhanced sensitivity through fluorescence based detection.
Examples
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OPA
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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 ...
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FQ
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NBD-F
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6-AQC
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Epicocconone
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CBQCA
See also
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Colorogenic
References
Fluorescence
Analytical chemistry
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