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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 target molecule.[1] IUPAC 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 being in different solvents.[2] Fluorogenic labeling reagents are often used in analytical chemistry procedures, particularly in HPLC or CE to derivative target compounds (e.g. labeling the primary amines of polypeptides), thereby allowing enhanced sensitivity through fluorescence based detection.[3]

Examples

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See also

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References

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  1. ^ McChesney-Harris, L. L.; Kakodakar, S. V.; Bernstein, S. C.; Stobaugh, J. F. (2012-12-22). "Mechanism Based Design of Amine Fluorogenic Derivatization Reagents: Proof of Concept, Physical–Chemical Characterization and Initial Analytical Derivatization Protocols". Chromatographia. 76 (3–4). Springer Science and Business Media LLC: 117–132. doi:10.1007/s10337-012-2371-9. ISSN 0009-5893. S2CID 95016112.
  2. ^ "Fluorogenic". IUPAC GoldBook. IUPAC. 2014. doi:10.1351/goldbook.FT07379. Retrieved 10 March 2023.
  3. ^ Fanali, Salvatore; Haddad, Paul R.; Poole, Colin; Riekkola, Marja-Liisa (2017). Liquid chromatography. Volume 2, Applications. Amsterdam, Netherlands. ISBN 978-0-12-809344-3. OCLC 992119225.{{cite book}}: CS1 maint: location missing publisher (link)


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multiplexing from a single target to hundreds of targets in a single sample. Fluorogenic reporters like phycoerythrin are used in a number of modern immunoassays

3-(2-Furoyl)quinoline-2-carboxaldehyde

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

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3-(4-Carboxybenzoyl)quinoline-2-carboxaldehyde (CBQCA) is a fluorogenic amine labeling dye that is not fluorescent itself, but covalently reacts with

4-Fluoro-7-nitrobenzofurazan

4-Fluoro-7-nitrobenzofurazan (NBD-F) is a fluorogenic, amine labeling dye that is not fluorescent itself, but covalently reacts with secondary or primary

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Fluorescence-activating and absorption-shifting tag

genetically-encoded protein tag which, upon reversible combination with a fluorogenic chromophore, allows the reporting of proteins of interest. FAST, a small

Click chemistry

o-quinodimethanes) proceeds exclusively. Finally, the non-fluorogenic reactants give rise to a fluorogenic product, equipping the reaction with a built-in spectrometry

6-Aminoquinolyl-N-hydroxysuccinimidyl carbamate

6-Aminoquinolyl-N-hydroxysuccinimidyl carbamate (AQC) is a fluorogenic, amine labeling dye that is not fluorescent itself, but covalently reacts with