Fluorescamine

Fluorescamine is a spiro compound that is not fluorescent itself, but reacts with primary amines to form highly fluorescent products. It hence has been used as a reagent for the detection of amines and peptides.[2] 1-100 µg of protein and down 10 pg protein can be detected.[3][4] This method is found to suffer of high blanks resulting of high rate of hydrolysis due to used excess concentration. Alternative methods are based on ortho-Phthalaldehyde (OPA), Ellman's reagent (DTNB) and epicocconone.

Fluorescamine[1]
Names
IUPAC name
4'-phenylspiro[2-benzofuran-3,2'-furan]-1,3'-dione
Other names
Fluram
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.048.904
MeSH D005450
UNII
  • InChI=1S/C17H10O4/c18-15-13(11-6-2-1-3-7-11)10-20-17(15)14-9-5-4-8-12(14)16(19)21-17/h1-10H
    Key: ZFKJVJIDPQDDFY-UHFFFAOYSA-N
  • C1=CC=C(C=C1)C2=COC3(C2=O)C4=CC=CC=C4C(=O)O3
Properties
C17H10O4
Molar mass 278.26 g/mol
Melting point 153 to 157 °C (307 to 315 °F; 426 to 430 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References
  1. Fluram at Sigma-Aldrich
  2. Doetsch, Paul W.; Cassady, John M.; McLaughlin, Jerry L. (1980). "Cactus alkaloids : XL. Identification of mescaline and other β-phenethylamines in Pereskia, Pereskiopsis and Islaya by use of fluorescamine conjugates". Journal of Chromatography A. 189: 79–85. doi:10.1016/S0021-9673(00)82285-2.
  3. Böhlen, Peter; Stein, Stanley; Dairman, Wallace; Udenfriend, Sidney (1973). "Fluorometric assay of proteins in the nanogram range". Archives of Biochemistry and Biophysics. 155 (1): 213–220. doi:10.1016/S0003-9861(73)80023-2. PMID 4736505.
  4. protocol by Fluoprobes


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