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 peptides.^[2] 1-100 μg of protein and down to 10 pg of protein can be detected.^[3][4] Once bound to protein the excitation wavelength is 381 nm (near ultraviolet) and the emission wavelength is 470 nm (blue).^[5] This method is found to suffer from high blanks resulting from a high rate of hydrolysis due to requiring a large excess concentration.^[6] Alternative methods are based on ortho-phthalaldehyde (OPA), Ellman's reagent (DTNB), or epicocconone.

Fluorescamine^[1]

Names
IUPAC name 4'-phenylspiro[2-benzofuran-3,2'-furan]-1,3'-dione
Other names Fluram
Identifiers
CAS Number	38183-12-9 Y
3D model (JSmol)	Interactive image
ChemSpider	34768
ECHA InfoCard	100.048.904
MeSH	D005450
PubChem CID	37927
UNII	Y6859V58YW Y
CompTox Dashboard (EPA)	DTXSID50872017
InChI 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
SMILES C1=CC=C(C=C1)C2=COC3(C2=O)C4=CC=CC=C4C(=O)O3
Properties
Chemical formula	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). Y verify (what is YN ?) Infobox references

Reaction

Reaction of fluorescamine with an amine

See also

• FQ