:Fluorescamine

{{chembox

| Watchedfields = changed

| verifiedrevid = 428136922

| Reference =[http://www.sigmaaldrich.com/catalog/ProductDetail.do?N4=47614|FLUKA&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC Fluram] at Sigma-Aldrich

| ImageFile = Fluorescamine.png

| ImageSize =

| IUPACName =4'-phenylspiro[2-benzofuran-3,2'-furan]-1,3'-dione

| OtherNames =Fluram

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|??}}

| CASNo =38183-12-9

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = Y6859V58YW

| PubChem =37927

| SMILES =C1=CC=C(C=C1)C2=COC3(C2=O)C4=CC=CC=C4C(=O)O3

| 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

| InChIKey = ZFKJVJIDPQDDFY-UHFFFAOYSA-N

| MeSHName = D005450

| ChemSpiderID = 34768

}}

|Section2={{Chembox Properties

| Formula =C₁₇H₁₀O₄

| MolarMass =278.26 g/mol

| Appearance =

| Density =

| MeltingPtC = 153 to 157

| MeltingPt_notes =

| BoilingPt =

| Solubility =

}}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt =

}}

}}

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.{{cite journal |doi=10.1016/S0021-9673(00)82285-2 |title=Cactus alkaloids : XL. Identification of mescaline and other β-phenethylamines in Pereskia, Pereskiopsis and Islaya by use of fluorescamine conjugates |journal=Journal of Chromatography A |volume=189 |pages=79–85 |year=1980 |last1=Doetsch |first1=Paul W. |last2=Cassady |first2=John M. |last3=McLaughlin |first3=Jerry L. }} 1-100 μg of protein and down to 10 pg of protein can be detected.{{cite journal |doi=10.1016/S0003-9861(73)80023-2 |pmid=4736505 |title=Fluorometric assay of proteins in the nanogram range |journal=Archives of Biochemistry and Biophysics |volume=155 |issue=1 |pages=213–220 |year=1973 |last1=Böhlen |first1=Peter |last2=Stein |first2=Stanley |last3=Dairman |first3=Wallace |last4=Udenfriend |first4=Sidney }}[http://www.interchim.fr/doctec/1/12631E protocol]{{dead link|date=February 2019}} by Fluoprobes Once bound to protein the excitation wavelength is 381 nm (near ultraviolet) and the emission wavelength is 470 nm (blue).{{cite web |last1=Biotium |title=Fluorescamine PRODUCT AND SAFETY DATA SHEET |url=https://biotium.com/wp-content/uploads/2017/10/PI-90092.pdf |publisher=Biotium |access-date=21 February 2023}} This method is found to suffer from high blanks resulting from a high rate of hydrolysis due to requiring a large excess concentration.[https://www.interchim.fr/ft/1/12631M.pdf] Alternative methods are based on ortho-phthalaldehyde (OPA), Ellman's reagent (DTNB), or epicocconone.