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Merck
CN

F9015

Fluorescamine

≥98% (TLC), powder, used for detection of primary amines

Synonym(s):

4-Phenylspiro-[furan-2(3H),1-phthalan]-3,3′-dione

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About This Item

Empirical Formula (Hill Notation):
C17H10O4
CAS Number:
Molecular Weight:
278.26
UNSPSC Code:
12352204
NACRES:
NA.32
PubChem Substance ID:
EC Number:
253-814-5
Beilstein/REAXYS Number:
921143
MDL number:
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assay

≥98% (TLC)

form

powder

color

off-white to yellow

mp

153-157 °C (lit.)

solubility

acetone: 50 mg/mL

storage temp.

room temp

SMILES string

O=C1OC2(OC=C(C2=O)c3ccccc3)c4ccccc14

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

InChI key

ZFKJVJIDPQDDFY-UHFFFAOYSA-N

General description

Fluorescamine, a heterocyclic dione, reacts with primary amines, amino acids, peptides, and protein to form a fluorescent product. Excess reagent and its degradation products are non-fluorescent. The fluorescence of a solution containing protein plus fluorescamine is equivalent to the quantity of free amine groups present. This is the basic principle of a fluorescent protein assay. Fluorescamine is used as a derivatizing agent for the identification of various compounds used in the pharmaceutical industry, such as oseltamavir, penicillamine, sulfonamide residues, lisinopril, methotrexate, vigabatrin, and gabapentin.

Application

Fluorescamine has been used as a stain to localize granular proteins on the surface of foxtail millet starch as well as protein in foxtail millet flour through confocal scanning laser microscopy (CSLM). It has also been used for photometric determination of para-aminobenzoic acid.
Non-fluorescent reagent that reacts readily under mild conditions with primary amines in amino acids and peptides to form stable, highly fluorescent compounds. Low background due to hydrolysis. Useful for the fluorometric assay of amino acids, protein, and proteolytic enzymes. Effectively blocks newly generated amino termini in protein sequence analyses.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Articles

Thin-layer chromatography method for detecting organic impurities in valacyclovir, an antiviral medication, following USP monograph guidelines.






Global Trade Item Number

SKUGTIN
F9015-100MG04061833621295
F9015-1G04061838446091
F9015-250MG04061838446107