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Merck

F9015

Sigma-Aldrich

Fluorescamin

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

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C17H10O4
CAS-Nummer:
Molekulargewicht:
278.26
Beilstein:
921143
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352204
PubChem Substanz-ID:
NACRES:
NA.32

Assay

≥98% (TLC)

Form

powder

Farbe

off-white to yellow

mp (Schmelzpunkt)

153-157 °C (lit.)

Löslichkeit

acetone: 50 mg/mL

Lagertemp.

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

InChIKey

ZFKJVJIDPQDDFY-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.
Ein nicht fluoreszierendes Reagenz, das unter milden Bedingungen schnell mit primären Aminen in Aminosäuren und Peptiden reagiert und stabile, stark fluoreszierende Verbindungen bildet. Geringer Hintergrund aufgrund der Hydrolyse. Für die fluorometrische Bestimmung von Aminosäuren, Proteinen und proteolytischen Enzymen geeignet. Blockiert effektiv neu gebildete Aminotermini in Proteinsequenzanalysen.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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S Udenfriend et al.
Science (New York, N.Y.), 178(4063), 871-872 (1972-11-24)
Fluorescamine is a new reagent for the detection of primary amines in the picomole range. Its reaction with amines is almost instantaneous at room temperature in aqueous media. The products are highly fluorescent, whereas the reagent and its degradation products
Hai-Teng Li et al.
Food chemistry, 330, 127328-127328 (2020-06-23)
Granular protein is an important structural feature in determining starch digestibility. High-amylose wheat starch (HAWS) with >80% amylose content contains more granular protein than wild-type starch. As analyzed by mass spectrometry-based proteomics, granular-bound starch synthase (GBSS) is the major granular
S Udenfriend et al.
Science (New York, N.Y.), 178(4063), 871-872 (1972-11-24)
Fluorescamine is a new reagent for the detection of primary amines in the picomole range. Its reaction with amines is almost instantaneous at room temperature in aqueous media. The products are highly fluorescent, whereas the reagent and its degradation products
P C Hollman et al.
The American journal of clinical nutrition, 62(6), 1276-1282 (1995-12-01)
Quercetin is a dietary antioxidant that prevents oxidation of low-density lipoproteins in vitro. Intake of quercetin was inversely associated with coronary heart disease mortality in elderly Dutch men. However, the extent of absorption of quercetin in humans is unclear. The
Min Jia et al.
Analytical chemistry, 81(19), 8033-8040 (2009-10-01)
Fluorescamine derivatized 3-amino-2,2,5,5,-tetramethyl-1-pyrrolidinyloxy (I) is shown to undergo an irreversible reaction with peroxyl radicals and other radical oxidants to generate a more highly fluorescent diamagnetic product (II) and thus can be used as a highly sensitive and versatile probe to

Artikel

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

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