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F9015

Sigma-Aldrich

Fluorescamine

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

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Synonym(s):
4-Phenylspiro-[furan-2(3H),1-phthalan]-3,3′-dione
Empirical Formula (Hill Notation):
C17H10O4
CAS Number:
Molecular Weight:
278.26
Beilstein/REAXYS Number:
921143
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

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

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1 of 4

This Item
F3651F4274F7250
vibrant-m

F9015

Fluorescamine

vibrant-m

F3651

Fluorescein 5(6)-isothiocyanate

vibrant-m

F4274

Fluorescein isothiocyanate isomer I

vibrant-m

F7250

Fluorescein isothiocyanate isomer I

solubility

acetone: 50 mg/mL

solubility

acetone: 1 mg/mL, clear, light yellow to yellow

solubility

acetone: soluble 10 mg/mL

solubility

acetone: 1 mg/mL

form

powder

form

powder

form

powder

form

powder

storage temp.

room temp

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

color

off-white to yellow

color

-

color

yellow to very dark yellow

color

orange to dark orange

mp

153-157 °C (lit.)

mp

-

mp

>360 °C (lit.)

mp

>360 °C (lit.)

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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
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
Claire E Stanley et al.
Chimia, 66(3), 88-98 (2012-05-02)
This account highlights some of our recent activities focused on developing microfluidic technologies for application in high-throughput and high-information content chemical and biological analysis. Specifically, we discuss the use of continuous and segmented flow microfluidics for artificial membrane formation, the

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