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6-Aminofluorescein

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6-Aminofluorescein Basic information

Product Name:
6-Aminofluorescein
Synonyms:
  • (4Z)-4-(dimethylaminomethylidene)-5-methyl-2-phenyl-3-pyrazolone
  • 6-amino-3',6'-dihydroxyspiro[isobenzofuran-1(3h),9'-[9h]xanthene]-3-one
  • AMINOFLUORESCEIN ISOMER II
  • 5-AMINOFLUORESCEIN (ISOMER II)
  • FLUORESCEINAMINE, ISOMER 2
  • FLUORESCEINAMINE, ISOMER II
  • 6-AMINOFLUORESCEIN, FOR FLUORESCENCE
  • FLUORESCEINMINE, ISOMER 2,
CAS:
51649-83-3
MF:
C20H13NO5
MW:
347.32
EINECS:
257-334-7
Product Categories:
  • marker
  • Fluorescent Labels and Indicators
  • Fluorescent Labels & Indicators
Mol File:
51649-83-3.mol
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6-Aminofluorescein Chemical Properties

Melting point:
285 °C (dec.)(lit.)
Boiling point:
481.89°C (rough estimate)
Density 
1.3724 (rough estimate)
refractive index 
1.5180 (estimate)
storage temp. 
2-8°C
solubility 
methanol: soluble1mg/mL, clear, yellow to very dark yellow-orange
pka
9.34±0.20(Predicted)
form 
Solid
color 
Yellow to Orange
BRN 
51708
Stability:
Light and Moisture Sensitive
InChI
InChI=1S/C20H13NO5/c21-10-1-4-13-16(7-10)20(26-19(13)24)14-5-2-11(22)8-17(14)25-18-9-12(23)3-6-15(18)20/h1-9,22-23H,21H2
InChIKey
YOAWSYSKQHLFPM-UHFFFAOYSA-N
SMILES
C12(C3=C(C=C(O)C=C3)OC3=C1C=CC(O)=C3)C1=C(C=CC(N)=C1)C(=O)O2
CAS DataBase Reference
51649-83-3(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
10-23
HS Code 
29329990

MSDS

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6-Aminofluorescein Usage And Synthesis

Description

6-Aminofluorescein (6-AF) is a new fluorescence dye with bright colors and high fluorescence intensity. Its chemical structure history contains a nitrogen group and a fluorescent group. The presence of the fluorescent component enables 6-Aminofluorescein to emit a distinct fluorescent signal when excited, making it valuable for fluorescent labeling and imaging. It is widely used in biological science research, chemical analysis and fluorescence microscopy.

Chemical Properties

Yellow Solid

Uses

Fluorescent labeling reagent for proteins. Glycosaminoglycuronans react with 6-aminofluorescein to yield fluorescent derivatives. Used in the fluorescent antibody technique for rapid identification of pathogens.

Biological Functions

6-Aminofluorescein has been demonstrated to be useful fluorescent labeling reagent for fullerene-based liposome nanostructures termed "buckysomes". 6-aminofluorescein dissolved in 0.1 N NaOH can be quantified from a maximum absorbance at 490 nm. Decarboxylated 6-aminofluorescein dissolved 6 N HCl (prepare by constant boiling at 110° C for 24 h) can be quantified from a maximum absorbance at 454 nm. Aldehyde groups are formed by oxidateive damage to proteins, which can be detected by conjugation to decarboxylated 6-aminofluorescein. 6-Aminofluorescein has been used to determine its ability to potentiate the antiviral activity of poly r (A-U).

References

[1] BHARATE G Y, QIN H, FANG J. Poly(Styrene-Co-Maleic Acid)-Conjugated 6-Aminofluorescein and Rhodamine Micelle as Macromolecular Fluorescent Probes for Micro-Tumors Detection and Imaging[J]. Journal of Personalized Medicine, 2022, 12. DOI:10.3390/jpm12101650.
[2] Müller, Werner EG, and Heinz Christoph Schr?der, eds. Biological Response Modifiers—Interferons, Double-Stranded RNA and 2′, 5′-Oligoadenylates. Vol. 14. Springer Science & Business Media, 2012.

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