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)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

F 

10-23

HS Code 

29329990

MSDS

• Language:English Provider:SigmaAldrich

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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