6-CARBOXYFLUORESCEIN N-SUCCINIMIDYL ESTER Chemical Properties

Melting point:

>168°C (dec.)

Boiling point:

788.1±70.0 °C(Predicted)

Density 

1.74±0.1 g/cm3(Predicted)

storage temp. 

−20°C

solubility 

Soluble in N,N-dimethylformamide,dimethyl sulfoxide

pka

9.31 ± 0.20, most acidic, temperature:25 °C

form 

Solid

color 

Orange solid

Appearance

Yellow solid

ex/em

492/517 nm

ε(extinction coefficient)

74,000 L⋅mol−1⋅cm−1

Φ(quantum yield)

0.93

λmax

496 nm (Buffer pH9)

Stability:

Moisture Sensitive

Biological Applications

Analyzing aminoglycosides; analyzing/determining gabapentin; detecting/analyzing baclofen in human plasma at micromolar level; determining phosphorus-containing amino acid herbicides; multiplex genetic analysis; visualizing/detecting proteins; for synthesizing vancomycin analogs, vasopressin analogs; as a substrate for measuring kinase activity, phosphatase activity.

InChI

InChI=1S/C25H15NO9/c27-13-2-5-16-19(10-13)33-20-11-14(28)3-6-17(20)25(16)18-9-12(1-4-15(18)24(32)34-25)23(31)35-26-21(29)7-8-22(26)30/h1-6,9-11,27-28H,7-8H2

InChIKey

VDABVNMGKGUPEY-UHFFFAOYSA-N

SMILES

C12(C3=C(C=C(O)C=C3)OC3=C1C=CC(O)=C3)C1=C(C=CC(C(ON3C(=O)CCC3=O)=O)=C1)C(=O)O2

CAS DataBase Reference

92557-81-8(CAS DataBase Reference)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

F 

8-10-21

HS Code 

29252900

MSDS

• Language:English Provider:SigmaAldrich

6-CARBOXYFLUORESCEIN N-SUCCINIMIDYL ESTER Usage And Synthesis

Description

Fluorescein (FAM) is a bright fluorophore that has found an extremely wide application in life science research. The fluorophore is hydrophilic and its derivatives possess good solubility in aqueous buffers.

Fluorescein is compatible with a wide variety of fluorescent instrumentation - most instruments are equipped with FAM channel filters.

This product contains the pure 6-isomer of fluorescein.

Chemical Properties

Yellow to orange powder

Uses

(6-FAM-SE) 6-Carboxyfluorescein-N-hydroxysuccinimide Ester is a commonly used fluorescent reagent for the labelling of peptides, proteins and nucleotides.

Uses

Intracellular pH probe. Fluorescent label for amines and alcohols.

Definition

ChEBI: 6-carboxyfluorescein succinimidyl ester is an N-hydroxysuccinimide ester derived from 6-carboxyfluorescein. A fluorescent cell staining dye, it is cell permeable and covalently couples, via its succinimidyl group, to intracellular molecules, notably to intracellular lysine residues. It has a role as a fluorochrome. It is functionally related to a fluorescein (lactone form).

Abs/Em Maxima

492/517 nm

Fluoresene quantum yield

0.93

Extinction Coefficient

74000

CF260

0.22

CF280

0.17

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