CAS 76823-03-5

5-carboxyfluorescein

Description:

5-Carboxyfluorescein is a fluorescent dye commonly used in various biochemical and analytical applications, particularly in fluorescence microscopy and flow cytometry. It is characterized by its bright green fluorescence, which is attributed to its xanthene structure. The compound features a carboxylic acid group that enhances its solubility in aqueous solutions, making it suitable for biological studies. Its molecular structure allows for effective binding to proteins and nucleic acids, facilitating its use as a tracer or marker in cellular imaging. Additionally, 5-carboxyfluorescein is often employed in the synthesis of fluorescent probes and in the development of assays for detecting enzymatic activity. The dye exhibits stability under a range of pH conditions, although its fluorescence can be affected by environmental factors such as pH and ionic strength. Overall, 5-carboxyfluorescein is a versatile tool in the field of biochemistry and molecular biology, enabling researchers to visualize and quantify biological processes with high sensitivity.

Formula: C₂₁H₁₂O₇

InChI: InChI=1/C21H12O7/c22-11-2-5-15-17(8-11)27-18-9-12(23)3-6-16(18)21(15)14-4-1-10(19(24)25)7-13(14)20(26)28-21/h1-9,22-23H,(H,24,25)

InChI key: InChIKey=NJYVEMPWNAYQQN-UHFFFAOYSA-N

SMILES: O=C1OC2(C=3C1=CC(C(O)=O)=CC3)C=4C(OC=5C2=CC=C(O)C5)=CC(O)=CC4

Synonyms:

• 3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid
• 3′,6′-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-5-carboxylic acid
• 3′,6′-Dihydroxy-3-oxospiro[2-benzofuran-1,9′-xanthene]-5-carboxylic acid
• 3′,6′-Dihydroxy-3-oxospiro[isobenzofuran-1(3H),9′-[9H]xanthene]-5-carboxylic acid
• 5-Fam
• Carboxyfluorescein,5-
• FAM (dye)
• Fam 494/520
• Flamma 456 Carboxylic acid
• Hydroxyfluorescein
• Spiro[isobenzofuran-1(3H),9′-[9H]xanthene]-5-carboxylic acid, 3′,6′-dihydroxy-3-oxo-
• 5-Carboxyfluorescein
• FAM
• 3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid
• 5-CARBOXYLUORESCEIN
• 5(6)-FAM
• 5-Carboxyfluorescein (5-FAM)
• 4-(6-HYDROXY-3-OXO-3H-XANTHEN-9-YL)-ISOPHTHALIC ACID
• 3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5(6)-carboxylic acid
• 4-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)-isophth
• 5-(AND-6)-CARBOXY SNAFL(R)-1
• 4(5)-CARBOXYFLUORESCEIN
• 5-(AND-6)-CARBOXYFLUORESCEIN
• 5-(AND-6)-CARBOXY SNARF(R)-1
• 4-carboxyfluorescein
• 5-(AND-6)-CARBOXY SNAFL(R)-2
• 5-CF

5-Carboxyfluorescein

CAS: 76823-03-5

Formula: C₂₁H₁₂O₇

Purity: >97.0%(T)(HPLC)

Color and Shape: Light yellow to Brown powder to crystal

Molecular weight: 376.32

Ref: 3B-C2477

5-Carboxyfluorescein, single isomer, 97%

CAS: 76823-03-5

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₂₁H₁₂O₇

Purity: 97%

Color and Shape: Powder or crystals or crystalline powder, Yellow to orange

Molecular weight: 376.32

Ref: 02-H66949

5-Carboxy-fluorescein

CAS: 76823-03-5

Widely used green-fluorescent labeling dye.

Formula: C₂₁H₁₂O₇

Purity: > 98%

Color and Shape: Yellow Powder

Molecular weight: 376.32

Ref: 01-4045141

5-FAM

CAS: 76823-03-5

5-FAM, a carboxylic acid, reacts with amines for biomolecule labeling; excites at 488 nm, high fluorescence, solubility, absorbance.

Formula: C₂₁H₁₂O₇

Purity: 98.28% - 99.32%

Color and Shape: Orange Solid

Molecular weight: 376.32

Ref: TM-T14050

3',6'-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-5-carboxylic acid

CAS: 76823-03-5

Formula: C₂₁H₁₂O₇

Purity: 97%

Color and Shape: Solid

Molecular weight: 376.3158

Ref: IN-DA008P3R

5-Carboxyfluorescein

CAS: 76823-03-5

Formula: C₂₁H₁₂O₇

Purity: ≥ 99.0%

Color and Shape: Yellow to orange powder

Molecular weight: 376.3

Ref: 7W-GT3783

5-FAM

CAS: 76823-03-5

5-FAM

Purity: ≥98%

Molecular weight: 376.32g/mol

Ref: 54-BUP14627

5-Carboxyfluorescein

CAS: 76823-03-5

5-Carboxyfluorescein

Purity: 98%

Molecular weight: 376.32g/mol

Ref: 54-BIC1050

5-Carboxyfluorescein (Technical Grade)

Controlled Product

CAS: 76823-03-5

Applications 5-Carboxyfluorescein is a useful reagent for the preparation of hydrolytically stable fluorescent conjugates and is a useful starting material for the synthesis of other fluorescein-derives reagent. Dyes and metabolites.
References Theisen, P., et al.: Tetrahedron Lett., 33, 5033 (1992); Mattingly, P.: Bioconjgate Chem., 3, 430 (1992); Bertrand, R., et al.: Biochemistry, 34, 9500 (1995);

Formula: C₂₁H₁₂O₇

Color and Shape: Yellow To Dark Yellow

Molecular weight: 376.32

Ref: TR-C178320

5-Carboxyfluorescein

CAS: 76823-03-5

5-Carboxyfluorescein (5-FAM) is a self-quenching dye and one of the most common labelling agents for biomolecules, cell staining and localisation studies. The fluorescence is pH dependent, therefore it has been used to measure the internal pH of cells. As it is only membrane permeable to dead cells, it can be used as a staining agent to distinguish viable and non-viable cells. It is also used in PCR to label the 5’ end of oligonucleotides in the presence of a quencher at the 3’ end (dual labelled probe). During the amplification process, the dye is cleaved and the fluorescence increases proportionally with the amount of the specific sequence amplified during the PCR process. The development of the fluorescence signal is therefore specifically related to the amplification of the target sequence. The carboxylic acid can be activated to react with a primary amine.

Formula: C₂₁H₁₂O₇

Purity: Min. 98 Area-%

Color and Shape: Yellow Powder

Molecular weight: 376.32 g/mol

Ref: 3D-FC19773

3′,6′-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-5-carboxylic acid

CAS: 76823-03-5

Formula: C₂₁H₁₂O₇

Purity: 95%

Color and Shape: Solid

Molecular weight: 376.32

Ref: 10-F448180

5-Carboxyfluorescein

CAS: 76823-03-5

Formula: C₂₁H₁₂O₇

Molecular weight: 376.32

Ref: ST-EA-CP-F116029