ChemicalBook >> CAS DataBase List >>6-Carboxyfluorescein

6-Carboxyfluorescein

CAS No.
3301-79-9
Chemical Name:
6-Carboxyfluorescein
Synonyms
6-FAM;Carboxyfluorescein;6-FAM, 6-CF;6-FAM, FLUOS;6-Carboxyfluoroscein;6-CARBOXYFLUORESCEIN;6-carboxy' Uorescein;Fluorescein, 6-carboxy-;6-Carboxyfluorescein,>97%;6-Carboxyfluorescein Hydrate
CBNumber:
CB7288380
Molecular Formula:
C21H12O7
Molecular Weight:
376.32
MDL Number:
MFCD00036873
MOL File:
3301-79-9.mol
MSDS File:
SDS
Last updated:2024-04-22 18:05:02

6-Carboxyfluorescein Properties

Melting point >300 °C(lit.)
Boiling point 736.4±60.0 °C(Predicted)
Density 1.73±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,2-8°C
solubility DMSO: soluble
form Solid
pka 3.3, 4.6, 6.4, 7.0(at 25℃)
color Yellow to orange
PH Range Weak green ' uorescence (6.0) to strong green ' uourescence (7.2)
λmax 492nm
BRN 54341
Major Application Diagnosis of hematologic cancer, nongastric diseases, detection of genetically modified wheat, chromosomes, gene expression, nucleic acid, hepatitis A virus, avian influenza virus subtype H5 and H5N1, SARS virus, herpex simplex virus
Biological Applications Diagnosing bladder cancer; evaluating corneal endothelial barrier function; as a substrate for measuring protein kinase activity, methyltransferase activity, phospholipase activity, rhodanese activity,sulfotransferase activity;use in ophthalmology
CAS DataBase Reference 3301-79-9(CAS DataBase Reference)
FDA UNII JHJ853P6SM
EPA Substance Registry System Spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic acid, 3',6'-dihydroxy-3-oxo- (3301-79-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37
WGK Germany  3
10-21
HS Code  3204 90 00
NFPA 704
0
2 0

6-Carboxyfluorescein price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.51072 6-Carboxyfluorescein Novabiochem? 3301-79-9 25mg $53.2 2024-03-01 Buy
Sigma-Aldrich C0662 6-Carboxyfluorescein ~97% (HPLC) 3301-79-9 50mg $142 2024-03-01 Buy
Sigma-Aldrich 8.51072 6-Carboxyfluorescein Novabiochem? 3301-79-9 100mg $154 2024-03-01 Buy
TCI Chemical C2478 6-Carboxyfluorescein Hydrate >97.0%(HPLC) 3301-79-9 100mg $134 2024-03-01 Buy
Cayman Chemical 21233 6-Carboxyfluorescein ≥98% 3301-79-9 100mg $121 2024-03-01 Buy
Product number Packaging Price Buy
8.51072 25mg $53.2 Buy
C0662 50mg $142 Buy
8.51072 100mg $154 Buy
C2478 100mg $134 Buy
21233 100mg $121 Buy

6-Carboxyfluorescein Chemical Properties,Uses,Production

Chemical Properties

Orange Solid

Uses

6-Carboxyfluorescein (6-FAM) is derivative of fluorescein giving stable derivative upon conjugation with biopolymers.It has been used to check the plasma membrane integrity in sperm cells. The single isomer, 6-FAM, contains a carboxylic acid that can be used to react with primary amines via carbodiimide activation of the carboxylic acid. Commercially available FAM is a mixture of two isomers, 5-FAM and 6-FAM, and the correct name is 5(6)-carboxyfluorescein.

Preparation

1,2,4-Benzenetricarboxylic anhydride (also called 4- carboxyphthalic anhydride, 25.0 g, 0.13 mol) was added to a solution of 1,3-dihydroxybenzene (also called resorcinol, 28.6 g, 0.26 mol) in methane sulfonic acid (1M). An air condenser was attached to the flask and the reaction was heated at 85 oC in an open vessel for 24 h. After cooling to room temperature, the reaction mixture was poured into 7 volumes of ice/water. An orange-yellow precipitate formed; this was collected by filtration and dried in an oven at 200 oC. This residue was recrystallized two times from methanol/hexane to give 1.0 g of 6- carboxyfluorescein methanesulfonic acid adduct preferentially crystallizes from MeOH/hexanes. The mother liquors from this procedure were collected, the solvent was removed in vacuo, and the residues were recrystallized two times from ethanol/hexanes to give 3.2 g of 5-carboxyfluorescein methanesulfonic acid adduct preferentially crystallizes from EtOH/hexanes. Finally, the mother liquors from this experiment were combined, evaporated to dryness, and recrystallized two times from methanol/hexanes to give another 3.0 g of 6-carboxyfluorescein methanesulfonic acid adduct preferentially crystallizes from MeOH/hexanes, making a total yield of 4.0 g, 40 %. Careful dropwise addition of conc. HCl(aq) to solutions of these methanesulfonic esters preferentially crystallizes from EtOH/hexanes and preferentially crystallizes from MeOH/hexanes in 4M sodium hydroxide gave 5-carboxyfluorescein and 6-carboxyfluorescein, respectively in near quantitative yield.

Definition

ChEBI: 6-carboxyfluorescein is a monocarboxylic acid. It derives from a fluorescein (lactone form).

Application

6-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. Fluorescein is the most common fluorescent derivatization reagent for labeling biomolecules. In addition to its relatively high absorptivity, excellent fluorescence quantum yield, and good water solubility, fluorescein has an excitation maximum that closely matches the 488 nm spectral line of the argon-ion laser.

Biochem/physiol Actions

6-Carboxyfluorescein diacetate is a membrane permeable compound. It can be hydrolysed by intracellular esterases to form a membrane impermeable bright green fluorescent molecule, 6-carboxyfluorescein.

6-Carboxyfluorescein Preparation Products And Raw materials

Global( 254)Suppliers
Supplier Tel Email Country ProdList Advantage
Hongxiong
+undefined18915499068 Suzhouhongxiong@163.com China 120 58
Henan Fengda Chemical Co., Ltd
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Henan Tianfu Chemical Co.,Ltd.
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025-83697070 product@chemlin.com.cn CHINA 3012 60
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Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58

View Lastest Price from 6-Carboxyfluorescein manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-Carboxyfluorescein pictures 2024-04-22 6-Carboxyfluorescein
3301-79-9
US $32.00-1.10 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
6-FAM pictures 2024-03-29 6-FAM
3301-79-9
US $0.00 / g 10g >95.00% 10g Xian confluore Biological Technology Co., Ltd.
6-Carboxyfluorescein pictures 2023-06-17 6-Carboxyfluorescein
3301-79-9
US $5.00-2.00 / KG 1KG 99% 10000kg Hebei Guanlang Biotechnology Co,.LTD
  • 6-FAM pictures
  • 6-FAM
    3301-79-9
  • US $0.00 / g
  • >95.00%
  • Xian confluore Biological Technology Co., Ltd.
3-Oxo-3',6'-dihydroxy-1,3-dihydrospiro[isobenzofuran-1,9'-[9H]xanthene]-6-carboxylic acid 3',6'-dihydroxy-1-keto-spiro[isobenzofuran-3,9'-xanthene]-5-carboxylic acid 3',6'-dihydroxy-1-oxo-spiro[2-benzofuran-3,9'-xanthene]-5-carboxylic acid 3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylic acid 6-Carboxyfluorescein,6-FAM, FLUOS 6-Carboxyfluorescein Hydrate 6-FAM, 6-CF 3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid (3,6,9-Trihydroxyxanthen-9-yl)terephthalic Acid 6-FAM, 2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)-terephthalic acid 6-Carboxyfluoroscein 6-Carboxyfluoroscein SynonyMs 3',6'-Dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid 3',6'-dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-6-carboxylic acid 6-FAM, FLUOS 3',6'-Dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic acid 2-(3-hydroxy-6-oxo-6H-xanthen-9-yl)terephthalic acid Spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylicacid, 3',6'-dihydroxy-3-oxo- 6-Carboxyfluorescein, Single isomer 3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid 6-CARBOXYFLUORESCEIN 2-(6-HYDROXY-3-OXO-3H-XANTHEN-9-YL)-TEREPHTHALIC ACID 6-Carboxyfluorescein (6-FAM) 2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)-terepht Spiro[phthalan-1,9′-xanthene]-6-carboxylic Acid, 3′,6′-dihydroxy-3-oxo- Terephthalicacid, (3,6,9-trihydroxyxanthen-9-yl)-, Γ-lactone 6-carboxy' Uorescein Fluorescein, 6-carboxy- 6-FAM [6-Carboxyfluorescein] *CAS 3301-79-9* 6-Carboxyfluorescein Hydrate> 6-Carboxyfluorescein,>97% 3301-79-9 6-Carboxyfluorescein Carboxyfluorescein 6-FAM 3',6'-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-6-carboxylic acid 3301-79-9 C21H12O7H2O BioChemical Biochemicals and Reagents Detection Fluorescein and Derivatives Fluorescent Labels Fluorescent Probes, Labels, Particles and Stains marker Fluorescent Labels and Indicators Fluorescent Labels & Indicators Electronic Chemicals Fluorescent Xanthene FLUOROPHORES