5-CARBOXYLUORESCEIN
5-carboxyfluorescein
CAS: 76823-03-5
Molecular Formula: C21H12O7
5-CARBOXYLUORESCEIN - Names and Identifiers
| Name | 5-carboxyfluorescein |
| Synonyms | 5-FAM, 5-CF 5-CARBOXYLUORESCEIN 4-carboxyfluorescein 5-carboxyfluorescein Carboxyfluorescein,5- 5-Carboxyfluorescein (5-FAM) 5-Carboxyfluorescein Hydrate 4-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)-isophth 3',6'-dihydroxy-3-keto-spiro[isobenzofuran-1,9'-xanthene]-5-carboxylic acid 3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid 3',6'-Dihydroxy-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic Acid |
| CAS | 76823-03-5 |
| EINECS | 691-482-7 |
| 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) |
| InChIKey | NJYVEMPWNAYQQN-UHFFFAOYSA-N |
5-CARBOXYLUORESCEIN - Physico-chemical Properties
| Molecular Formula | C21H12O7 |
| Molar Mass | 376.32 |
| Density | 1.73±0.1 g/cm3(Predicted) |
| Melting Point | 368-372°C |
| Boling Point | 725.2±60.0 °C(Predicted) |
| Flash Point | 266.9°C |
| Solubility | DMF: soluble |
| Vapor Presure | 4.5E-22mmHg at 25°C |
| Appearance | Solid |
| Color | Yellow to orange |
| Maximum wavelength(λmax) | ['492nm'] |
| BRN | 57037 |
| pKa | 3.3, 4.6, 6.4, 7.0(at 25℃) |
| Storage Condition | Keep in dark place,Sealed in dry,2-8°C |
| Refractive Index | 1.816 |
| MDL | MFCD00036874 |
| In vitro study | 5-FAM contains a carboxylic acid that can be used to react with primary amines via carbodiimide activation of the carboxylic acid. 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. |
5-CARBOXYLUORESCEIN - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36 - Irritating to the eyes |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 8 |
| HS Code | 32129000 |
5-CARBOXYLUORESCEIN - Reference
| Reference Show more | 1. [IF=7.727] Lina Guo et al."Rational design of metal-organic frameworks to deliver methotrexate for targeted rheumatoid arthritis therapy."J Control Release. 2021 Feb;330:119 2. [IF=2.589] Shenghui Zhong et al."Hyaluronic Acid-Coated MTX-PEI Nanoparticles for Targeted Rheumatoid Arthritis Therapy."Crystals. 2021 Apr;11(4):321 |
5-CARBOXYLUORESCEIN - Introduction
Soluble in water, DMSO and DMF.
Last Update：2022-10-16 17:28:33
5-CARBOXYLUORESCEIN - Reference Information
| pH range of acid-base indicator discoloration | Weak green 'uoresce (6.0) to strong green' uouresscence (7.2) |
| Biological applications | ; use in opthalmology|
| Main application | fluorecent probe, diagnosis of cancer, heatitis A virus, dengue virus, herpes simplex virus, gene, HIV type, cardiovascular risk factor |
| Introduction | 5-carboxyfluorescein is a useful reagent for the preparation of hydrolytically stable fluorescent conjugates, it is also a useful starting material for the synthesis of other fluorescein-derived reagents. It is a mixture of 5-and 6-isomers prepared by the reaction of benzenetricarboxylic anhydride with resorcinol and zinc chloride. Although these isomers have almost the same properties, when bound to other molecules, in the case of conjugated polarity, internal fluorescence quenching, and related Rhodamine-labeled reagents, differences in marker specificity have been observed. In addition, the multi-step synthetic preparation of fluorescein derivatives requires starting materials with isomeric purity so that the reaction product can be easily purified and identified. |
| Application | 5-carboxyfluorescein is used to prepare a fungal fluorescent staining solution, in recent years, the clinical test technology of fungal fluorescence staining is gradually promoted. At present, most of the market uses cell wall β-polysaccharide, chitin and other fluorescent staining methods, chitin binds with affinity and is not specific. With the clinical promotion, it is found that it is easily interfered by the impurities of the dye substrate, which affects the judgment of the observation results; this has caused great trouble to the clinical promotion and application. |
| biological activity | 5-FAM (5-carboxy fluorescein) is a green fluorescent probe used to label peptides, proteins and nucleotides. Ex/Em is 490 nm/520 nm. |
| Use | a highly soluble dye used as a pH indicator. |
Last Update：2024-04-09 21:04:16
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Product Name: 5-Carboxyfluorescein Visit Supplier Webpage Request for quotationCAS: 76823-03-5
Tel: 18301782025
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Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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