5(6)-CarboxyfluoresceinCAS# 72088-94-9 |
Quality Control & MSDS
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| Cas No. | 72088-94-9 | SDF | Download SDF |
| PubChem ID | 44119975 | Appearance | Powder |
| Formula | C42H24O14 | M.Wt | 752.6 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Synonyms | 5(6)-FAM; 5-(and-6)-Carboxyfluorescein mixed isomers | ||
| Solubility | DMSO : ≥ 41 mg/mL (108.95 mM); | ||
| Chemical Name | 3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylic acid;3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid | ||
| SMILES | C1=CC2=C(C=C1C(=O)O)C3(C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O)OC2=O.C1=CC2=C(C=C1C(=O)O)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O | ||
| Standard InChIKey | BPVHBBXCESDRKW-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/2C21H12O7/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;22-11-2-5-14-17(8-11)27-18-9-12(23)3-6-15(18)21(14)16-7-10(19(24)25)1-4-13(16)20(26)28-21/h2*1-9,22-23H,(H,24,25) | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
5(6)-Carboxyfluorescein Dilution Calculator
5(6)-Carboxyfluorescein Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.3287 mL | 6.6436 mL | 13.2873 mL | 26.5745 mL | 33.2182 mL |
| 5 mM | 0.2657 mL | 1.3287 mL | 2.6575 mL | 5.3149 mL | 6.6436 mL |
| 10 mM | 0.1329 mL | 0.6644 mL | 1.3287 mL | 2.6575 mL | 3.3218 mL |
| 50 mM | 0.0266 mL | 0.1329 mL | 0.2657 mL | 0.5315 mL | 0.6644 mL |
| 100 mM | 0.0133 mL | 0.0664 mL | 0.1329 mL | 0.2657 mL | 0.3322 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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5(6)-Carboxyfluorescein contains a carboxylic acid that can be used to react with primary amines via carbodiimide activation of the carboxylic acid; cell-impermeant 5,6-FAM can also be used as a nonfixable polar tracer to investigate fusion, lysis and gap-junctional communication and to detect changes in cell or liposome volume.
References:
[1]. Babcock DF. Examination of the intracellular ionic environment and of ionophore action by null point measurements employing the fluorescein chromophore. J Biol Chem. 1983 May 25;258(10):6380-9.
[2]. Bonizzoni M, et al. PAMAM dendrimer-induced aggregation of 5(6)-carboxyfluorescein. J Org Chem. 2012 Feb 3;77(3):1258-66.
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Mechanistic Studies on the Absorption-Enhancing Effects of Gemini Surfactant on the Intestinal Absorption of Poorly Absorbed Hydrophilic Drugs in Rats.[Pubmed:30959978]
Pharmaceutics. 2019 Apr 7;11(4). pii: pharmaceutics11040170.
Generally, the use of absorption enhancers might be the most effective approaches to ameliorate the enteric absorption of poorly absorbed substances. Among numerous absorption enhancers, we already reported that a gemini surfactant, sodium dilauramidoglutamide lysine (SLG-30) with two hydrophobic and two hydrophilic moieties, is a novel and promising adjuvant with a high potency in improving the absorption safely. Here, we examined and elucidated the absorption-improving mechanisms of SLG-30 in the enteric absorption of substances. SLG-30 increased the intestinal absorption of 5(6)-Carboxyfluorescein (CF) to a greater level than the typical absorption enhancers, including sodium glycocholate and sodium laurate, as evaluated by an in situ closed-loop method. Furthermore, SLG-30 significantly lowered the fluorescence anisotropy of dansyl chloride (DNS-Cl), suggesting that it might increase the fluidity of protein sections in the intestinal cell membranes. Moreover, SLG-30 significantly lowered the transepithelial-electrical resistance (TEER) values of Caco-2 cells, suggesting that it might open the tight junctions (TJs) between the enteric epithelial cells. Additionally, the levels of claudin-1 and claudin-4 expression decreased in the presence of SLG-30. These outcomes propose that SLG-30 might improve the enteric transport of poorly absorbed substances through both transcellular and paracellular routes.
Investigation of the Assembly Behavior of an Amphiphilic Lipopeptide at the Liquid Crystal-Aqueous Interface.[Pubmed:30696245]
Langmuir. 2019 Feb 19;35(7):2490-2497.
In this article, we designed an amphiphilic lipopeptide molecule, 5(6)-Carboxyfluorescein-KKKKKKSKTK-Cys(C12H25)-OMe (FAM-lipopeptide-C12), and studied its assembly behavior at the 4-cyano-4'-pentylbiphenyl (5CB)-aqueous interface. The ordering transitions of liquid crystals (LCs) revealed that FAM-lipopeptide-C12 can assemble at the LC-aqueous interface (both planar and curved interfaces). The assembly can be destroyed by adding trypsin, which catalyzes the hydrolysis of lipopeptides. Fluorescence measurements further confirmed the assembly and deassembly behavior of FAM-lipopeptide-C12 at the LC-aqueous interface. Overall, our work provides a general method for the construction of a biointerface by directly assembling amphiphilic lipopeptides at the LC-aqueous interface, which can potentially be used in selectively detecting the activity of specific enzymes and other biomolecular interactions.
[The extracellular segment of mouse soluble SIRPalpha enhances the phagocytosis of macrophages to L1210 leukemia cells].[Pubmed:30626469]
Xi Bao Yu Fen Zi Mian Yi Xue Za Zhi. 2018 Dec;34(12):1057-1062.
Objective To study the role of mouse extracellular segment protein of signal-regulatory protein alpha gene (mSIRPalpha(ext)) of mice in tumor immune regulation by cloning mSIRPalpha(ext), constructing its prokaryotic expression vector and achieving the soluble expression of SIRPalpha. Methods The mSIRPalpha(ext) gene was amplified from mouse lymph node and the prokaryotic expression vector of pET32a-SIRPalpha(ext) was further constructed. After the soluble expression of recombinant Trx-mSIRPalpha(ext) fusion protein containing thioredoxin (Trx) tag was achieved, mouse bone marrow-derived monocytes were cultured and induced to differentiate into macrophages. Then the macrophages were co-cultured with L1210 leukemia cells labeled with 5(6)-Carboxyfluorescein diacetate succinimide ester (CFSE). Trx-mSIRPalpha(ext) protein and Trx control protein were added into the co-culture system. The role of recombinant protein in the macrophage phagocytosis of tumor cells was observed by immunofluorescence cytochemical staining and confocal microscopy. Results Purified soluble Trx-mSIRPalpha(ext) protein was obtained and it was showed that it could enhance the phagocytosis of macrophages in mouse L1210 leukemia cells in vitro phagocytosis experiments. Conclusion Prokaryotic expression of Trx-mSIRPalpha(ext) protein can effectively enhance the phagocytosis of macrophages in leukemia cells, thus playing the role of anti-tumor immunotherapy.
Orthogonal Functionalization of Nanodiamond Particles after Laser Modification and Treatment with Aromatic Amine Derivatives.[Pubmed:30400638]
Nanomaterials (Basel). 2018 Nov 5;8(11). pii: nano8110908.
A laser system with a wavelength of 1064 nm was used to generate sp(2) carbon on the surfaces of nanodiamond particles (NDPs). The modified by microplasma NDPs were analysed using FT-IR and Raman spectroscopy. Raman spectra confirmed that graphitization had occurred on the surfaces of the NDPs. The extent of graphitization depended on the average power used in the laser treatment process. FT-IR analysis revealed that the presence of C=C bonds in all spectra of the laser-modified powder. The characteristic peaks for olefinic bonds were much more intense than in the case of untreated powder and grew in intensity as the average laser power increased. The olefinized nanodiamond powder was further functionalized using aromatic amines via in situ generated diazonium salts. It was also found that isokinetic mixtures of structurally diverse aromatic amines containing different functional groups (acid, amine) could be used to functionalize the surfaces of the laser-modified nanoparticles leading to an amphiphilic carbon nanomaterial. This enables one-step orthogonal functionalization and opens the possibility of selectively incorporating molecules with diverse biological activities on the surfaces of NDPs. Modified NDPs with amphiphilic properties resulting from the presence carboxyl and amine groups were used to incorporate simultaneously folic acid (FA-CONH-(CH(2))(5)-COOH) and 5(6)-Carboxyfluorescein (FL-CONH-(CH(2))(2)-NH(2)) derivatives on the surface of material under biocompatible procedures.
