2',7'-Difluorofluorescein
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2',7'-Difluorofluorescein (Oregon green 488) is a fluorescein derivative and a pH-sensitive fluorescent probe (pKa ~4.7). Upon excitation at 488 nm, 2',7'-Difluorofluorescein exhibits pH-sensitive fluorescence intensity through the formation of dianions, while its pH sensitivity decreases under excitation at 450 nm, allowing its use in ratiometric pH analysis. 2',7'-Difluorofluorescein can be used for the quantitative analysis of pH values in the range of 2-7 in submicron aerosol particles. 2',7'-Difluorofluorescein undergoes buffer-mediated and buffer-free excited-state proton transfer between different protonated forms, and its cationic form undergoes rapid excited-state deprotonation. 2',7'-Difluorofluorescein is resistant to photodegradation, maintains stable absorption and fluorescence properties within the physiological pH range, and serves as a fluorescent protein label, a component of Ca2+ indicators, a fluorescent imaging agent, and an anisotropy probe.
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- Pureté : 99.52%
- CAS No.: 195136-58-4
- Formule: C20H10F2O5
- Masse moléculaire:368.29
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Stockage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
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Activité biologique
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Chemical Information
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Solvant et solubilité
- Protocole
- Pureté et documentation
- Références
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Help & FAQs
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Activité biologique
Description
In Vitro
2',7'-Difluorofluorescein enables ratiometric pH measurement of bulk aqueous solutions via AFC, with a pH-responsive fluorescence intensity ratio (I488/I450)ₙₒᵣₘ, a pKa of ~4.7, and no significant ionic strength dependence[1].
2',7'-Difluorofluorescein (10-4 mass fraction; 5 s shutter interval) enables ratiometric pH measurement of sub-micrometer atmospheric aerosol particles via AFC, covering an acidic pH range of 2.38-5.35 with reasonable agreement to indicator paper measurements for most particle types[1].
2',7'-Difluorofluorescein (5.0 μM) in aqueous solution exhibits pH-dependent steady-state fluorescence, with the cation acting as a super-photoacid and an excited-state neutral/monoanion pKa of 2.67[2].
2',7'-Difluorofluorescein (2.5 μM; 5 μM-1.5 M buffer concentrations) in aqueous solution with HOAc/OAc- buffer promotes excited-state proton transfer between the monoanion and dianion forms, with an apparent excited-state pKa of 4.42[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
Emission (Em)
515
Excitation (Ex)
495
Chemical Information
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CAS No. 195136-58-4
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Appearance Solid
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Masse moléculaire 368.29
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Formule C20H10F2O5
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Color Light brown to brown
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SMILES
O=C1OC2(C3=C(OC4=C2C=C(F)C(O)=C4)C=C(O)C(F)=C3)C5=C1C=CC=C5
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Synonyms
Oregon green 488
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvant et solubilité
In Vitro:
DMSO : 50 mg/mL (135.76 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Protocole
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Ca2+ Staining Technique
Ca2+ staining is an experimental technique that utilizes specific fluorescent probes (such as Fluo-4 AM, Fura-2, etc.) to qualitatively or quantitatively detect dynamic changes in intracellular Ca2+ concentrations; this is achieved by monitoring the changes in fluorescent signals generated when these probes bind to free intracellular calcium ions. The underlying principle relies primarily on the presence of chelating groups within the probe's molecular structure that possess high affinity for calcium ions.
Pureté et documentation
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Fiche technique (279 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Instruction de manipulation (2659 KB)
Références
[1]. Li W, et al. Detecting pH of Sub-Micrometer Aerosol Particles Using Fluorescent Probes. Environ Sci Technol. 2023;57(23):8701-8707. [Content Brief]
[2]. Orte A, et al. Absorption and emission study of 2',7'-difluorofluorescein and its excited-state buffer-mediated proton exchange reactions. J Phys Chem A. 2005;109(5):734-747. [Content Brief]
[3]. Yu P, et al. IIAGlc inhibition of glycerol kinase: a communications network tunes protein motions at the allosteric site. Biochemistry. 2007;46(43):12355-12365. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 2.7153 mL | 13.5763 mL | 27.1525 mL | 67.8813 mL |
| 5 mM | 0.5431 mL | 2.7153 mL | 5.4305 mL | 13.5763 mL | |
| 10 mM | 0.2715 mL | 1.3576 mL | 2.7153 mL | 6.7881 mL | |
| 15 mM | 0.1810 mL | 0.9051 mL | 1.8102 mL | 4.5254 mL | |
| 20 mM | 0.1358 mL | 0.6788 mL | 1.3576 mL | 3.3941 mL | |
| 25 mM | 0.1086 mL | 0.5431 mL | 1.0861 mL | 2.7153 mL | |
| 30 mM | 0.0905 mL | 0.4525 mL | 0.9051 mL | 2.2627 mL | |
| 40 mM | 0.0679 mL | 0.3394 mL | 0.6788 mL | 1.6970 mL | |
| 50 mM | 0.0543 mL | 0.2715 mL | 0.5431 mL | 1.3576 mL | |
| 60 mM | 0.0453 mL | 0.2263 mL | 0.4525 mL | 1.1314 mL | |
| 80 mM | 0.0339 mL | 0.1697 mL | 0.3394 mL | 0.8485 mL | |
| 100 mM | 0.0272 mL | 0.1358 mL | 0.2715 mL | 0.6788 mL |
2',7'-Difluorofluorescein Related Classifications
HY-D0077 Related Classifications
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Keywords
- 2',7'-Difluorofluorescein
- 195136-58-4
- Oregon green 488
- Oregon green488
- Oregon green-488
- Fluorescent Dye
- pH-sensitive fluorescent probe
- photodegradation
- glycerol kinase variants
- excited-state proton transfer
- Ca2+ indicator component
- anisotropy probe
- fluorescence imaging agent
- extrinsic fluorophore
- sub-micrometer aerosol particles
- fluorescent protein label
- Inhibitor
- inhibitor
- inhibit