195136-58-4
Chemical Structure
2',7'-Difluorofluorescein
Synonym(s): Oregon green 488
- CAS No.: 195136-58-4
- Formula:C20H10F2O5
- Molecular Weight:368.29
IUPAC Name: 2',7'-difluoro-3',6'-dihydroxy-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
InChIKey: FJXJIUHGLVUXQP-UHFFFAOYSA-N
SMILES: O=C1OC2(C3=C(OC4=C2C=C(F)C(O)=C4)C=C(O)C(F)=C3)C5=C1C=CC=C5
Biological Activity: 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[1][2][3].
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2',7'-Difluorofluorescein | 99.52% | 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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- [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]
Keywords