| Identification | Back Directory | [Name]
FLUO-4-AM FOR FLUORESCENCE PGE. WITH 5 | [CAS]
273221-67-3 | [Synonyms]
Fluo 4-AM
Fluo4amester
Fluo-4-(acetoxymethyl) ester
FLUO-4-AM FOR FLUORESCENCE PGE. WITH 5
Fluo-4 AM *Ultrapure Grade* *CAS 273221-67-3*
4-(6-acetoxymethoxy-2,7-difluoro-3-oxo-9-xanthenyl)-4'-methyl-2,2'-(ethylenedioxy)dianiline-n,n,n',n'-tetraacetic acid tetrakis(acetoxymethyl) ester
N-[4-[6-[(Acetyloxy)methoxy]-2,7-difluoro-3-oxo-3H-xanthen-9-yl]-2-[2-[2-[bis[2-[(acetyloxy)methoxy]-2-oxoethyl]amino]-5-methylphenoxy]ethoxy]phenyl]-N-[2-[(acetyloxy)methoxy]-2-oxoethyl]glycine (acetyloxy)methyl ester
Glycine, N-[4-[6-[(acetyloxy)methoxy]-2,7-difluoro-3-oxo-3H-xanthen-9-yl]-2-[2-[2-[bis[2-[(acetyloxy)methoxy]-2-oxoethyl]amino]-5-methylphenoxy]ethoxy]phenyl]-N-[2-[(acetyloxy)methoxy]-2-oxoethyl]-, (acetyloxy)methyl ester | [Molecular Formula]
C51H50F2N2O23 | [MDL Number]
MFCD02687462 | [MOL File]
273221-67-3.mol | [Molecular Weight]
1096.94 |
| Chemical Properties | Back Directory | [Melting point ]
>200℃ | [Boiling point ]
1063.2±65.0 °C(Predicted) | [density ]
1.47 | [storage temp. ]
−20°C
| [solubility ]
DMSO: soluble
| [form ]
Solid | [pka]
1.92±0.50(Predicted) | [color ]
Brown to reddish brown | [Appearance]
orange-red powder | [λmax]
456nm | [Biological Applications]
Calcium indicator | [InChIKey]
QOMNQGZXFYNBNG-UHFFFAOYSA-N | [SMILES]
C(OCOC(C)=O)(=O)CN(C1=CC=C(C2C3=C(C=C(OCOC(C)=O)C(F)=C3)OC3C=2C=C(F)C(=O)C=3)C=C1OCCOC1=CC(C)=CC=C1N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O |
| Hazard Information | Back Directory | [Description]
Fluo-4 AM is a cell-permeable Ca2+-indicator that is metabolized by intracellular esterase, leading to a bright green fluorescent signal upon Ca2+-binding (excitation/emission λ at 494/506 nm). Fluo-4 AM is used for visualization and measurement of intracellular Ca2+. It is well suited for fluorometric and imaging applications such as microscopy, flow cytometry, spectrofluorometry, and fluorometric high-throughput microplate screening assays [1].
Fluo-4 AM is similar in structure and spectral properties to the widely used Ca2+-indicator, Fluo-3, but it has certain advantages over Fluo-3, such as brighter fluorescence emission, high rate of cell permeation, and a Kd for Ca2+ in buffer of 345 nM. Because of its higher fluorescence emission intensity, Fluo-4 AM can be used at lower intracellular concentrations, making its use less toxic for live cells.
As Fluo-4 AM does not covalently bind to cellular components, it may be actively effluxed from the cell by organic anion transporters. In vivo cell imaging with Fluo-4 AM is usually performed within one or two hours after loading, but the dye can be re-loaded to cells if it is needed. Fluo-4 AM can also be fixed in situ by EDC/EDAC for downstream immunofluorescence studies.
Fluo-4 AM has low solubility in the water. It is recommended to prepare 1 mM stock solution in labeling grade DMSO prior to cell loading. Use the final concentration of 1-5 μM and incubation at 37 °C for 15-60 min as a start point of your protocol. | [Uses]
Fluorescent Ca2+ indicator dye; cell-permeable AM ester, insensitive to magnesium. | [storage]
Store at -20°C | [Abs/Em Maxima]
494/518 nm | [Excitation / Emission Maximum]
494 nm/506 nm |
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