343242-M

FLUO 3/AM

Membrane-permeable version of FLUO 3. Unlike all other Ca²⁺ indicators, FLUO 3/AM is non-fluorescent until it is hydrolyzed in the cell by cellular esterases. It is insensitive to Mg²⁺.

• Synonim(y): FLUO 3/AM, 1-[2-Amino-5-(2,7-dichloro-6-hydroxy-3-oxo-3H-xanthen-9-yl)]-2-(2ʹ-amino-5ʹ-methylphenoxy)ethane-N,N,Nʹ,Nʹ-tetraacetic Acid Pentaacetoxymethyl Ester
• Wzór empiryczny (zapis Hilla): C₅₁H₅₀Cl₂N₂O₂₃
• Numer CAS: 121714-22-5
• Masa cząsteczkowa: 1129.85
• MDL number: MFCD00083336
• UNSPSC Code: 12171500
• NACRES: NA.77

Właściwości

• Quality Segment: 100
• assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: red-orange
• solubility: DMSO: 5 mM, DMF: soluble
• storage temp.: −20°C
• SMILES string: Clc1[c](cc2[o]c3c(c(c2c1)c4cc(c(cc4)N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)OCCOc5c(ccc(c5)C)N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)cc(c(c3)OCOC(=O)C)Cl)=O
• InChI: 1S/C51H50Cl2N2O23/c1-28-7-9-39(54(19-47(62)74-24-69-30(3)57)20-48(63)75-25-70-31(4)58)45(13-28)66-11-12-67-46-14-34(8-10-40(46)55(21-49(64)76-26-71-32(5)59)22-50(65)77-27-72-33(6)60)51-35-15-37(52)41(61)17-42(35)78-43-18-44(38(53)16-36(43)51)73-23-68-29(2)56/h7-10,13-18H,11-12,19-27H2,1-6H3
• InChI key: PTPUOMXKXCCSEN-UHFFFAOYSA-N

Opis

General description

Membrane-permeable version of FLUO 3 (Cat. No. 343244). Cleavage of FLUO 3/AM by cytosolic esterases traps the indicator in the cell. FLUO 3 is almost nonfluorescent at resting calcium levels, but fluorescence levels increase 40-fold upon calcium binding. Unlike all other Ca²⁺ indicators, FLUO 3/AM is nonfluorescent until it is hydrolyzed by the cell. Since its excitation maximum is at 506 nm, this compound can be used in conjunction with caged compounds, which are released by UV light. Its relatively high K_d for Ca²⁺ facilitates the measurement of higher peaks of Ca²⁺ transients than is possible with FURA 2. FLUO 3 has an excitation maximum of 506 nm and an emission maximum of 526 nm in the presence of high and low calcium concentrations.

Biochem/physiol Actions

Primary Target
Ca2+ indicators

Other Notes

Caputo, C., and Bolanos, P. 1994. J. Physiol. (London)481, 119.
Schumann, M.A., et al. 1993. J. Biol. Chem. 268, 2134.
Eberhard, M., and Erne, P. 1989. Biochem. Biophys. Res. Commun.163, 309.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

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Informacja o środkach bezpieczeństwa

• Klasa składowania: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable