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343242-M

Sigma-Aldrich

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+.

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Synonym(s):
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
Empirical Formula (Hill Notation):
C51H50Cl2N2O23
CAS Number:
121714-22-5
Molecular Weight:
1129.85
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

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

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

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 Kd 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.
Membrane-permeable version of FLUO 3 (Cat. No. 343244). 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+.

Biochem/physiol Actions

Primary Target
Ca2+ indicators

Warning

Toxicity: Standard Handling (A)

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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