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206700

Calcein-AM

Name: Calcein-AM
Brand: MM

A cell-permeable, non-fluorescent, and hydrophobic compound, which is rapidly hydrolyzed by intracellular esterases releasing the membrane-impermeable, hydrophilic, and intensely fluorescent calcein.

Synonym(s):

Calcein-AM, Calcein-acetoxymethyl Ester, Diacetate, CAL-AM

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About This Item

Empirical Formula (Hill Notation):

C₄₆H₄₆N₂O₂₃

CAS Number:

148504-34-1

Molecular Weight:

994.86

UNSPSC Code:

12171500

NACRES:

NA.25

MDL number:

MFCD05861516

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Properties

Quality Level

100

assay

≥90% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, protect from light

color

off-white

solubility

DMSO: 5 mg/mL

fluorescence

λ_ex 494 nm, λ_em 517 nm

shipped in

ambient

storage temp.

−20°C

SMILES string

N(Cc1cc2c(cc1OC(=O)C)Oc3c(cc(c(c3)OC(=O)C)CN(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)C42OC(=O)c5c4cccc5)(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C

InChI

1S/C46H46N2O23/c1-25(49)60-21-64-41(55)17-47(18-42(56)65-22-61-26(2)50)15-31-11-35-39(13-37(31)68-29(5)53)70-40-14-38(69-30(6)54)32(12-36(40)46(35)34-10-8-7-9-33(34)45(59)71-46)16-48(19-43(57)66-23-62-27(3)51)20-44(58)67-24-63-28(4)52/h7-14H,15-24H2,1-6H3

InChI key

BQRGNLJZBFXNCZ-UHFFFAOYSA-N

Description

General description

A cell-permeable, non-fluorescent, and hydrophobic compound, which is rapidly hydrolyzed by intracellular esterases releasing the membrane-impermeable, hydrophilic, and intensely fluorescent calcein. Can also be used for imaging mitochondrial permeability pore transition. Calcein is better retained by viable cells than fluorescein, carboxyfluorescein, or BCECF, and its fluorescence is brighter in a variety of mammalian cell types. Useful for assessing adhesion, cell viability, chemotaxis, and multidrug resistance (MDR).

A cell-permeable, nonfluorescent, and hydrophobic compound, which is rapidly hydrolyzed by cytoplasmic esterases inside the cell, releasing the membrane-impermeable, hydrophilic, and intensely fluorescent calcein (excitation maximum: 494 nm; emission maximum: 517 nm). A cytosolic fluorophore that can also be used imaging mitochondrial permeability pore transition. Calcein is better retained by viable cells than fluorescein, carboxyfluorescein, and BCECF and its fluorescence is brighter in a variety of mammalian cell types. Useful for assessing adhesion, cell viability, chemotaxis and multidrug resistance (MDR).

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Imaging mitochondrial permeability pore transition

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 4 months at -20°C.

Other Notes

Dhar, S., et al. 1998. Eur. J. Pharmacol. 346, 315.
Essodaigui, M., et al. 1998. Biochemistry 37, 2243.
Lemasters, J.J., et al. 1998. Biochim. Biophys. Acta 1366, 177.
Feller, N., et al. 1995. Br. J. Cancer 72, 543.
Feller, N., et al. 1995. FEBS Lett. 368, 385.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

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Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c