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Merck

206700

Calcein-AM

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

Product Name

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

form

solid

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

assay

≥90% (HPLC)

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 5 mg/mL

fluorescence

λex 494 nm
λem 517 nm

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Related Categories

Disclaimer

Toxicity: Standard Handling (A)

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Imaging mitochondrial permeability pore transition
Product does not compete with ATP.
Reversible: no

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).

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.

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.

Legal Information

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

Storage Class

10 - Combustible liquids

wgk

WGK 1

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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