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56496

Sigma-Aldrich

Calcein-AM

Small Package (20 X 50 μg ), ≥95.0% (HPLC)

Synonym(s):
Calcein O,O′-diacetate tetrakis(acetoxymethyl) ester, fluorescein complexone, Calcein O,O′-diacetate tetrakis(acetoxymethyl) ester
Empirical Formula (Hill Notation):
C46H46N2O23
CAS Number:
Molecular Weight:
994.86
MDL number:
PubChem Substance ID:

Quality Level

assay

≥95.0% (HPLC)

fluorescence

λex 496 nm; λem 516 nm±5 nm in 0.1 M Tris pH 8.0, esterase; Ca2+

storage temp.

−20°C

SMILES string

CC(=O)OCOC(=O)CN(CC(=O)OCOC(C)=O)Cc1c(OC(C)=O)ccc2c1Oc3c(CN(CC(=O)OCOC(C)=O)CC(=O)OCOC(C)=O)c(OC(C)=O)ccc3C24OC(=O)c5ccccc45

InChI

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

InChI key

XKFSBWQWNMZWFA-UHFFFAOYSA-N

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General description

Calcein-AM, also known as Calcein-acetoxymethyl ester, is a non-fluorescent molecule converted into an anionic fluorescent form by intracellular esterase enzymes. It provides a continuous visualization of adherent cells during the experiment. Calcein-AM is a vital dye that introduces Calcein in living cells with intact cell membranes. The fluorescent part of Calcein-AM localizes in the intracellular spaces after esterase-dependent cellular trapping, displaying cytotoxic activity in cells.

Application

Calcein-AM is used as a cell viability stain and as a neutral substrate for multidrug (MDR) efflux transporters. In cancer research, it is used as a neutral substrate for multidrug resistance protein MRP. Fluorescence assays to determine human erythrocyte viability and aging uses Calcein-AM as a probe.
Non-fluorescent cell permeable derivative of calcein, becomes fluorescent on hydrolysis. Used as a neutral substrate for multidrug resistance protein, MRP; employed in tumor research.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

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Certificate of Origin

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