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56496

Calcein-AM

Small Package (20 X 50 μg ), ≥90.0% (HPLC)

Synonym(s):

Calcein O,O′-diacetate tetrakis(acetoxymethyl) ester, fluorescein complexone, Calcein O,O′-diacetate tetrakis(acetoxymethyl) ester

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About This Item

Empirical Formula (Hill Notation):
C46H46N2O23
CAS Number:
148504-34-1
Molecular Weight:
994.86
NACRES:
NA.32
PubChem Substance ID:
329758218
UNSPSC Code:
12171500
MDL number:
MFCD05861516
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Quality Level

100

assay

≥90.0% (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

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP0972
BCCM9056
BCCK9243
BCCH5457
BCCG9095

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B Jonsson et al.
European journal of cancer (Oxford, England : 1990), 32A(5), 883-887 (1996-05-01)
The aim of this study was to determine the in vitro cytotoxicity of calcein acetoxymethyl ester (Calcein/AM) on primary cultures derived from solid and haematological human tumours. Calcein/AM is a fluorescent dye that localises intracellularly after esterase-dependent cellular trapping and
Jacopo Uggeri et al.
Histochemistry and cell biology, 122(5), 499-505 (2004-10-27)
Calcein-acetoxymethylester (calcein-AM) is a non-fluorescent, cell permeant compound, which is converted by intracellular esterases into calcein, an anionic fluorescent form. It is used in microscopy and fluorometry and provides both morphological and functional information of viable cells. In this study
Daniela Bratosin et al.
Cytometry. Part A : the journal of the International Society for Analytical Cytology, 66(1), 78-84 (2005-05-26)
A highly sensitive, fast, and simple flow cytometric assay to assess human red blood cell (RBCs) viability and aging is reported. The assay described in this report is based on the use of acetoxymethyl ester of calcein (calcein-AM), a fluorescein
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