Skip to Content
Merck
All Photos(1)

Documents

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C46H46N2O23
CAS Number:
Molecular Weight:
994.86
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.32

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

Looking for similar products? Visit Product Comparison Guide

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


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Xiao-Cong Huang et al.
Biochemical pharmacology, 85(9), 1257-1268 (2013-02-19)
High intrinsic or acquired expression of membrane spanning, adenosine triphosphate binding cassette (ABC) transporter proteins, such as P-glycoprotein (P-gp), in cancers represents a major impediment to chemotherapy, with accelerated drug efflux leading to multi-drug resistance (MDR). Although ABC transporter inhibitors
Johan van der Stok et al.
Tissue engineering. Part A, 21(9-10), 1495-1506 (2015-01-30)
A promising bone graft substitute is porous titanium. Porous titanium, produced by selective laser melting (SLM), can be made as a completely open porous and load-bearing scaffold that facilitates bone regeneration through osteoconduction. In this study, the bone regenerative capacity

Articles

Sigma-Aldrich presents a Biofiles on Detect, Visualize and Quantify Single Post-Translational Modifications

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service