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56496

Sigma-Aldrich

Calcéine AM

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

Synonyme(s) :

O,O′-Diacétate tétrakis(acétoxyméthyl) de calcéine, ester

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About This Item

Formule empirique (notation de Hill):
C46H46N2O23
Numéro CAS:
148504-34-1
Poids moléculaire :
994.86
Numéro MDL:
MFCD05861516
Code UNSPSC :
12171500
ID de substance PubChem :
329758218
Nomenclature NACRES :
NA.32

Niveau de qualité

100

Pureté

≥95.0% (HPLC)

Fluorescence

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

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

XKFSBWQWNMZWFA-UHFFFAOYSA-N

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Description générale

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.
Dérivé de calcéine non fluorescent et perméable dans les cellules, devient fluorescent après hydrolyse. Utilisé comme substrat neutre de la protéine de multirésistance aux médicaments MRP ; utilisé dans la recherche sur le cancer.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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
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
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
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
Bao-Ling Du et al.
Journal of biomedical materials research. Part A, 103(4), 1533-1545 (2014-07-22)
Biological materials combined with genetically-modified neural stem cells (NSCs) are candidate therapy targeting spinal cord injury (SCI). Based on our previous studies, here we performed gelatin sponge (GS) scaffold seeded with neurotrophin-3 (NT-3) and its receptor TrkC gene modifying NSCs
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