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C1359

Sigma-Aldrich

Calcein AM solution

≥90% purity (HPLC), solution

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About This Item

Formule empirique (notation de Hill):
C46H46N2O23
Numéro CAS:
148504-34-1
Poids moléculaire :
994.86
Numéro CE :
200-664-3
Numéro MDL:
MFCD05861516
Code UNSPSC :
12171500
ID de substance PubChem :
24892405
Nomenclature NACRES :
NA.47

product name

Calcein AM solution, 4 mM in DMSO, ≥90% (HPLC), solution

Niveau de qualité

100

Pureté

≥90% (HPLC)

Forme

solution

Concentration

4 mM in DMSO

Couleur

colorless
 white to off-white

λmax

491-497 nm

Application(s)

diagnostic assay manufacturing
hematology
histology

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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Application

In cells, calcein AM solution has been used in calcein-AM dye transfer assay. It has been used for the staining of cells to study quantification of cell-migration. It has been used to study cytotoxic effects of drugs in cells.

Actions biochimiques/physiologiques

Calcein AM is a membrane permeable nonfluorescent molecule. It is converted to fluorescent calcein by intracellular esterases. Calcein has limited membrane permeability. Calcein AM is also a substrate for p-glycoprotein (Pgp). Presence of Pgp results in efflux of calcein AM and thereby decreases cellular fluorescence. On the other hand, presence of Pgp inhibitor increases cellular entry of calcein AM and thereby increases cellular fluorescence. Calcein AM plays an important role in early drug discovery.
Fluorescent cell permeable derivative of calcein.

Forme physique

Solution in 0.4% Calcein AM and 99.6% DMSO.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

06693

Timestrip Plus™ -20 °C

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

185.0 °F - closed cup

Point d'éclair (°C)

85 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificats d'analyse (COA)

Lot/Batch Number
MKCT7394
MKCN2585
MKCM4888
MKCM0854
MKCL8913

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Pharmaceutical Profiling in Drug Discovery for Lead Selection (2005)
PEA15 impairs cell migration and correlates with clinical features predicting good prognosis in neuroblastoma.
Gawecka JE, et al.
International Journal of Cancer. Journal International Du Cancer, 131, 1556-1556 (2012)
Overexpression of connexin 43 reduces melanoma proliferative and metastatic capacity.
Tittarelli A, Guerrero I, et al.
British Journal of Cancer, 115, e14-e14 (2016)
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
Annalisa Lena et al.
Journal of translational medicine, 7, 13-13 (2009-02-07)
High grade gliomas are one of the most difficult cancers to treat and despite surgery, radiotherapy and temozolomide-based chemotherapy, the prognosis of glioma patients is poor. Resistance to temozolomide is the major barrier to effective therapy. Alternative therapeutic approaches have
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