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Merck

C1359

Calcein AM solution

≥90% purity (HPLC), solution

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About This Item

Formule empirique (notation de Hill) :
C46H46N2O23
Numéro CAS:
Poids moléculaire :
994.86
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
EC Number:
200-664-3
MDL number:

Nom du produit

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

InChI key

XKFSBWQWNMZWFA-UHFFFAOYSA-N

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

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

assay

≥90% (HPLC)

form

solution

concentration

4 mM in DMSO

technique(s)

titration: suitable

color

colorless
white to off-white

λmax

491-497 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

Quality Level

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Physical form

Solution in 0.4% Calcein AM and 99.6% DMSO.

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.

Biochem/physiol Actions

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.

Classe de stockage

10 - Combustible liquids

wgk

WGK 2

flash_point_f

185.0 °F - closed cup

flash_point_c

85 °C - closed cup

ppe

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


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Pharmaceutical Profiling in Drug Discovery for Lead Selection (2005)
Overexpression of connexin 43 reduces melanoma proliferative and metastatic capacity.
Tittarelli A, Guerrero I, et al.
British Journal of Cancer, 115, e14-e14 (2016)
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)
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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