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Merck

C1359

Calcein AM solution

≥90% purity (HPLC), solution

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About This Item

Empirical Formula (Hill Notation):
C46H46N2O23
CAS Number:
148504-34-1
Molecular Weight:
994.86
NACRES:
NA.47
PubChem Substance ID:
24892405
UNSPSC Code:
12171500
EC Number:
200-664-3
MDL number:
MFCD05861516

Product Name

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

100

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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.

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ7985
MKCX8081
MKCT7394
MKCN2585
MKCM4888

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