| Identification | Back Directory | [Name]
CALCEIN-AM | [CAS]
148504-34-1 | [Synonyms]
CAL-AM
NSC 689290
CALCEIN-AM
AM /Calcein-AM
CALCEIN, AM;CAL-AM
Calcein AM solution
Cellstain- Calcein-AM
Calcein AcetoxyMethyl Ester
-Cellstain-Calcein-AmSolution
Calcein, AM *CAS 148504-34-1*
CALCEIN AM, 4MM IN ANHYDROUS DMSO
CALCEIN-AM SOLUTION, 1 MMOL IN DMSO*
CALCEIN-ACETOXYMETHYL ESTER, DIACETATE
Calcein AM (Calcein acetoxymethyl ester)
Calcein-AM - CAS 148504-34-1 - Calbiochem
Calcein, AM *UltraPure grade* *CAS 148504-34-1*
calcein o,o'-diacetate tetrakis(acetoxymethyl)ester
Calcein O,o0-diacetate Tetrakis(acetoxymethyl)
ester
4',5'-Bis(N,N-bis(carboxymethyl)aminomethyl)fluorescein acetoxymethyl ester
Cellstain Calcein AM Solution(1mM/l DMSO) (3',6'-Di(O-acetyl)-4',5'-bis[N,N-bis(carboxymethy
3',6'-DI(O-ACETYL)-2',7'-BIS(N,N-BIS(CARBOXYMETHYL)-AMINOMETHYL)FLUORESCEIN-TETRAACETOXYMETHYL ESTER
3',6'-Di(O-acetyl)-2',7'-bis[N,N-bis(carboxymethyl)aminomethyl]fluoresceintetraacetoxymethylester,DMSOsolution
Calcein-AM (3',6'-Di(O-acetyl)-2',7'-bis[N,N-bis(carboxymethyl)aminomethyl]fluoresceinTetraacetoxymethyl Ester)
Glycine, N,N'-((3',6'-bis(acetyloxy)-3-oxospiro(isobenzofuran-1(3H),9'-(9H)xanthene)-2',7'-diyl)bis(methylene))bis(N-(2-((acetyloxy)methoxy)-2-oxoethyl)-, bis((acetyloxy)methyl) ester
N,N'-[[3',6'-Bis(acetyloxy)-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl]bis(Methylene)]bis[N-[2-[(acetyloxy)Methoxy]-2-oxoethyl]glycine 1,1'-Bis[(acetyloxy)
Methyl] Ester
Glycine, N,n0-[[30,60-bis(acetyloxy)-3-oxospiro[
isobenzofuran-1(3h),90-[9h]xanthene]-20,70-diyl]
bis(methylene)]bis[n-[2-[(acetyloxy)methoxy]-2-oxoethyl]-,
bis[(acetyloxy)methyl] Ester
Glycine, N,N'-[[3',6'-bis(acetyloxy)-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl]bis(methylene)]bis[N-[2-[(acetyloxy)methoxy]-2-oxoethyl]-, 1,1'-bis[(acetyloxy)methyl] ester | [EINECS(EC#)]
200-664-3 | [Molecular Formula]
C46H46N2O23 | [MDL Number]
MFCD00282766 | [MOL File]
148504-34-1.mol | [Molecular Weight]
994.86 |
| Chemical Properties | Back Directory | [Melting point ]
>250℃ | [Boiling point ]
982.7±65.0 °C(Predicted) | [density ]
1.49±0.1 g/cm3(Predicted) | [refractive index ]
n20/D 1.479
| [Fp ]
85 °C | [storage temp. ]
-20°C | [solubility ]
DMSO: soluble10mg/mL, clear, colorless to slightly yellow | [form ]
powder | [pka]
2.66±0.50(Predicted) | [color ]
Colorless | [λmax]
< 300 nm | [Biological Applications]
Calcium indicators; zinc indicators; cytotoxicity assays; apoptosis assays; viability assays; labile iron pool assays; chemotaxis probes; cell adhesion probes; mitochondrial probes; P-glycoprotein probes;multi-drug resistance probes;treating atherosclerosis,cancer;ischemic disease |
| Hazard Information | Back Directory | [Chemical Properties]
A colorless to slightly yellow solid. Soluble in dimethyl sulfoxide. | [Uses]
A non-fluorescent, membrane permeable probe that can be hydrolyzed to a fluorescent molecule | [Uses]
Calcein-AM appears to best satisfy the criteria for assaying cell adhesion and to have the least effect on cell viability and cell functions. | [Uses]
Calcein-AM is a hydrophobic non-fluorescent probe that can permeate the plasma membrane and can be hydrolyzed to Calcein (sc-202090), which is an extremely fluorescent and negatively charged molecule. Calcein-AM can be used to stain living cells and in cytoplasmic Schwann cells has been observed to fluoresce bright green. Calcein-AM has been reported to be a neutral substrate for P-glycoprotein (Pgp) and multidrug resistance protein (MRP) and has been used in flow cytometry studies to analyze the function of P-gp and MRP. | [Definition]
ChEBI: Calcein am is an organic heteropentacyclic compound that is calcein in which all four carboxy group hydrogens have been substituted by (acetyloxy)methoxy groups and the hyrodgens of the two hydroxy groups have been substituted by acetyl groups. It is a a non-fluorescent probe cleaved to a fluorescent probe by non-specific intracellular esterases. It has a role as a fluorochrome. It is an acetate ester, an organic heteropentacyclic compound, a gamma-lactone, an oxaspiro compound, a member of 2-benzofurans and a xanthene dye. It is functionally related to a calcein. | [General Description]
Liposomes contain a self-quenching fluorescent dye called calcein. It is a fluorescent dye with excitation and emission wavelengths of 495/515 nm, respectively. It self-quenches at concentrations above 70mM and is commonly used as an indicator of lipid vesicle leakage. The leakage rate is calculated on the basis of the fluorescence increment as the entrapped calcein is leaked out of the liposomal compartment. It is used as a complexometric indicator for titration of calcium ions with EDTA, and for fluorometric determination of calcium. | [Biochem/physiol Actions]
Fluorescent cell permeable derivative of calcein. | [storage]
-20°C | [References]
[1] JAMES HYNES . Fluorescence-Based Cell Viability Screening Assays Using Water-Soluble Oxygen Probes[J]. SLAS Discovery, 2003, 8 3: Pages 264-272. DOI:10.1177/1087057103008003004.
[2] SABNIS R W. Handbook of Biological Dyes and Stains: Synthesis and Industrial Applications[C]. 2010: 0. DOI:10.1002/9780470586242.
[3] Polli, J.W., Wring, S.A., Humphreys, J.E., et al. Rational use of in vitro P-glycoprotein assays in drug discovery. J. Pharmacol. Exp. Ther. 299(2), 620-628 (2001).
[4] Tiberghien, F., and Loor, F. Ranking of P-glycoprotein substates and inhibitors by a calcein-AM fluorometry screening assay. Anticancer Drugs 7(5), 568-578 (1996).
[5] Szakács, G., Jakab, K., Antal, F., et al. Diagnostics of multidrug resistance in cancer. Pathol.Oncol.Res. 4(4), 251-257 (2016).
[6] X M WANG. A new microcellular cytotoxicity test based on calcein AM release.[J]. Human Immunology, 1993, 37 4: 264-270. DOI:10.1016/0198-8859(93)90510-8.
[7] ZSOLT HOLLó . Calcein accumulation as a fluorometric functional assay of the multidrug transporter[J]. Biochimica et biophysica acta. Biomembranes, 1994, 1191 2: Pages 384-388. DOI:10.1016/0005-2736(94)90190-2. |
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