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Calcein-AM (solution)

CAT: 0804-HY-DY1036-02Size: 100 µLDry Ice: NoHazardous: No
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CAT#:0804-HY-DY1036-02Size:100 µL
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Description
Calcein AM (solution), has cell membrane permeability and can easily enter the cell. Calcein AM has no fluorescence and is hydrolyzed by endogenous esterase in the cell to produce polar molecule Calcein (Calcein), which has strong negative charge and cannot permeate the cell membrane. Calcein can emit strong green fluorescence, so it is often used with Propidium Iodide for cell viability/virulence detection, excitation/emission wavelength: 494/515 nm[1].Solvent and concentration: DMSO: 2 mM
CAS Number
148504-34-1
Target
Fluorescent Dye
Related Pathways
Others
Field of Research
Cancer
Smiles
O=C1OC2(C(C=C(CN(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)C(OC(C)=O)=C3)=C3OC4=CC(OC(C)=O)=C(CN(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)C=C24)C5=C1C=CC=C5
Molecular Formula
C46H46N2O23
Molecular Weight
994.87
References & Citations
[1]Wang XM, et al. A new microcellular cytotoxicity test based on calcein-AM release. Hum Immunol. 1993 Aug;37 (4) :264-70.|[2]Braut-Boucher F, et al. A non-isotopic, highly sensitive, fluorimetric, cell-cell adhesion microplate assay using calceinAM-labeled lymphocytes. J Immunol Methods. 1995 Jan 13;178 (1) :41-51.|[3]Bratosin D, et al. Novel fluorescence assay using calcein-AM for the determination of human erythrocyte viabilityand aging. Cytometry A. 2005 Jul;66 (1) :78-84.|[4]Holló Z, et al. Calcein accumulation as a fluorometric functional assay of the multidrug transporter. Biochim Biophys Acta. 1994 May 11;1191 (2) :384-8.
Shipping Conditions
Room temperature
Scientific Category
Dye Reagents
Clinical Information
No Development Reported

Chemical Information

calcein AM

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 a gamma-lactone, a xanthene dye, an oxaspiro compound, an organic heteropentacyclic compound, a member of 2-benzofurans and an acetate ester. It is functionally related to a calcein.

CAS Number148504-34-1
PubChem CID390986
IUPAC Nameacetyloxymethyl 2-[[2-(acetyloxymethoxy)-2-oxoethyl]-[[3',6'-diacetyloxy-7'-[[bis[2-(acetyloxymethoxy)-2-oxoethyl]amino]methyl]-3-oxospiro[2-benzofuran-1,9'-xanthene]-2'-yl]methyl]amino]acetate
Molecular FormulaC46H46N2O23
Molecular Weight994.9
XLogP2.9
Topological Polar Surface Area305
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count25
Rotatable Bond Count32
Heavy Atom Count71
Formal Charge0
Complexity1810
SMILES
CC(=O)OCOC(=O)CN(CC1=CC2=C(C=C1OC(=O)C)OC3=C(C24C5=CC=CC=C5C(=O)O4)C=C(C(=C3)OC(=O)C)CN(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C
InChI
InChI=1S/C46H46N2O23/c1-25(49)60-21-64-41(55)17-47(18-42(56)65-22-61-26(2)50)15-31-11-35-39(13-37(31)68-29(5)53)70-40-14-38(69-30(6)54)32(12-36(40)46(35)34-10-8-7-9-33(34)45(59)71-46)16-48(19-43(57)66-23-62-27(3)51)20-44(58)67-24-63-28(4)52/h7-14H,15-24H2,1-6H3
InChIKey
BQRGNLJZBFXNCZ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of calcein AM
CAS: 148504-34-1
CID: 390986
Formula: C46H46N2O23
MW: 994.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight994.9
XLogP32.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count25
Rotatable Bond Count32
Exact Mass994.24913572
Monoisotopic Mass994.24913572
Topological Polar Surface Area305 Ų
Heavy Atom Count71
Formal Charge0
Complexity1810
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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