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17783

Sigma-Aldrich

Calcein-AM

BioReagent, suitable for fluorescence, ≥95.0% (HPLC)

Synonym(s):
Calcein acetoxymethyl ester, Calcein O,O′-diacetate tetrakis(acetoxymethyl) ester
Empirical Formula (Hill Notation):
C46H46N2O23
CAS Number:
Molecular Weight:
994.86
MDL number:
PubChem Substance ID:
NACRES:
NA.32

product line

BioReagent

Quality Level

Assay

≥95.0% (HPLC)

fluorescence

λex 496 nm; λem 516 nm in 0.1 M Tris pH 8.0, esterase; Ca2+

suitability

suitable for fluorescence

storage temp.

−20°C

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

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

InChI key

XKFSBWQWNMZWFA-UHFFFAOYSA-N

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This Item
20670056496208771
Calcein-AM BioReagent, suitable for fluorescence, ≥95.0% (HPLC)

Sigma-Aldrich

17783

Calcein-AM

Calcein-AM A cell-permeable, non-fluorescent, and hydrophobic compound, which is rapidly hydrolyzed by intracellular esterases releasing the membrane-impermeable, hydrophilic, and intensely fluorescent calcein.

Sigma-Aldrich

206700

Calcein-AM

Calcein-AM Small Package (20 X 50 μg ), ≥95.0% (HPLC)

Sigma-Aldrich

56496

Calcein-AM

assay

≥95.0% (HPLC)

assay

≥90% (HPLC)

assay

≥95.0% (HPLC)

assay

≥98% (HPLC)

form

solid

form

solid

form

-

form

lyophilized solid

fluorescence

λex 496 nm; λem 516 nm in 0.1 M Tris pH 8.0, esterase; Ca2+

fluorescence

λex 494 nm, λem 517 nm

fluorescence

λex 496 nm; λem 516 nm±5 nm in 0.1 M Tris pH 8.0, esterase; Ca2+

fluorescence

λex 320 nm, λem 480 nm

suitability

suitable for fluorescence

suitability

-

suitability

-

suitability

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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.

Application

Calcein-AM has been used in flow cytometry.
Non-fluorescent cell permeable derivative of calcein, becomes fluorescent on hydrolysis. Used as a neutral substrate for multidrug resistance protein, MRP; employed in tumor research.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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T M Allen et al.
Biochimica et biophysica acta, 597(2), 418-426 (1980-04-10)
Efflux of contents from small unilamellar vesicles of various compositions, conaining a highly quenched fluorescent compound (calcein, 175 mM) was determined as a function of temperature in the presence and absence of human serum. Efflux of calcein from the liposomes
Y S Tsao et al.
Biochemistry, 24(5), 1092-1098 (1985-02-26)
Sendai virus induced liposome leakage has been studied by using liposomes containing a self-quenching fluorescent dye, calcein. The liposomes used in this study were prepared by a freeze and thaw method and were composed of phosphatidylcholine, phosphatidylserine, and phosphatidylethanolamine (1:2.60:1.48
Xiao-Cong Huang et al.
Biochemical pharmacology, 85(9), 1257-1268 (2013-02-19)
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