Calcein-AM is a fluorescent dye used to stain live bacterial cells for flow cytometry application. Product 17783, Calcein-AM, is suitable for fluorescence and is at least 96.0% HPLC pure. For dyes that can stain bacteria but do not enter bacterial cells, you may find the products SCT126, BioTracker 510 Green C4(FM1-43) Synaptic Dye, and SCT127, BioTracker 640 Red C2(FM4-64) Synaptic Dye may be suitable.
17783
Calcein-AM
suitable for fluorescence, BioReagent, ≥90% (HPLC)
Synonym(s):
Calcein acetoxymethyl ester, Calcein O,O′-diacetate tetrakis(acetoxymethyl) ester
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About This Item
Empirical Formula (Hill Notation):
C46H46N2O23
CAS Number:
Molecular Weight:
994.86
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12171500
MDL number:
Pricing and availability is not currently available.
product line
BioReagent
Quality Level
assay
≥90% (HPLC)
form
solid
mol wt
994.86 g/mol
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
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.[1][2]
Application
Calcein-AM has been used in flow cytometry.[3]
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.
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This Item | |||
|---|---|---|---|
| suitability suitable for fluorescence | suitability - | suitability - | suitability - |
| fluorescence λex 496 nm; λem 516 nm in 0.1 M Tris pH 8.0, esterase; Ca2+ | fluorescence λex 496 nm; λem 516 nm±5 nm in 0.1 M Tris pH 8.0, esterase; Ca2+ | fluorescence λex 494 nm, λem 517 nm | fluorescence - |
| form solid | form - | form solid | form solution |
| assay ≥90% (HPLC) | assay ≥90.0% (HPLC) | assay ≥90% (HPLC) | assay ≥90% (HPLC) |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| storage temp. −20°C | storage temp. −20°C | storage temp. −20°C | storage temp. −20°C |
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 480835-10G | 04061837013041 |
| 17783-1MG | 04061835183890 |
| 17783-5MG | 04061838753465 |
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Recommend fluorescent dyes for live bacterial cell sorting, especially those validated that the dye enters in bacteria and are not transferred to daughter cells.
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What live cell dye (DNA non-binding) is recommended for staining live cells while ensuring that the cells remain viable after staining, particularly for bacterial cells? Would using DSMO be suitable, or is there an alternative stain recommendation?
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Calcein AM may not be soluble in water. DMSO can be used as the solvent and there is no mention of solubility in water or alcohol. The free acid is soluble in water and ethanol. However, only DMSO is listed for the solubility of Calcein AM. Concerns about DMSO affecting bacteria viability may lead to a switch from the hexa ester to the free acid form. Maintaining a 1:500 dilution of DMSO in the staining solution is advisable to avoid potential viability issues.
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What are the spectral properties of Calcein-AM, Product 17783?
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The emission maximum for Calcein-AM is 516 nm, with excitation at 496 nm in 0.1M Tris pH 8.0 (following hydrolysis by esterase enzyme, bound to Ca(2+)).
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What is the Department of Transportation shipping information for this product?
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Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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What is the solubility of Calcein-AM, Product 17783?
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Sigma tests the solubility of Product No. 17783 at a concentration of 10 mg/mL in dimethyl sulfoxide (DMSO).
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How is Calcein-AM, Product 17783, typically used?
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Calcein-AM is a cell-permeant and non-fluorescent compound that is widely used for determining cell viability. In live cells the non-fluorescent calcein-AM is hydrolyzed by intracellular esterases into the strongly green fluorescent anion calcein. The fluorescent calcein is well-retained in the cytoplasm in live cells.
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What is the appearance of Calcein-AM, Product No. 17783?
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Product No. 17783 can be a film, oil, paste or solid.
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Do the Scienceware® brand polypropylene products contain any leachable material?
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Although Bel-Art does not specifically test their Scienceware® brand polypropylene products, they have no evidence of any problems with leachable material in the polypropylene.
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