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17783

Sigma-Aldrich

Calcéine AM

suitable for fluorescence, BioReagent, ≥90% (HPLC)

Synonyme(s) :

Acétoxyméthylester de calcéine, O,O′-Diacétate tétrakis(acétoxyméthyl) de calcéine, ester

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1 MG
654.00 CHF
5 MG
1 880.00 CHF

654.00 CHF


Date d'expédition estimée le02 avril 2025


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Changer de vue
1 MG
654.00 CHF
5 MG
1 880.00 CHF

About This Item

Formule empirique (notation de Hill):
C46H46N2O23
Numéro CAS:
Poids moléculaire :
994.86
Numéro MDL:
Code UNSPSC :
12171500
ID de substance PubChem :
Nomenclature NACRES :
NA.32

654.00 CHF


Date d'expédition estimée le02 avril 2025


Devis pour commande en gros

Gamme de produits

BioReagent

Niveau de qualité

Essai

≥90% (HPLC)

Fluorescence

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

Adéquation

suitable for fluorescence

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

XKFSBWQWNMZWFA-UHFFFAOYSA-N

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Description générale

Les liposomes contiennent un colorant fluorescent à extinction automatique, la calcéine. Il s′agit d′un colorant fluorescent présentant des longueurs d′onde d′excitation et d′émission de 495 et 515 nm, respectivement. Il subit une auto-extinction à des concentrations supérieures à 70 mM et est couramment utilisé comme indicateur de fuite des vésicules lipidiques. Le taux de fuite est calculé selon l′augmentation de fluorescence mesurée pendant que la calcéine s′échappe du compartiment liposomique. C′est un indicateur complexométrique utilisé dans le titrage des ions de calcium en présence d′EDTA, ainsi que pour le dosage du calcium par fluorimétrie.[1][2]

Application

Dérivé de calcéine non fluorescent et perméable dans les cellules, devient fluorescent après hydrolyse. Utilisé comme substrat neutre de la protéine de multirésistance aux médicaments MRP ; utilisé dans la recherche sur le cancer.
La calcéine AM a été utilisée dans la cytométrie en flux.[3]

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Consulter la Bibliothèque de documents

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
Bao-Ling Du et al.
Journal of biomedical materials research. Part A, 103(4), 1533-1545 (2014-07-22)
Biological materials combined with genetically-modified neural stem cells (NSCs) are candidate therapy targeting spinal cord injury (SCI). Based on our previous studies, here we performed gelatin sponge (GS) scaffold seeded with neurotrophin-3 (NT-3) and its receptor TrkC gene modifying NSCs
Johan van der Stok et al.
Tissue engineering. Part A, 21(9-10), 1495-1506 (2015-01-30)
A promising bone graft substitute is porous titanium. Porous titanium, produced by selective laser melting (SLM), can be made as a completely open porous and load-bearing scaffold that facilitates bone regeneration through osteoconduction. In this study, the bone regenerative capacity

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Questions

1–8 of 8 Questions  
  1. Recommend fluorescent dyes for live bacterial cell sorting, especially those validated that the dye enters in bacteria and are not transferred to daughter cells.

    1 answer
    1. 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.

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  2. 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?

    1 answer
    1. 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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  3. What are the spectral properties of Calcein-AM, Product 17783?

    1 answer
    1. 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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  4. What is the solubility of Calcein-AM, Product 17783?

    1 answer
    1. Sigma tests the solubility of Product No. 17783 at a concentration of 10 mg/mL in dimethyl sulfoxide (DMSO).

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  5. What is the Department of Transportation shipping information for this product?

    1 answer
    1. 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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  6. How is Calcein-AM, Product 17783, typically used?

    1 answer
    1. 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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  7. What is the appearance of Calcein-AM, Product No. 17783?

    1 answer
    1. Product No. 17783 can be a film, oil, paste or solid.

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  8. Do the Scienceware® brand polypropylene products contain any leachable material?

    1 answer
    1. 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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