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17783

Calcein-AM

Name: Calcein-AM
Brand: SIGMA

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:

148504-34-1

Molecular Weight:

994.86

NACRES:

NA.32

PubChem Substance ID:

57647670

UNSPSC Code:

12171500

MDL number:

MFCD05861516

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product line

BioReagent

Quality Level

100

assay

≥90% (HPLC)

form

solid

mol wt

994.86 g/mol

fluorescence

λ_ex 496 nm; λ_em 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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Clinical & Diagnostics

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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

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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Sendai virus induced leakage of liposomes containing gangliosides.

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

Serum-induced leakage of liposome contents.

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

Parguerenes: Marine red alga bromoditerpenes as inhibitors of P-glycoprotein (ABCB1) in multidrug resistant human cancer cells.

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

Graft of the gelatin sponge scaffold containing genetically-modified neural stem cells promotes cell differentiation, axon regeneration, and functional recovery in rat with spinal cord transection.

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

Osteostatin-coated porous titanium can improve early bone regeneration of cortical bone defects in rats.

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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Global Trade Item Number

SKU	GTIN
480835-10G	04061837013041
17783-1MG	04061835183890
17783-5MG	04061838753465

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