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21888

Sigma-Aldrich

5(6)-Carboxyfluorescein diacetate N-succinimidyl ester

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

Synonym(s):

CFSE

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About This Item

Empirical Formula (Hill Notation):
C29H19NO11
CAS Number:
150347-59-4
Molecular Weight:
557.46
MDL number:
MFCD00037466
UNSPSC Code:
12352108
PubChem Substance ID:
57647951
NACRES:
NA.32

Key Documents

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description

suitable as fluorogenic substrate for esterases

Quality Level

200

product line

BioReagent

assay

≥90% (HPLC)

form

solid

mol wt

557.46 g/mol

color

almost white to yellow

mp

152-154 °C (lit.)

solubility

DMF: soluble
DMSO: soluble

fluorescence

λex 492 nm; λem 517 nm in 0.1 M Tris pH 8.0 (esterase)

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

CC(=O)Oc1ccc2c(Oc3cc(OC(C)=O)ccc3C24OC(=O)c5cc(ccc45)C(=O)ON6C(=O)CCC6=O)c1.CC(=O)Oc7ccc8c(Oc9cc(OC(C)=O)ccc9C8%10OC(=O)c%11ccc(cc%10%11)C(=O)ON%12C(=O)CCC%12=O)c7

InChI

1S/2C29H19NO11/c1-14(31)37-17-4-7-21-23(12-17)39-24-13-18(38-15(2)32)5-8-22(24)29(21)20-6-3-16(11-19(20)28(36)40-29)27(35)41-30-25(33)9-10-26(30)34;1-14(31)37-17-4-7-20-23(12-17)39-24-13-18(38-15(2)32)5-8-21(24)29(20)22-11-16(3-6-19(22)28(36)40-29)27(35)41-30-25(33)9-10-26(30)34/h2*3-8,11-13H,9-10H2,1-2H3

InChI key

LZFDYQHOQDFMOA-UHFFFAOYSA-N

Related Categories

General description

5-(and-6)-Carboxyfluorescein diacetate N-succinimidyl ester (CFSE) is a fluorescent dye, which is membrane permeable. It labels cells by covalently binding to intracellular molecules. CFSE is used to track lymphocyte migration and proliferation.

Application

5(6)-Carboxyfluorescein diacetate N-succinimidyl ester (CFSE) is an amine reactive fluorescent probe used to stain cells, especially immune cells, for analysis in applications such as flow cytometry. Forms green fluorescent conjugates on deacetylation.
5-Carboxyfluorescein diacetate N-succinimidyl ester has been used:
  • to label cells for flow cytometry
  • in lymphocyte proliferation assay
  • to determine the intracellular or intra-organellar pH in chloroplasts
  • to label Leishmania amazonensis and Leishmania major

Amine-reactive label for long term tracing of cells. Forms green fluorescent conjugates on deacetylation.

Biochem/physiol Actions

5(6)-Carboxyfluorescein diacetate N-succinimidyl ester is used as an indicator for esterase activity.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK2345
BCCF7480
BCCC4532
BCBW9190
BCBT5235

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Autophagic induction greatly enhances Leishmania major intracellular survival compared to Leishmania amazonensis in CBA/j-infected macrophages
Dias BRS, et al.
Frontiers in Microbiology, 9 (2018)
Lymphoproliferative responses to dendritic cell presentation of sensitizing allergens in atopic children with multiple allergies
Scott-Taylor TH, et al.
Annals of Allergy, Asthma & Immunology, 119(3), 274-283 (2017)
M Bronner-Fraser
The Journal of cell biology, 101(2), 610-617 (1985-08-01)
The possible role of a 140-kD cell surface complex in neural crest adhesion and migration was examined using a monoclonal antibody JG22, first described by Greve and Gottlieb (1982, J. Cell. Biochem. 18:221-229). The addition of JG22 to neural crest
A Reliable and Non-destructive Method for Monitoring the Stromal pH in Isolated Chloroplasts Using a Fluorescent pH Probe
Su PH and Lai YH
Frontiers in Plant Science, 8, 2079-2079 (2017)
WNT5A transforms intestinal CD8αα+ IELs into an unconventional phenotype with pro-inflammatory features
Zhao D, et al.
BMC Gastroenterology, 15(1), 173-173 (2015)
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