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21888

Sigma-Aldrich

5(6)-Carboxyfluorescein diacetate N-succinimidyl ester

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

Synonym(s):
CFSE
Empirical Formula (Hill Notation):
C29H19NO11
CAS Number:
Molecular Weight:
557.46
MDL number:
PubChem Substance ID:
NACRES:
NA.32

product line

BioReagent

Quality Level

assay

≥90% (HPLC)

form

solid

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

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 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

Certificate of Analysis

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Certificate of Origin

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