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Sigma-Aldrich

5-Carboxy-fluorescein diacetate N-succinimidyl ester

for fluorescence, ≥95.0% (HPLC)

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Synonym(s):
5-Carboxy-di-O-acetylfluorescein N-succinimidyl ester
Empirical Formula (Hill Notation):
C29H19NO11
CAS Number:
Molecular Weight:
557.46
MDL number:
PubChem Substance ID:
NACRES:
NA.32

grade

for fluorescence

Quality Level

assay

≥95.0% (HPLC)

form

powder

solubility

DMF: soluble
DMSO: soluble

fluorescence

λex 492 nm; λem 517 nm

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

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C5041F7378H1759
6-Carboxyfluorescein diacetate ~95% (HPLC)

C5041

6-Carboxyfluorescein diacetate

Fluorescein diacetate used as cell viability stain

F7378

Fluorescein diacetate

fluorescence

λex 492 nm; λem 517 nm

fluorescence

-

fluorescence

-

fluorescence

-

form

powder

form

powder

form

powder

form

powder

solubility

DMF: soluble, DMSO: soluble

solubility

chloroform/ethanol (1:1): 9.80-10.20 mg/mL, clear, colorless to light yellow

solubility

acetone: 25 mg/mL

solubility

DMF: ≤50 mg/mL (Stable for at least one month in dry DMF), DMSO: soluble

assay

≥95.0% (HPLC)

assay

~95% (HPLC)

assay

-

assay

≥98% (HPLC)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

room temp

storage temp.

−20°C

Other Notes

Continuous determination of the intracellular pH in bacteria by fluorometry; labeling human intervertebral disk cells in vitro for fluorescence microscopy

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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Juan Dubrot et al.
The Journal of experimental medicine, 211(6), 1153-1166 (2014-05-21)
Dendritic cells (DCs), and more recently lymph node stromal cells (LNSCs), have been described to tolerize self-reactive CD8(+) T cells in LNs. Although LNSCs express MHCII, it is unknown whether they can also impact CD4(+) T cell functions. We show
H E Gruber et al.
Biotechnic & histochemistry : official publication of the Biological Stain Commission, 75(3), 118-123 (2000-08-19)
We have assessed the utility of an intracellular fluorochrome, 5-(and-6)-carboxyfluorescein diacetate succinimidyl ester (CFSE), as a tracking label for human intervertebral disc cells in vitro. Although 5 microM provides adequate intracellular labeling for whole cell fluorescent microscopic identification of labeled
P Breeuwer et al.
Applied and environmental microbiology, 62(1), 178-183 (1996-01-01)
A novel method based on the intracellular conjugation of the fluorescent probe 5 (and 6-)-carboxyfluorescein succinimidyl ester (cFSE) was developed to determine the intracellular pH of bacteria. cFSE can be taken up by bacteria in the form of its diacetate
Ashraful Haque et al.
The Journal of clinical investigation, 124(6), 2483-2496 (2014-05-03)
Many pathogens, including viruses, bacteria, and protozoan parasites, suppress cellular immune responses through activation of type I IFN signaling. Recent evidence suggests that immune suppression and susceptibility to the malaria parasite, Plasmodium, is mediated by type I IFN; however, it
Jeremy A Goettel et al.
Blood, 125(25), 3886-3895 (2015-04-03)
Mice reconstituted with a human immune system provide a tractable in vivo model to assess human immune cell function. To date, reconstitution of murine strains with human hematopoietic stem cells (HSCs) from patients with monogenic immune disorders have not been

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