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87444

Sigma-Aldrich

5-Carboxy-fluorescein diacetate N-succinimidyl ester

for fluorescence, ≥95.0% (HPLC)

Synonym(s):

5-Carboxy-di-O-acetylfluorescein N-succinimidyl ester

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About This Item

Empirical Formula (Hill Notation):
C29H19NO11
CAS Number:
150206-05-6
Molecular Weight:
557.46
MDL number:
MFCD00037466
UNSPSC Code:
12352108
PubChem Substance ID:
57653248
NACRES:
NA.32

grade

for fluorescence

Quality Level

100

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

Other Notes

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL9002
BCCH7934
BCCJ7672
BCCD0002
BCCB9167

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

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    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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  5. Can product 87444, 5-Carboxy-fluorescein diacetate N-succinimidyl ester, be used in flow cytometry?

    Yes, product 87444, 5-Carboxy-fluorescein diacetate N-succinimidyl ester, can be used in flow cytometry. The optimal concentration range for cell labeling is 2.5 uM to10 M. The concentration of the cell line will have to be optimized.

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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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