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Merck
CN

08951

6-Carboxy-fluorescein diacetate N-succinimidyl ester

≥90.0% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C29H19NO11
CAS Number:
150206-15-8
Molecular Weight:
557.46
NACRES:
NA.32
PubChem Substance ID:
329748646
UNSPSC Code:
12352108
MDL number:
MFCD00269772

Key Documents

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Product Name

6-Carboxy-fluorescein diacetate N-succinimidyl ester, ≥90.0% (HPLC)

InChI

1S/C29H19NO11/c1-14(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/h3-8,11-13H,9-10H2,1-2H3

SMILES string

CC(=O)Oc1ccc2c(Oc3cc(OC(C)=O)ccc3C24OC(=O)c5ccc(cc45)C(=O)ON6C(=O)CCC6=O)c1

InChI key

JGPOSNWWINVNFV-UHFFFAOYSA-N

assay

≥90.0% (HPLC)

solubility

DMF: soluble
DMSO: soluble

fluorescence

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

suitability

suitable for fluorescence

storage temp.

−20°C

Application

The succinimidyl ester group is capable of spontaneously and irreversibly binding to free amines. Utilized in flow cytometry experiments for tracking cell division in both mammalian cells and bacteria. Used in combination with several cell permeabilizers as an effective, nondestructive fluorescencent stain to quickly detect bacterial cells.

Other Notes

Reagent for continuously determining the intracellular pH in bacteria by fluorometry; labeling human intervertebral disk cells in vitro for fluorescence microscopy

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC6191
434991/1

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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

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