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08951

Sigma-Aldrich

6-Carboxy-fluorescein diacetate N-succinimidyl ester

for fluorescence, ≥90.0% (HPLC)

Synonym(s):
6-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

Quality Level

grade

for fluorescence

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)

storage temp.

−20°C

SMILES string

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

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

InChI key

JGPOSNWWINVNFV-UHFFFAOYSA-N

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 Code

13 - Non 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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