CHEBI:132203 - 6-carboxyfluorescein succinimidyl ester

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ChEBI Name 6-carboxyfluorescein succinimidyl ester
ChEBI ID CHEBI:132203
Definition An N-hydroxysuccinimide ester derived from 6-carboxyfluorescein. A fluorescent cell staining dye, it is cell permeable and covalently couples, via its succinimidyl group, to intracellular molecules, notably to intracellular lysine residues.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C25H15NO9
Net Charge 0
Average Mass 473.389
Monoisotopic Mass 473.07468
InChI InChI=1S/C25H15NO9/c27-13-2-5-16-19(10-13)33-20-11-14(28)3-6-17(20)25(16)18-9-12(1-4-15(18)24(32)34-25)23(31)35-26-21(29)7-8-22(26)30/h1-6,9-11,27-28H,7-8H2
InChIKey VDABVNMGKGUPEY-UHFFFAOYSA-N
SMILES C12=CC(=CC=C2C3(C=4C=CC(=CC4O1)O)C=5C=C(C=CC5C(O3)=O)C(ON6C(CCC6=O)=O)=O)O
Roles Classification
Application(s): fluorochrome
A fluorescent dye used to stain biological specimens.
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ChEBI Ontology
Outgoing 6-carboxyfluorescein succinimidyl ester (CHEBI:132203) has functional parent fluorescein (lactone form) (CHEBI:31624)
6-carboxyfluorescein succinimidyl ester (CHEBI:132203) has role fluorochrome (CHEBI:51217)
6-carboxyfluorescein succinimidyl ester (CHEBI:132203) is a N-hydroxysuccinimide ester (CHEBI:53165)
IUPAC Name
1-[(3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carbonyl)oxy]pyrrolidine-2,5-dione
Synonyms Sources
1-[[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-yl)carbonyl]oxy]-2,5-pyrrolidinedione ChEBI
carboxyfluorescein N-hydroxysuccinimide ester ChEBI
carboxyfluorescein succinimidyl ester ChEBI
CFSE ChEBI
OSu-FAM ChEBI
Manual Xref Database
Carboxyfluorescein_succinimidyl_ester Wikipedia
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Registry Number Type Source
8024096 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10571670 PubMed citation Europe PMC
2212694 PubMed citation Europe PMC
8691143 PubMed citation Europe PMC
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Last Modified
15 June 2016