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92557-81-8 molecular structure
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2,5-dioxopyrrolidin-1-yl 3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylate

ChemBase ID: 126420
Molecular Formular: C25H15NO9
Molecular Mass: 473.3879
Monoisotopic Mass: 473.07468107
SMILES and InChIs

SMILES:
O=C1c2c(cc(C(=O)ON3C(=O)CCC3=O)cc2)C2(O1)c1c(cc(O)cc1)Oc1cc(O)ccc21
Canonical SMILES:
Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3cc(cc2)C(=O)ON2C(=O)CCC2=O)ccc(c1)O
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

Cite this record

CBID:126420 http://www.chembase.cn/molecule-126420.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2,5-dioxopyrrolidin-1-yl 3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylate
IUPAC Traditional name
2,5-dioxopyrrolidin-1-yl 3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-6-carboxylate
Synonyms
6-Carboxyfluorescein-NHS
6-Carboxyfluorescein-N-succinimidyl Ester
1-[[3’,6’-Dihydroxy-3-oxospiro[isobenzofuran-1(3H),9’-[9H]xanthen]-6-yl]carbonyl]oxy]-2,5-pyrrolidinedione
Fluorescein-6-carboxylic Acid N-Succinimidyl Ester
3',6'-Dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic Acid 2,5-Dioxo-1-pyrrolidinyl Ester
6-Carboxyfluorescein-N-hydroxysuccinimide Ester
CFSE
Carboxyfluorescein N-succinimidyl ester
Carboxyfluorescein succinimidyl ester
6-Carboxyfluorescein N-succinimidyl ester
6-FAM, SE
6-Carboxyfluorescein N-hydroxysuccinimide ester
CAS Number
92557-81-8
MDL Number
MFCD00077323
Beilstein Number
8024096
PubChem SID
162220754
24892568
PubChem CID
2762614
Wikipedia Title
Carboxyfluorescein_succinimidyl_ester

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.719013  H Acceptors
H Donor LogD (pH = 5.5) 3.1072505 
LogD (pH = 7.4) 3.087054  Log P 3.107511 
Molar Refractivity 119.0301 cm3 Polarizability 45.04112 Å3
Polar Surface Area 139.67 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Fluorescence
λex 492 nm; λem 517 nm (pH 8.0) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Certificate of Analysis
Download expand Show data source
Shipped in
wet ice expand Show data source
Mol. Weight
mol wt 473.39 expand Show data source
Empirical Formula (Hill Notation)
C25H15NO9 expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - C3984 external link
Biochem/physiol Actions
An amine-reactive succinimidyl ester carboxyfluorescein which yields carboxyamides that are more resistant to hydrolysis than fluorescein conjugates prepared with FITC.
Toronto Research Chemicals - C178355 external link
6-Carboxyfluorescein-N-hydroxysuccinimide Ester is a commonly used fluorescent reagent for the labelling of peptides, proteins and nucleotides.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Misra, A. et al.: Anal. Biochem., 369, 248 (2007)
  • • Breeuwer, P. et al.: Appl. Environ. Microbiol., 62, 178 (2007)
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PATENTS

PATENTS

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INTERNET

INTERNET

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