F3639
4-Fluoro-7-sulfamoylbenzofurazan
Synonym(s):
4-(Aminosulfonyl)-7-fluorobenzofurazane, 7-Fluoro-2,1,3-benzoxadiazole-4-sulfonamide, 7-Fluorobenzofurazan-4-sulfonamide, ABD-F
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About This Item
Empirical Formula (Hill Notation):
C6H4FN3O3S
CAS Number:
Molecular Weight:
217.18
Beilstein:
5035147
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.32
Recommended Products
storage temp.
−20°C
SMILES string
NS(=O)(=O)c1ccc(F)c2nonc12
InChI
1S/C6H4FN3O3S/c7-3-1-2-4(14(8,11)12)6-5(3)9-13-10-6/h1-2H,(H2,8,11,12)
InChI key
XROXHZMRDABMHS-UHFFFAOYSA-N
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General description
4-Fluoro-7-sulfamoylbenzofurazan is a fluorescent reagent, which directly links to the sulfur atom of thiols without a flexible alkyl chain. It is used to detect low molecular thiols using high performance liquid chromatography.
Application
Reagent for fluorimetric assay of thiols.
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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Stig K Hansen et al.
Biochemistry, 44(21), 7704-7712 (2005-05-25)
The fluorogenic reagent 4-(aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole (ABDF) attenuates the functional activity of the protein tyrosine phosphatase PTP1B by reacting selectively with a single cysteine residue, leaving other cysteines in the protein unmodified. This modification reduces Vmax without substantially affecting substrate binding (Km)
I J Kim et al.
Journal of chromatography. A, 877(1-2), 217-223 (2000-06-14)
Homocysteine was derivatized with 4-aminosulfonyl-7-fluoro-2,1,3-benzoxadiazole (ABD-F) to form an inclusion complex with cyclodextrin and to facilitate UV detection. ABD-homocysteine showed interaction with beta- and gamma-cyclodextrin in capillary electrophoresis at pH 2.25 as indicated by the decreased migration time. However, chiral
J Nishihira et al.
Biochemical and biophysical research communications, 188(1), 424-432 (1992-10-15)
Glutathione S-transferase P (GST-P) lost the enzymatic activity by 7-fluoro-4-sulfamoyl-2, 1, 3-benzodiazole (ABD-F), a thiol-group chemical modifier, but did not by methylmethanethiol-sulfonate. Both ABD-F and methylmethanethiolsulfonate reacted with Cys47 and Cys101. These two cysteine residues were site-directedly mutated with serine
Mayumi Masuda et al.
Analytical chemistry, 76(3), 728-735 (2004-01-31)
The fluorogenic derivatization reagents with a positive charge, 4-(dimethylaminoethylaminosulfonyl)-7-chloro-2,1,3-benzoxadiazole (DAABD-Cl) and 7-chloro-2,1,3-benzoxadiazole-4-sulfonylaminoethyltrimethylammonium chloride (TAABD-Cl), are proposed for use in proteomics studies. Following derivatization of protein mixtures with these reagents, a series of standard processes of isolation, digestion, and identification of
S H Kang et al.
Journal of pharmaceutical and biomedical analysis, 15(9-10), 1435-1441 (1997-06-01)
A new capillary electrophoresis (CE) assay for thiols in human plasma, including homocysteine, which is an indicator of several clinical states has been developed. The thiols were derivatized quantitatively at 50 degrees C, pH 8.0 with a fluorogenic reagent, ADB-F
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