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F3639

Sigma-Aldrich

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:
91366-65-3
Molecular Weight:
217.18
Beilstein:
5035147
MDL number:
MFCD00036687
UNSPSC Code:
12352108
PubChem Substance ID:
24894854
NACRES:
NA.32

storage temp.

−20°C

Quality Level

200

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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 L Lauren et al.
Journal of chromatography. A, 798(1-2), 47-54 (1998-05-02)
The complete removal of the fluorescent cysteine derivative 4-(aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole (ABD-F) from an intact protein has not been demonstrated even after extended treatment with a reducing agent. It has been suggested that this may be due to incomplete denaturation under the
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
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
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)
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