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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/REAXYS Number:
5035147
MDL number:
MFCD00036687
UNSPSC Code:
12352200
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Sigma-Aldrich

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S Maruta et al.
Journal of biochemistry, 128(4), 687-694 (2000-09-30)
In the presence of excess amounts of fluorine, a physiological divalent cation, magnesium (Mg(2+)), forms a novel phosphate analogue, magnesium fluoride (MgFn). Park et al. [Biochim. Biophys. Acta 1430, 127-140 (1999)] previously demonstrated that MgADP. MgFn forms a complex with
James E Noble et al.
Analytical chemistry, 75(9), 2042-2047 (2003-05-02)
A homogeneous microplate assay for the serine/threonine protein phosphatases PP1 and PP2A, employing fluorescent-labeled phosphopeptides, has been developed. Phosphopeptides derived from a phosphoacceptor site in myelin basic protein were designed with a cysteine adjacent to the phosphoresidue, allowing site-selective labeling
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
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)
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
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