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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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C C Chin et al.
Analytical biochemistry, 214(1), 128-134 (1993-10-01)
The use of the reagent tributyl phosphine (Bu3P) to reduce disulfides (Ruegg, U.T., and Rudinger, J., Methods Enzymol. 47, 111-116, 1977) and of 4-(aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole (ABD-F) to block free sulphydryl groups (Toyo'oka, T., and Imai, K. Anal. Chem. 56, 2461-2464, 1984)
Y Luo et al.
The Journal of biological chemistry, 274(25), 17733-17741 (1999-06-11)
Serpins form enzymatically inactive covalent complexes (designated E*I*) with their target proteinases, corresponding most likely to the acyl enzyme that resembles the normal intermediate in substrate turnover. Formation of E*I* involves large changes in the conformation of the reactive center
Chie Moritani et al.
Biological & pharmaceutical bulletin, 40(7), 984-991 (2017-04-07)
Glutathione (GSH) is an ubiquitous thiol-containing tripeptide, which plays important roles in cellular protection from oxidative stress. In our search for a dietary source that can increase GSH levels, we discovered that a 24 h treatment of HepG2 cells with rice
T Hiratsuka
The Journal of biological chemistry, 268(33), 24742-24750 (1993-11-25)
4-Fluoro-7-sulfamoylbenzofurazan (ABDF) has a rather small fluorophore that is linked directly to the sulfur atom of thiols without a flexible alkyl chain (Imai, K., and Toyo'oka, T. (1987) Methods Enzymol. 143, 67-75). In the present study I examined the fluorescent
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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