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224189

Sigma-Aldrich

4-(Fluorosulfonyl)benzoic acid

95%

Synonym(s):

4-Carboxybenzenesulfonyl fluoride, p-(Fluorosulfonyl)benzoic acid

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About This Item

Linear Formula:
FSO2C6H4CO2H
CAS Number:
455-26-5
Molecular Weight:
204.18
EC Number:
207-243-3
MDL number:
MFCD00007420
UNSPSC Code:
12352100
PubChem Substance ID:
24853421
NACRES:
NA.22

Quality Level

100

Assay

95%

form

solid

reaction suitability

reaction type: click chemistry

mp

272-273 °C (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)c1ccc(cc1)S(F)(=O)=O

InChI

1S/C7H5FO4S/c8-13(11,12)6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)

InChI key

DJUJJHDCOUPERR-UHFFFAOYSA-N

Related Categories

General description

4-(Fluorosulfonyl)benzoic acid is a a xenobiotic substrate analogue which on incubation with 4-4 isozyme of rat liver glutathione S-transferase results in a time-dependent inactivation of the enzyme.

Application

4-(Fluorosulfonyl)benzoic acid was used as an affinity label of dimeric pig lung pi class glutathione S-transferase.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ0054
MKCF8227
MKBC0273V
MKBC0273
U14200

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Lisa L Moore et al.
Journal of proteome research, 3(6), 1184-1190 (2004-12-15)
Proteins that bind ATP and GTP are important cellular components. We developed an immunological approach to selectively tag nucleotide-binding proteins based on the use of 5'-[4-(fluorosulfonyl)benzoyl]adenosine and 5'-[4-(fluorosulfonyl)benzoyl]guanosine affinity tags and an antibody against 4-(sulfonyl)benzoate. Detection follows affinity labeling, gel
J Wang et al.
Protein science : a publication of the Protein Society, 5(6), 1032-1042 (1996-06-01)
Reaction of rat liver glutathione S-transferase, isozyme 1-1, with 4-(fluorosulfonyl)benzoic acid (4-FSB), a xenobiotic substrate analogue, results in a time-dependent inactivation of the enzyme to a final value of 35% of its original activity when assayed at pH 6.5 with
N E Pettigrew et al.
Archives of biochemistry and biophysics, 364(1), 107-114 (1999-03-24)
The compound 4-(fluorosulfonyl)benzoic acid (4-FSB) functions as an affinity label of the dimeric pig lung pi class glutathione S-transferase yielding a completely inactive enzyme. Protection against inactivation is provided by glutathione-based ligands, suggesting that the reaction target is near or
J J Barycki et al.
Biochemistry, 32(48), 13002-13011 (1993-12-07)
Incubation of 4-(fluorosulfonyl)benzoic acid (4-FSB), a xenobiotic substrate analogue, with the 4-4 isozyme of rat liver glutathione S-transferase at pH 7.5 and 25 degrees C results in a time-dependent inactivation of the enzyme. The rate of inactivation exhibits a nonlinear

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