4-(Fluorosulfonyl)benzoic acid

Name: 4-(Fluorosulfonyl)benzoic acid
Brand: ALDRICH
Price: 276 USD
Availability: InStock

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

Key Documents

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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

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Chemical Biology

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This Item	ALD00038	136387	392383
Sigma-Aldrich 224189 4-(Fluorosulfonyl)benzoic acid	Sigma-Aldrich ALD00038 3-(Fluorosulfonyl)benzoic acid	Sigma-Aldrich 136387 4-(Fluorosulfonyl)benzoyl chloride	Sigma-Aldrich 392383 4-Bromo-2-fluorobenzoic acid
assay 95%	assay 95% (HPLC)	assay 90%	assay 97%
reaction suitability reaction type: click chemistry	reaction suitability reaction type: click chemistry	reaction suitability reaction type: click chemistry	reaction suitability -
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
form solid	form solid	form -	form -
mp 272-273 °C (lit.)	mp 147-153 °C	mp 46-48 °C (lit.)	mp 211-215 °C (lit.)
functional group carboxylic acid	functional group -	functional group acyl chloride	functional group bromo, carboxylic acid, fluoro

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[1].

Application

4-(Fluorosulfonyl)benzoic acid was used as an affinity label of dimeric pig lung pi class glutathione S-transferase[2].

pictograms

GHS05

signalword

Danger

hcodes

H314

pcodes

P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Anti-sulfonylbenzoate antibodies as a tool for the detection of nucleotide-binding proteins for functional proteomics.

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

Tyrosine 8 contributes to catalysis but is not required for activity of rat liver glutathione S-transferase, 1-1.

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

Affinity labeling of pig lung glutathione S-transferase pi by 4-(fluorosulfonyl)benzoic acid.

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

Affinity labeling of glutathione S-transferase, isozyme 4-4, by 4-(fluorosulfonyl)benzoic acid reveals Tyr115 to be an important determinant of xenobiotic substrate specificity.

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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