Benzylsulfonic-acid
Sulfonylation elimination product after reaction of PMSF in the active site of inhibited enzyme. Often the compound found by crystallography. PMSF inactivates cholinesterases, esterases, lipases, IRC-50 arvin, subtilisin, the fatty acid synthetase complex and many other serine hydrolases unrelated to alpha/beta hydrolases (bacterial esterase family VIII). Do not inhibit PlaB
General
Type : Sulfur Compound, Sulfonyl
Chemical_Nomenclature : phenylmethanesulfonic acid
Canonical SMILES : C1=CC=C(C=C1)CS(=O)(=O)O
InChI : InChI=1S\/C7H8O3S\/c8-11(9,10)6-7-4-2-1-3-5-7\/h1-5H,6H2,(H,8,9,10)
InChIKey : NIXKBAZVOQAHGC-UHFFFAOYSA-N
Other name(s) : Benzylsulfonic acid || Phenylmethanesulfonic acid || Benzenemethanesulfonic acid || Toluene-alpha-sulphonic acid || alpha-Toluenesulfonic acid || RefChem:119004 || SCHEMBL1749 || SCHEMBL57239 || SCHEMBL127384 || SCHEMBL332246 || SCHEMBL4343171 || SCHEMBL7516044 || SCHEMBL8910537 || SCHEMBL9002829 || CHEMBL1171433 || SCHEMBL10433744 || DB03297
MW : 172.20
Formula : C7H8O3S
CAS_number : 100-87-8
PubChem : 7532
UniChem : NIXKBAZVOQAHGC-UHFFFAOYSA-N
Target
References (8)
| Title : Structural and biochemical insights into PsEst3, a new GHSR-type esterase obtained from Paenibacillus sp. R4 - Son_2023_IUCrJ_10_220 |
| Author(s) : Son J , Choi W , Kim H , Kim M , Lee JH , Shin SC , Kim HW |
| Ref : IUCrJ , 10 :220 , 2023 |
| Abstract : |
| PubMedSearch : Son_2023_IUCrJ_10_220 |
| PubMedID: 36862488 |
| Gene_locus related to this paper: 9mico-PsEst3 |
| Title : Lysophospholipases cooperate to mediate lipid homeostasis and lysophospholipid signaling - Wepy_2019_J.Lipid.Res_60_360 |
| Author(s) : Wepy JA , Galligan JJ , Kingsley PJ , Xu S , Goodman MC , Tallman KA , Rouzer CA , Marnett LJ |
| Ref : J Lipid Res , 60 :360 , 2019 |
| Abstract : |
| PubMedSearch : Wepy_2019_J.Lipid.Res_60_360 |
| PubMedID: 30482805 |
| Gene_locus related to this paper: human-LYPLA2 |
| Title : Crystal structure of EstSRT1, a family VIII carboxylesterase displaying hydrolytic activity toward oxyimino cephalosporins - Cha_2016_Biochem.Biophys.Res.Commun_478_818 |
| Author(s) : Cha SS , An YJ |
| Ref : Biochemical & Biophysical Research Communications , 478 :818 , 2016 |
| Abstract : |
| PubMedSearch : Cha_2016_Biochem.Biophys.Res.Commun_478_818 |
| PubMedID: 27501751 |
| Title : Interdomain hydrophobic interactions modulate the thermostability of microbial esterases from the hormone-sensitive lipase family - Li_2015_J.Biol.Chem_290_11188 |
| Author(s) : Li PY , Chen XL , Ji P , Li CY , Wang P , Zhang Y , Xie BB , Qin QL , Su HN , Zhou BC , Zhang YZ , Zhang XY |
| Ref : Journal of Biological Chemistry , 290 :11188 , 2015 |
| Abstract : |
| PubMedSearch : Li_2015_J.Biol.Chem_290_11188 |
| PubMedID: 25771540 |
| Gene_locus related to this paper: 9bact-E40 |
| Title : Structures of D14 and D14L in the strigolactone and karrikin signaling pathways - Kagiyama_2013_Genes.Cells_18_147 |
| Author(s) : Kagiyama M , Hirano Y , Mori T , Kim SY , Kyozuka J , Seto Y , Yamaguchi S , Hakoshima T |
| Ref : Genes Cells , 18 :147 , 2013 |
| Abstract : |
| PubMedSearch : Kagiyama_2013_Genes.Cells_18_147 |
| PubMedID: 23301669 |
| Gene_locus related to this paper: arath-KAI2.D14L , orysj-Q10QA5 |
| Title : The crystal structure of an HSL-homolog EstE5 complex with PMSF reveals a unique configuration that inhibits the nucleophile Ser144 in catalytic triads - Nam_2009_Biochem.Biophys.Res.Commun_389_247 |
| Author(s) : Nam KH , Kim SJ , Priyadarshi A , Kim HS , Hwang KY |
| Ref : Biochemical & Biophysical Research Communications , 389 :247 , 2009 |
| Abstract : |
| PubMedSearch : Nam_2009_Biochem.Biophys.Res.Commun_389_247 |
| PubMedID: 19715665 |
| Gene_locus related to this paper: 9bact-Q0GMU2 |
| Title : Crystal structures of RsbQ, a stress-response regulator in Bacillus subtilis - Kaneko_2005_Protein.Sci_14_558 |
| Author(s) : Kaneko T , Tanaka N , Kumasaka T |
| Ref : Protein Science , 14 :558 , 2005 |
| Abstract : |
| PubMedSearch : Kaneko_2005_Protein.Sci_14_558 |
| PubMedID: 15632289 |
| Gene_locus related to this paper: bacsu-RsbQ |
| Title : Crystal structure of carboxylesterase from Pseudomonas fluorescens, an alpha\/beta hydrolase with broad substrate specificity - Kim_1997_Structure_5_1571 |
| Author(s) : Kim KK , Song HK , Shin DH , Hwang KY , Choe S , Yoo OJ , Suh SW |
| Ref : Structure , 5 :1571 , 1997 |
| Abstract : |
| PubMedSearch : Kim_1997_Structure_5_1571 |
| PubMedID: 9438866 |
| Gene_locus related to this paper: psefl-cxest |