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Phenylboronic-acid

Transition state analogue

General

Type : Transition state analogue, Boron compound

Chemical_Nomenclature : phenylboronic acid

Canonical SMILES : B(C1=CC=CC=C1)(O)O

InChI : InChI=1S\/C6H7BO2\/c8-7(9)6-4-2-1-3-5-6\/h1-5,8-9H

InChIKey : HXITXNWTGFUOAU-UHFFFAOYSA-N

Other name(s) : Phenylboronic acid  ||  Benzeneboronic acid  ||  Boronic acid, phenyl-  ||  Dihydroxyphenylborane  ||  Phenylboric acid

MW : 121.92

Formula : C6H7BO2

CAS_number : 98-80-6

PubChem : 66827

UniChem : HXITXNWTGFUOAU-UHFFFAOYSA-N

Target

Families : Phenylboronic-acid ligand of proteins in family
Cocaine_esterase Peptidase_S15

Structure :
1JU3

Protein :
rhosm-cocE

References (4)

Title : Crystal structure of a bacterial cocaine esterase -
Author(s) : Larsen NA , Turner JM , Stevens J , Rosser SJ , Basran A , Lerner RA , Bruce NC , Wilson IA
Ref : Nat Struct Biol , 9 :17 , 2002
PubMedID: 11742345
Gene_locus related to this paper: rhosm-cocE

Title : Phenylboronic acid--a potent inhibitor of lipase from Oryza sativa - Raghavendra_2002_J.Agric.Food.Chem_50_6037
Author(s) : Raghavendra MP , Prakash V
Ref : Journal of Agricultural and Food Chemistry , 50 :6037 , 2002
Abstract :
PubMedSearch : Raghavendra_2002_J.Agric.Food.Chem_50_6037
PubMedID: 12358477

Title : Inhibition of human milk bile-salt-dependent lipase by boronic acids. Implication to the bile salts activator effect - Abouakil_1989_Biochim.Biophys.Acta_1004_215
Author(s) : Abouakil N , Lombardo D
Ref : Biochimica & Biophysica Acta , 1004 :215 , 1989
Abstract :
PubMedSearch : Abouakil_1989_Biochim.Biophys.Acta_1004_215
PubMedID: 2752019

Title : Mechanism of action of cutinase: chemical modification of the catalytic triad characteristic for serine hydrolases - Koller_1982_Biochemistry_21_3083
Author(s) : Koller W , Kolattukudy PE
Ref : Biochemistry , 21 :3083 , 1982
Abstract :
PubMedSearch : Koller_1982_Biochemistry_21_3083
PubMedID: 6809046