Unexpected tricovalent binding mode of boronic acids within the active site of a penicillin-binding protein

Journal of the American Chemical Society

Volumn 133, Issue 28, 2011, Pages 10839-10848

  Zervosen, Astrid ^a   Herman, Raphael ^a   Kerff, Frédéric ^a   Herman, Alexandre ^a   Bouillez, André ^a   Prati, Fabio ^b   Pratt, R F ^c   Frère, Jean Marie ^a   Joris, Bernard ^a   Luxen, André ^a   Charlier, Paulette ^a   Sauvage, Eric ^a  

^a UNIVERSITY OF LIÈGE   (Belgium)

^b UNIVERSITY OF MODENA AND REGGIO EMILIA   (Italy)

^c WESLEYAN UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVE SITE; AMINE GROUPS; ASYMMETRIC UNIT; BINDING MODES; BIPHASIC KINETICS; BORONATE; BORONIC ACID; CARBONYL OXYGEN; CATALYTIC MECHANISMS; ENZYMATIC REACTION; OXYANION HOLE; PENICILLIN-BINDING PROTEINS; PINACOLS; REACTION SCHEMES; SIDE-CHAINS; TRANSITION STATE;

AMIDES; AMINO ACIDS; BINDING ENERGY; BORON; BORON COMPOUNDS; CRYSTALLOGRAPHY; HYDROGEN; HYDROGEN BONDS; KINETICS; MONOMERS; ORGANIC COMPOUNDS; PROTEINS;

REACTION KINETICS;

2 CHLOROBENZAMIDOMETHYLBORONIC ACID; 2 NITROBENZAMIDOMETHYLBORONIC ACID; 2 PHENYLACETAMIDOMETHYLBORONIC ACID; 2,6 DIMETHOXYBENZAMIDOMETHYLBORONIC ACID; AMINE; BORONIC ACID DERIVATIVE; HYDROGEN; LYSINE; PENICILLIN G; PHENYLACETAMIDOMETHYLBORONIC ACID; SERINE; UNCLASSIFIED DRUG;

ACTINOMADURA; ARTICLE; BINDING SITE; CONTROLLED STUDY; COVALENT BOND; CRYSTALLOGRAPHY; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROGEN BOND; INHIBITION KINETICS; PINACOL REARRANGEMENT;

BORONIC ACIDS; CATALYTIC DOMAIN; CRYSTALLOGRAPHY, X-RAY; KINETICS; MODELS, MOLECULAR; PENICILLIN-BINDING PROTEINS; PROTEASE INHIBITORS; PROTEIN BINDING; SERINE-TYPE D-ALA-D-ALA CARBOXYPEPTIDASE; SOLVENTS;

EID: 79960260060     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja200696y     Document Type: Article

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