Transition state analysis of acid-catalyzed hydrolysis of an enol ether, enolpyruvylshikimate 3-phosphate (EPSP)

Journal of the American Chemical Society

Volumn 134, Issue 31, 2012, Pages 12947-12957

  Lou, Meiyan ^a   Gilpin, Meghann E ^a   Burger, Steven K ^a   Malik, Ayesha M ^a   Gawuga, Vivian ^a   Popović, Vladimir ^a   Capretta, Alfredo ^a   Berti, Paul J ^a  

^a MCMASTER UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ACID-CATALYZED HYDROLYSIS; BOND ORDERS; CATIONIC CENTER; COUNTERIONS; ENERGETIC BARRIERS; ENOL ETHERS; KINETIC ISOTOPE EFFECTS; METHYLENE CARBONS; NON-ENZYMATIC; PROTONATED; PROTONATING; RATE-LIMITING STEPS; REACTION COORDINATES; REACTION MECHANISM; SYNTHASES; TRANSITION STATE;

CARBON; DEUTERIUM; ETHERS; HYDROLYSIS; MODEL STRUCTURES; ORGANIC COMPOUNDS; PROTON TRANSFER; PROTONATION; REACTION INTERMEDIATES; REACTION KINETICS; THERMODYNAMICS;

IONS;

3 PHOSPHOSHIKIMATE 1 CARBOXYVINYLTRANSFERASE; DEUTERIUM; ENOLPYRUVYLSHIKIMATE 3 PHOSPHATE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; HYDROLYSIS; PROTON TRANSPORT; REACTION ANALYSIS; THERMODYNAMICS;

3-PHOSPHOSHIKIMATE 1-CARBOXYVINYLTRANSFERASE; CARBON RADIOISOTOPES; DEUTERIUM; ETHERS; HYDROLYSIS; KINETICS; OXYGEN ISOTOPES; PHOSPHOENOLPYRUVATE; PROTONS; QUANTUM THEORY; SHIKIMIC ACID;

EID: 84864704945     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja3043382     Document Type: Article

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