Epimerization and desaturation by carbapenem synthase (CarC). A hybrid DFT study

Journal of Computational Chemistry
Tomasz BorowskiPer E M Siegbahn

Abstract

The mechanism of the unusual epimerization and desaturation reactions catalyzed by carbapenem synthase was investigated using the hybrid density functional method B3LYP. Several different models have been used in the calculations to study five component reactions. Both protonated and deprotonated models for the substrate have been explored so that the effects of hydrogen bonds could be characterized. Besides the iron site, it is proposed that a some tyrosine residue, possibly Tyr67, is involved in the hydrogen abstraction step. The calculated energetics and barrier heights support this hypothesis, and are consistent with the known experimental data concerning CarC and other 2-oxoglutarate dependent dioxygenases.

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Citations

Mar 21, 2012·ACS Chemical Biology·Ryan M PhelanCraig A Townsend
Apr 25, 2013·Journal of the American Chemical Society·Ryan M Phelan, Craig A Townsend
Apr 14, 2007·Journal of Biological Inorganic Chemistry : JBIC : a Publication of the Society of Biological Inorganic Chemistry·Vincent Purpero, Graham R Moran
May 29, 2018·Natural Product Reports·Patrick RabeChristopher T Lohans
Apr 30, 2008·Journal of Computational Chemistry·Karmen Condić-JurkićDavid M Smith
Nov 3, 2009·Chembiochem : a European Journal of Chemical Biology·Mary L RaberCraig A Townsend
Jul 15, 2015·The Journal of Biological Chemistry·Salette Martinez, Robert P Hausinger
Mar 18, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·Anna KluzaTomasz Borowski
Nov 9, 2012·Natural Product Reports·Refaat B HamedChristopher J Schofield
Jan 12, 2017·Journal of Biological Inorganic Chemistry : JBIC : a Publication of the Society of Biological Inorganic Chemistry·Subhasree Kal, Lawrence Que

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