An increasingly important consideration when planning the synthesis of biological active organic molecules is the introduction of chirality. One method to achieve this is to use a chiral catalyst, such as an enzyme, which are highly enantiose/ective and specific, a feature that facilitates the preparation of target chirat pharmacologically active compounds. An additional property that makes these biocatalysts attractive to the organic chemist, is that their properties, such as enantioselectivity, prochiral selectivity and specificity are controlled by organic solvents (when used as the reaction medium). Olso, enzymes are inexpensive, they can be """"""""recycled"""""""" and are non toxic. Unfortunately there are some drawbacks that limit their applications and potential. The root of the problem is that the mechanism of enzymatic catalysis in non-aqueous media is still not well understood, and consequently a trial and error approach is usually needed to find the best medium, enzymes and conditions. The goal of this study is to elucidate the mechanism by which organic solvents influence enzymatic stereoselectivity, activity and stability, and thereby enable the rational design of stereoselective systems using the physicochemical properties of the substrate and solvents, together with the enzyme structure. We propose to use a combination of experimental and theoretical methods (enzyme kinetics, sophisticated molecular-modeling and NMR methods) to understand the role of the medium in shaping a biocatalyst structure, activity and stereoselectivity.
Gawronski, Katerina A B; Kim, Junhyong (2017) Single cell transcriptomics of noncoding RNAs and their cell-specificity. Wiley Interdiscip Rev RNA 8: |
Falk, Samantha J; Lee, Jaehyoun; Sekulic, Nikolina et al. (2016) CENP-C directs a structural transition of CENP-A nucleosomes mainly through sliding of DNA gyres. Nat Struct Mol Biol 23:204-208 |
Falk, Samantha J; Guo, Lucie Y; Sekulic, Nikolina et al. (2015) Chromosomes. CENP-C reshapes and stabilizes CENP-A nucleosomes at the centromere. Science 348:699-703 |
Sanchez-Cruz, Pedro; Santos, Areli; Diaz, Stephany et al. (2014) Metal-independent reduction of hydrogen peroxide by semiquinones. Chem Res Toxicol 27:1380-6 |
Piñero-Santiago, Luis E; García, Carmelo; Lhiaubet-Vallet, Virginie et al. (2013) Photooxidation mechanism of levomepromazine in different solvents. Photochem Photobiol 89:1479-89 |
Bryant, Jessica M; Meyer-Ficca, Mirella L; Dang, Vanessa M et al. (2013) Separation of spermatogenic cell types using STA-PUT velocity sedimentation. J Vis Exp : |
Castillo, Betzaida; Bromberg, Lev; López, Xaira et al. (2012) Intracellular Delivery of siRNA by Polycationic Superparamagnetic Nanoparticles. J Drug Deliv 2012:218940 |
Sanchez-Cruz, Pedro; Dejesus-Andino, Francisco; Alegria, Antonio E (2012) Roles of hydrophilicities and hydrophobicities of dye and sacrificial electron donor on the photochemical pathway. J Photochem Photobiol A Chem 236:54-60 |
Stepanenko, Viatcheslav; de Jesús, Melvin; Garcia, Carmelo et al. (2012) Synthesis and stability of new spiroaminoborate esters. Tetrahedron Lett 53:910-913 |
Bansal, Vibha; Delgado, Yamixa; Legault, Marc et al. (2012) Low operational stability of enzymes in dry organic solvents: changes in the active site might affect catalysis. Molecules 17:1870-82 |
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