Identification of key residues modulating the stereoselectivity of nitrile hydratase toward rac‐mandelonitrile by semi‐rational engineering
Sign Up to like & getrecommendations! Published in 2018 at "Biotechnology and Bioengineering"
DOI: 10.1002/bit.26484
Abstract: Optically pure compounds are important in the synthesis of fine chemicals. Using directed evolution of enzymes to obtain biocatalysts that can selectively produce high‐value chiral chemicals is often time‐, money‐, and resource‐intensive; traditional semi‐rational designs… read more here.
Keywords: semi rational; stereoselectivity; man; nitrile hydratase ... See more keywords
Origin of Regio‐ and Stereoselectivity in the NHC‐catalyzed Reaction of Alkyl Pyridinium with Aliphatic Enal
Sign Up to like & getrecommendations! Published in 2019 at "ChemCatChem"
DOI: 10.1002/cctc.201901965
Abstract: The mechanisms of N‐heterocyclic carbene (NHC)‐catalyzed dearomatization reaction of alkyl pyridinium have been intensively studied using the density functional theory (DFT) method. The chemoselectivity and stereoselectivity were both analyzed based on the established mechanisms. The… read more here.
Keywords: nhc catalyzed; alkyl pyridinium; reaction alkyl; stereoselectivity ... See more keywords
Systemic stereoselectivity study of bromothalonil: stereoselective bioactivity, toxicity, and degradation in vegetables and soil.
Sign Up to like & getrecommendations! Published in 2019 at "Pest management science"
DOI: 10.1002/ps.5711
Abstract: BACKGROUND The chiral pesticide bromothalonil is widely used to control anthracnose disease on fruits and vegetables in China. The pesticidal activity, ecotoxicological effects and environmental behavior of bromothalonil and its enantiomers are still unclear. RESULTS… read more here.
Keywords: degradation; bromothalonil; bromothalonil stereoselective; stereoselectivity ... See more keywords
Characterization of CyrI, the hydroxylase involved in the last step of cylindrospermopsin biosynthesis: Binding studies, site-directed mutagenesis and stereoselectivity.
Sign Up to like & getrecommendations! Published in 2018 at "Archives of biochemistry and biophysics"
DOI: 10.1016/j.abb.2018.04.007
Abstract: Cylindrospermopsin, a cytotoxin from cyanobacteria, is biosynthesized by a complex pathway, which involves CyrI, an iron and 2-oxoglutarate dependent hydroxylase that transforms 7-deoxy-cylindrospermopsin into cylindrospermopsin and its epimer, 7-epi-cylindrospermopsin, in the last step. The activity… read more here.
Keywords: cyri; hydroxylase; cylindrospermopsin; stereoselectivity ... See more keywords
Mechanism, Stereoselectivity, and Role of O2 in Aza-Diels-Alder Reactions Catalyzed by Dinuclear Molybdenum Complexes: A Theoretical Study.
Sign Up to like & getrecommendations! Published in 2022 at "Inorganic chemistry"
DOI: 10.1021/acs.inorgchem.2c00035
Abstract: The aza-Diels-Alder-type reaction between imines and functionalized alkenes is one of the most versatile approaches to obtain piperidine derivatives. When using the Lewis acid [Mo2(OAc)4] (CAT) as a catalyst, it was found that the activation… read more here.
Keywords: aza diels; stereoselectivity; reaction; diels alder ... See more keywords
Investigating Enzyme Active-Site Geometry and Stereoselectivity in an Undergraduate Biochemistry Lab
Sign Up to like & getrecommendations! Published in 2017 at "Journal of Chemical Education"
DOI: 10.1021/acs.jchemed.6b00772
Abstract: The three-dimensional nature of interactions between enzymes and their substrates often leads to exacting spatial binding orientations and stereoselectivity in chemical catalysis. Dehydrogenases that use NAD+ as a redox cofactor tend to show stereospecificity in… read more here.
Keywords: biochemistry; investigating enzyme; stereoselectivity; geometry ... See more keywords
Computation-Aided Engineering of Cytochrome P450 for the Production of Pravastatin
Sign Up to like & getrecommendations! Published in 2022 at "ACS Catalysis"
DOI: 10.1021/acscatal.2c03974
Abstract: CYP105AS1 is a cytochrome P450 from Amycolatopsis orientalis that catalyzes monooxygenation of compactin to 6-epi-pravastatin. For fermentative production of the cholesterol-lowering drug pravastatin, the stereoselectivity of the enzyme needs to be inverted, which has been… read more here.
Keywords: production; cytochrome p450; pravastatin; stereoselectivity ... See more keywords
Influence of the Trans/Cis Conformer Ratio on the Stereoselectivity of Peptidic Catalysts.
Sign Up to like & getrecommendations! Published in 2017 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.7b06194
Abstract: Trans/cis isomerization of Xaa-Pro bonds is key for the structure and function of several enzymes. In recent years, numerous versatile peptidic catalysts have been developed that bear Xaa-Pro amide bonds. Due to the many degrees… read more here.
Keywords: bond; peptidic catalysts; ratio; trans cis ... See more keywords
Halohydroxylation of alkenyl MIDA boronates: switchable stereoselectivity induced by B(MIDA) substituent.
Sign Up to like & getrecommendations! Published in 2020 at "Chemical communications"
DOI: 10.1039/d0cc00722f
Abstract: The synthesis of α-boryl halohydrins via difunctionalization of alkenyl MIDA boronates has been reported. Intriguing stereoselectivity was found with different halogen sources, which arises from the special stabilizing effect of the B(MIDA) moiety. The transformation… read more here.
Keywords: mida; halohydroxylation alkenyl; alkenyl mida; stereoselectivity ... See more keywords
Insights into N-heterocyclic carbene and Lewis acid cooperatively catalyzed oxidative [3 + 3] annulation reactions of α,β-unsaturated aldehyde with 1,3-dicarbonyl compounds
Sign Up to like & getrecommendations! Published in 2020 at "Organic chemistry frontiers"
DOI: 10.1039/d0qo00091d
Abstract: Unravelling the origin of stereoselectivity and chemoselectivity is one of the most challenging questions in the field of N-heterocyclic carbene (NHC) catalysis. Recently, Lewis acid (LA) additives were found to be key additives for improving… read more here.
Keywords: lewis acid; annulation reactions; dicarbonyl compounds; stereoselectivity ... See more keywords
Predicting glycosylation stereoselectivity using machine learning
Sign Up to like & getrecommendations! Published in 2020 at "Chemical Science"
DOI: 10.1039/d0sc06222g
Abstract: Predicting the stereochemical outcome of chemical reactions is challenging in mechanistically ambiguous transformations. The stereoselectivity of glycosylation reactions is influenced by at least eleven factors across four chemical participants and temperature. A random forest algorithm… read more here.
Keywords: stereoselectivity; chemical; glycosylation; predicting glycosylation ... See more keywords