Matches in SemOpenAlex for { <https://semopenalex.org/work/W3187526627> ?p ?o ?g. }
- W3187526627 endingPage "21004" @default.
- W3187526627 startingPage "20992" @default.
- W3187526627 abstract "Enzyme–substrate interactions play a crucial role in enzymatic catalysis. Quantum theory of atoms in molecules (QTAIM) calculations are extremely useful in computational studies of these interactions because they provide very detailed information about the strengths and types of molecular interactions. QTAIM also provides information about the intramolecular changes that occur in the catalytic reaction. Here, we analyze the enzyme–substrate interactions and the topological properties of the electron density in the enantioselective step of the acylation of (R,S)-propranolol, an aminoalcohol with therapeutic applications, catalyzed by Candida antarctica lipase B. Eight reaction paths (four for each enantiomer) are investigated and the energies, atomic charges, hydrogen bonds, and n → π* interactions of propranolol, the catalytic triad (composed of D187, H224, and S105), and the oxyanion hole are analyzed. It is found that D187 acts as an electron density reservoir for H224, and H224 acts as an electron density reservoir for the active site of the protein. It releases electron density when the tetrahedral intermediate is formed from the Michaelis complex and receives it when the enzyme–product complex is formed. Hydrogen bonds can be grouped into noncovalent and covalent hydrogen bonds. The latter are stronger and more important for the reaction than the former. We also found weak n → π* interactions, which are characterized by QTAIM and the natural bond orbital (NBO) analysis." @default.
- W3187526627 created "2021-08-16" @default.
- W3187526627 creator A5017618118 @default.
- W3187526627 creator A5089420859 @default.
- W3187526627 creator A5090924393 @default.
- W3187526627 date "2021-08-03" @default.
- W3187526627 modified "2023-10-11" @default.
- W3187526627 title "Hydrogen Bonds and n → π* Interactions in the Acetylation of Propranolol Catalyzed by <i>Candida antarctica</i> Lipase B: A QTAIM Study" @default.
- W3187526627 cites W1966449935 @default.
- W3187526627 cites W1969697060 @default.
- W3187526627 cites W1974035734 @default.
- W3187526627 cites W1975126691 @default.
- W3187526627 cites W1979857132 @default.
- W3187526627 cites W1980275677 @default.
- W3187526627 cites W1983732026 @default.
- W3187526627 cites W1989080479 @default.
- W3187526627 cites W1989920635 @default.
- W3187526627 cites W1996980138 @default.
- W3187526627 cites W2004774159 @default.
- W3187526627 cites W2008539881 @default.
- W3187526627 cites W2012360266 @default.
- W3187526627 cites W2013436148 @default.
- W3187526627 cites W2013610978 @default.
- W3187526627 cites W2018491609 @default.
- W3187526627 cites W2023271753 @default.
- W3187526627 cites W2024616427 @default.
- W3187526627 cites W2026743918 @default.
- W3187526627 cites W2026749501 @default.
- W3187526627 cites W2027173246 @default.
- W3187526627 cites W2029667189 @default.
- W3187526627 cites W2032833845 @default.
- W3187526627 cites W2033495093 @default.
- W3187526627 cites W2034013543 @default.
- W3187526627 cites W2038533471 @default.
- W3187526627 cites W2043728067 @default.
- W3187526627 cites W2045101857 @default.
- W3187526627 cites W2047225685 @default.
- W3187526627 cites W2047399603 @default.
- W3187526627 cites W2050023038 @default.
- W3187526627 cites W2050581350 @default.
- W3187526627 cites W2051469879 @default.
- W3187526627 cites W2052367351 @default.
- W3187526627 cites W2055125957 @default.
- W3187526627 cites W2058210956 @default.
- W3187526627 cites W2060042542 @default.
- W3187526627 cites W2062068581 @default.
- W3187526627 cites W2064881948 @default.
- W3187526627 cites W2065305012 @default.
- W3187526627 cites W2065591999 @default.
- W3187526627 cites W2065698723 @default.
- W3187526627 cites W2066142609 @default.
- W3187526627 cites W2067718414 @default.
- W3187526627 cites W2076790509 @default.
- W3187526627 cites W2081884258 @default.
- W3187526627 cites W2082229968 @default.
- W3187526627 cites W2082595485 @default.
- W3187526627 cites W2086384181 @default.
- W3187526627 cites W2086578831 @default.
- W3187526627 cites W2089097904 @default.
- W3187526627 cites W2090986262 @default.
- W3187526627 cites W2093981928 @default.
- W3187526627 cites W2094941054 @default.
- W3187526627 cites W2109154308 @default.
- W3187526627 cites W2110558005 @default.
- W3187526627 cites W2122976061 @default.
- W3187526627 cites W2123414432 @default.
- W3187526627 cites W2126846170 @default.
- W3187526627 cites W2128324239 @default.
- W3187526627 cites W2129777857 @default.
- W3187526627 cites W2136360447 @default.
- W3187526627 cites W2143981217 @default.
- W3187526627 cites W2144414693 @default.
- W3187526627 cites W2148284063 @default.
- W3187526627 cites W2150299268 @default.
- W3187526627 cites W2151896693 @default.
- W3187526627 cites W2152631008 @default.
- W3187526627 cites W2152997175 @default.
- W3187526627 cites W2158835780 @default.
- W3187526627 cites W2160316343 @default.
- W3187526627 cites W2165227455 @default.
- W3187526627 cites W2165565773 @default.
- W3187526627 cites W2168260741 @default.
- W3187526627 cites W2317556584 @default.
- W3187526627 cites W2329842457 @default.
- W3187526627 cites W2396085707 @default.
- W3187526627 cites W2490695247 @default.
- W3187526627 cites W2549660281 @default.
- W3187526627 cites W2605801743 @default.
- W3187526627 cites W2609716048 @default.
- W3187526627 cites W2731784911 @default.
- W3187526627 cites W2739354641 @default.
- W3187526627 cites W2739439285 @default.
- W3187526627 cites W2741860337 @default.
- W3187526627 cites W2786557214 @default.
- W3187526627 cites W2811053321 @default.
- W3187526627 cites W2900400590 @default.
- W3187526627 cites W2901983325 @default.
- W3187526627 cites W2902763956 @default.