Carbon-based leaving group capability of Meldrum’s acid in substitution reactions: a new strategy toward the synthesis of 4-phenyl-3, 4-dihydro-2H-benzo[g]chromene-2, 5, 10-triones
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DOI: 10.1007/s13738-017-1129-6
Abstract: An efficient and straightforward method for the synthesis of new 5,5′-(2-benzylidenemalonyl)bis(2,2-dimethyl-1,3-dioxane-4,6-dione) derivatives by the reaction of Meldrum’s acid and aldehydes under mild reaction conditions is reported. Furthermore, the leaving group potency of Meldrum’s acid molecules… read more here.
Keywords: leaving group; meldrum acid; toward synthesis; synthesis ... See more keywords
Photochemical electrocyclization and leaving group expulsion with a naphthothiophene-2-carboxanilide linked to a chromophore
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DOI: 10.1016/j.tet.2018.11.013
Abstract: Abstract A naphthiothiophene-2-carboxanilide bearing a leaving group at the C-3 position undergoes efficient electrocyclic ring closure and leaving group expulsion upon direct photolysis. The reaction occurs in the triplet excited state and can be sensitized… read more here.
Keywords: carboxanilide; leaving group; photochemical electrocyclization; group expulsion ... See more keywords
Probing DNA Base-Dependent Leaving Group Kinetic Effects on the DNA Polymerase Transition State.
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DOI: 10.1021/acs.biochem.8b00417
Abstract: We examine the DNA polymerase β (pol β) transition state (TS) from a leaving group pre-steady-state kinetics perspective by measuring the rate of incorporation of dNTPs and corresponding novel β,γ-CXY-dNTP analogues, including individual β,γ-CHF and… read more here.
Keywords: leaving group; group; dna polymerase; base ... See more keywords
Organic Chemistry Students’ Understandings of What Makes a Good Leaving Group
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DOI: 10.1021/acs.jchemed.8b00198
Abstract: Thirty-six students enrolled in Organic Chemistry II participated in individual, semistructured, think-aloud interviews about the factors that contribute to the stability and reactivity of organic species in the context of unimolecular and bimolecular nucleophilic substitution… read more here.
Keywords: leaving group; chemistry; organic chemistry; good leaving ... See more keywords
Mechanistic Modeling of Monoglyceride Lipase Covalent Modification Elucidates the Role of Leaving Group Expulsion and Discriminates Inhibitors with High and Low Potency
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DOI: 10.1021/acs.jcim.2c00140
Abstract: Inhibition of monoglyceride lipase (MGL), also known as monoacylglycerol lipase (MAGL), has emerged as a promising approach for treating neurological diseases. To gain useful insights in the design of agents with balanced potency and reactivity,… read more here.
Keywords: monoglyceride lipase; covalent modification; mgl; lipase ... See more keywords
Structure Kinetics Relationships and Molecular Dynamics Show Crucial Role for Heterocycle Leaving Group in Irreversible Diacylglycerol Lipase Inhibitors
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DOI: 10.1021/acs.jmedchem.9b00686
Abstract: Drug discovery programs of covalent irreversible, mechanism-based enzyme inhibitors often focus on optimization of potency as determined by IC50-values in biochemical assays. These assays do not allow the characterization of the binding activity (Ki) and… read more here.
Keywords: leaving group; diacylglycerol lipase; molecular dynamics; structure kinetics ... See more keywords
Single-Step Enantioselective Synthesis of Mechanically Planar Chiral [2]Rotaxanes Using a Chiral Leaving Group Strategy
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DOI: 10.1021/jacs.0c03447
Abstract: We report a one-step enantioselective synthesis of mechanically planar chiral [2]rotaxanes. Previous studies of such molecules have generally involved the separation of enantiomers from racemic mixtures or the preparation and separation of diastereomeric intermediates followed… read more here.
Keywords: leaving group; chiral leaving; mechanically planar; chiral rotaxanes ... See more keywords