title: The CH-π interactions of methyl ethers as a model for carbohydrate-N-heteroarene interactions.
abstract: CH-π interactions have been cited as an important contributor to carbohydrate recognition. To determine whether N-heterocycles form stronger CH-π interactions, the interactions of methyl ether groups with heterocyclic and nonheterocyclic aromatic surfaces were studied. Both experimental and computational experiments found that N-heterocyclic aromatic surfaces formed stronger interactions. This enhancement was attributed to attractive dipole-dipole interactions between the methyl ether C-O bond and the N-heterocyclic aromatic dipole.
authors.affiliation: Department of Chemistry and Biochemistry, University of South Carolina , Columbia, South Carolina 29208, United States.
authors.forename: Ping
authors.initials: P
authors.lastname: Li
authors.forename: Trent M
authors.initials: TM
authors.lastname: Parker
authors.forename: Jungwun
authors.initials: J
authors.lastname: Hwang
authors.forename: Fengyuan
authors.initials: F
authors.lastname: Deng
authors.forename: Mark D
authors.initials: MD
authors.lastname: Smith
authors.forename: Perry J
authors.initials: PJ
authors.lastname: Pellechia
authors.forename: C David
authors.initials: CD
authors.lastname: Sherrill
authors.forename: Ken D
authors.initials: KD
authors.lastname: Shimizu
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D008738:Methyl Ethers / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure
chemical_list: D002241:Carbohydrates; D008738:Methyl Ethers