title: Di(ethylene glycol) methyl ether methacrylate (DEGMEMA)-derived gels align small organic molecules in methanol.
abstract: Residual dipolar couplings (RDCs) constitute an important NMR parameter for structural elucidation in all areas of chemistry. In this study, di(ethylene glycol) methyl ether methacrylate (DEGMEMA)-based gels are introduced as alignment media for the measurement of RDCs of small organic molecules in polar solvents such as methanol. The low viscosity of methanol permits the execution of J-scaled BIRD HSQC experiments that yield very sharp lines in anisotropic conditions. The gels have excellent mechanical properties, and their compression and expansion in the swollen state can be reversed and performed multiple times. This process enables the easy loading and release of analytes. The excellent performance of these new aligning gels is demonstrated by analyzing the structure of the alkaloid retrorsine. Copyright © 2016 John Wiley & Sons, Ltd.
authors.affiliation: Department of Chemistry, Carnegie Mellon University, 4400 Fifth Avenue, Pittsburgh, PA, 15213, USA.|Department of Organic Chemistry, National University of Cordoba, Medina Allende y Haya de La Torre, Cordoba, 5000, Argentina.
authors.forename: Manuela E
authors.initials: ME
authors.lastname: García
authors.affiliation: Department of Chemistry, Southern Methodist University, Dallas, TX, USA.|Center for Drug Discovery, Design, and Delivery in Dedman College, Southern Methodist University, Dallas, TX, USA.
authors.forename: Shannon R
authors.initials: SR
authors.lastname: Woodruff
authors.affiliation: Department of Chemistry, Carnegie Mellon University, 4400 Fifth Avenue, Pittsburgh, PA, 15213, USA.
authors.forename: Erich
authors.initials: E
authors.lastname: Hellemann
authors.affiliation: Department of Chemistry, Southern Methodist University, Dallas, TX, USA.|Center for Drug Discovery, Design, and Delivery in Dedman College, Southern Methodist University, Dallas, TX, USA.
authors.forename: Nicolay V
authors.initials: NV
authors.lastname: Tsarevsky
authors.affiliation: Department of Chemistry, Carnegie Mellon University, 4400 Fifth Avenue, Pittsburgh, PA, 15213, USA.
authors.forename: Roberto R
authors.initials: RR
authors.lastname: Gil
mesh_terms: D016880:Anisotropy; D005026:Ethylene Glycols / Q000737:chemistry*; D005782:Gels; D009682:Magnetic Resonance Spectroscopy; D008689:Methacrylates / Q000737:chemistry*; D000432:Methanol; D011763:Pyrrolizidine Alkaloids / Q000737:chemistry*; D012997:Solvents
chemical_list: D005026:Ethylene Glycols; D005782:Gels; D008689:Methacrylates; D011763:Pyrrolizidine Alkaloids; D012997:Solvents; C000626809:di(ethylene glycol)methyl ether methacrylate; C003300:retrorsine; D000432:Methanol
keywords: 13C; 1H; DEGMEMA gels; J-scaled BIRD HSQC; alignment media; residual dipolar couplings; retrorsine