title: Measurement of long range H,C couplings in natural products in orienting media: a tool for structure elucidation of natural products.
abstract: In this paper we show that water insoluble compounds dissolved in poly-gamma-benzyl-glutamate are amenable to the measurement of a number of homo- and heteronuclear dipolar couplings. The sensitivity and experimental precision of dipolar couplings are sufficient to obtain a good match with the structure. In order to achieve the necessary precision for H,C dipolar couplings between protons and carbons that are not directly bound a new method for the measurement of heteronuclear long range couplings is introduced that allows a one-parameter fit to a HSQC-based experiment as reference experiment. The methodology is applied to menthol (1R, 3S, 4R).
authors.affiliation: Max Planck Institute for Biophysical Chemistry, Abt. 030, Am Fassberg 11, 37077 Göttingen, Germany.
authors.forename: Laurent
authors.initials: L
authors.lastname: Verdier
authors.forename: Peyman
authors.initials: P
authors.lastname: Sakhaii
authors.forename: Markus
authors.initials: M
authors.lastname: Zweckstetter
authors.forename: Christian
authors.initials: C
authors.lastname: Griesinger
mesh_terms: D002244:Carbon / Q000737:chemistry*; D003460:Crystallization / Q000379:methods; D003461:Crystallography / Q000379:methods*; D006859:Hydrogen / Q000737:chemistry*; D006860:Hydrogen Bonding; D008610:Menthol / Q000737:chemistry*; D008968:Molecular Conformation; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods*; D011099:Polyglutamic Acid / Q000031:analogs & derivatives* / Q000737:chemistry*; D015203:Reproducibility of Results; D012680:Sensitivity and Specificity; D012995:Solubility; D012996:Solutions / Q000737:chemistry
chemical_list: D012996:Solutions; D008610:Menthol; C003172:poly-gamma-benzyl-L-glutamate; D011099:Polyglutamic Acid; D002244:Carbon; D006859:Hydrogen