title: HSQC-ADEQUATE correlation: a new paradigm for establishing a molecular skeleton.
abstract: Various experimental methods have been developed to unequivocally identify vicinal neighbor carbon atoms. Variants of the HMBC experiment intended for this purpose have included 2J3J-HMBC and H2BC. The 1,1-ADEQUATE experiment, in contrast, was developed to accomplish the same goal but relies on the (1) J(CC) coupling between a proton-carbon resonant pair and the adjacent neighbor carbon. Hence, 1,1-ADEQUATE can identify non-protonated adjacent neighbor carbons, whereas the 2J3J-HMBC and H2BC experiments require both neighbor carbons to be protonated to operate. Since 1,1-ADEQUATE data are normally interpreted with close reference to an HSQC spectrum of the molecule in question, we were interested in exploring the unsymmetrical indirect covariance processing of multiplicity-edited GHSQC and 1,1-ADEQUATE spectra to afford an HSQC-ADEQUATE correlation spectrum that facilitates the extraction of carbon-carbon connectivity information. The HSQC-ADEQUATE spectrum of strychnine is shown and the means by which the carbon skeleton can be conveniently traced is discussed.
authors.affiliation: Merck Research Laboratories, Discovery and Preclinical Sciences, Chemical Process Research, Rapid Structure Characterization Laboratory, Summit, NJ 07901, USA. gary.martin2@merck.com
authors.forename: Gary E
authors.initials: GE
authors.lastname: Martin
authors.forename: Bruce D
authors.initials: BD
authors.lastname: Hilton
authors.forename: Kirill A
authors.initials: KA
authors.lastname: Blinov
mesh_terms: D000704:Analysis of Variance; D002247:Carbon Isotopes / Q000032:analysis* / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D009587:Nitrogen Isotopes / Q000032:analysis / Q000737:chemistry; D019906:Nuclear Magnetic Resonance, Biomolecular; D011522:Protons; D011789:Quantum Theory; D012107:Research Design; D013057:Spectrum Analysis / Q000379:methods*; D013331:Strychnine / Q000032:analysis / Q000737:chemistry
chemical_list: D002247:Carbon Isotopes; D009587:Nitrogen Isotopes; D011522:Protons; D013331:Strychnine