title: Solid-phase synthesis and 1H and 13C high-resolution magic angle spinning NMR of 13C-labeled resin-bound saccharides.
abstract: We show how high-resolution magic angle-spinning NMR spectroscopy can be used to characterize 13C-labeled saccharides that have been prepared using solid-phase synthesis techniques while they are still bound to a solid-support resin. With the use of 13C-labeled glucose as the starting material, we have successfully synthesized mono-, di- and trisaccharides with uniform 13C labeling of the saccharide rings. Using these materials, we have been able to assign the 13C and 1H spectra and to characterize various impurities on the resin beads.
authors.affiliation: Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA. loening@lclark.edu
authors.forename: Nikolaus M
authors.initials: NM
authors.lastname: Loening
authors.forename: Takuya
authors.initials: T
authors.lastname: Kanemitsu
authors.forename: Peter H
authors.initials: PH
authors.lastname: Seeberger
authors.forename: Robert G
authors.initials: RG
authors.lastname: Griffin
mesh_terms: D000465:Algorithms; D002241:Carbohydrates / Q000032:analysis* / Q000737:chemistry*; D002247:Carbon Isotopes; D003198:Computer Simulation; D003461:Crystallography / Q000379:methods*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D011208:Powders; D011522:Protons; D015203:Reproducibility of Results; D012117:Resins, Synthetic / Q000032:analysis* / Q000737:chemistry*; D012680:Sensitivity and Specificity; D013113:Spin Labels
chemical_list: D002241:Carbohydrates; D002247:Carbon Isotopes; D011208:Powders; D011522:Protons; D012117:Resins, Synthetic; D013113:Spin Labels