New conformational constraints in isotopically (13C) enriched oligosaccharides

Glycobiology
M J MiltonS W Homans

Abstract

Multidimensional heteronuclear NMR studies have been applied to the resonance assignment and conformational analysis of 13C-enriched Neu5Acalpha2-3Galbeta1-4Glc. It is demonstrated that three-dimensional ROESY-HSQC experiments provide through-space distance restraints which cannot be observed with conventional homonuclear 1H techniques due to resonance overlap. In particular, connectivities demonstrating the existence of the "anti" conformation about the Galbeta1-4Glc glycosidic linkage are unambiguously observed. It is shown that 13C isotopic enrichment of the trisaccharide at a level >95% enables straightforward measurement of trans-glycosidic 1H-13C and 13C-13C coupling constants and a Karplus-type relation is derived for the latter. In total 15 conformational restraints were obtained for the trisaccharide in aqueous solution, all of which were in excellent agreement with theoretical parameters computed from a 5 ns molecular dynamics simulation of the glycan.

References

Mar 30, 1992·Carbohydrate Research·J Wu, A S Serianni
Dec 21, 1989·Carbohydrate Research·A MarraP Sinay
Nov 30, 1993·Biochemistry·T J RutherfordS W Homans
Jul 1, 1993·Journal of Biomolecular NMR·G Wagner

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Citations

Dec 16, 2000·Carbohydrate Research·T NakamuraT Urashima
Jul 30, 1999·Structure·M R Wormald, R A Dwek
Mar 2, 2005·Nature Reviews. Microbiology·Christine M Szymanski, Brendan W Wren
Jul 20, 1999·Annual Review of Biophysics and Biomolecular Structure·C A BushA Imberty
Apr 5, 2012·Chemical Communications : Chem Comm·Sayoko YamamotoKoichi Kato
Jul 17, 2012·Carbohydrate Research·Krit TantanaratRobert A Field
Jul 5, 2005·Magnetic Resonance in Chemistry : MRC·Simon A ColebrookeAndrew Almond
Mar 21, 2007·Carbohydrate Research·Bruce Coxon
Sep 28, 2017·Magnetic Resonance in Chemistry : MRC·Armando Navarro-VázquezF Javier Sardina
Jul 18, 2001·Journal of the American Chemical Society·S A Wacowich-SgarbiD R Bundle

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