Experimental and computational studies of nJ( 77Se,1H) selenium-proton couplings in selenoglycosides

Katalin E. Kövér, Ambati Ashok Kumar, Yury Yu Rusakov, Leonid B. Krivdin, Tünde Zita Illyés, Lászlõ Szilágyi

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

Selenoglycosides are important starting materials in synthetic carbohydrate chemistry and play a role in biological interactions as well. Both aspects are influenced by the conformation around the glycosidic bond. Here, we present a combined experimental and computational approach to measure and evaluate nJ(77Se,1H) coupling constants for their use in conformational analysis. The measurements were carried out using a modified CPMG-HSQMBC pulse scheme which yields pure absorption antiphase multiplets to allow accurate determination of the nJXH values regardless of the size of the proton-proton couplings. Theoretical calculations were performed at the Second-Order Polarization Propagator Approach (SOPPA) level. Population-averaged values calculated for geminal and vicinal couplings are in a good agreement with experiment indicating an adequate theoretical level of the calculations. Experimental observations and computations alike have indicated that two-bond 77Se-1H couplings, 2J( 77Se,1H), in a H1-C1-Se-X moiety are very sensitive to the torsion angle around the C1-Se-bond and will, therefore, be useful for conformational studies.

Original languageEnglish
Pages (from-to)190-194
Number of pages5
JournalMagnetic Resonance in Chemistry
Volume49
Issue number4
DOIs
Publication statusPublished - Apr 1 2011

Keywords

  • H,Se
  • J(Se,H)
  • NMR
  • Second-Order Polarization Propagator Approach (SOPPA)
  • long-range heteronuclear coupling constants
  • low-power H-Se CPMG-HSQMBC
  • selenoglycoside

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)

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