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

K. 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 2011

Fingerprint

Selenium
Protons
Carbohydrates
Torsional stress
Conformations
Polarization
Experiments

Keywords

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

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)

Cite this

Experimental and computational studies of nJ( 77Se,1H) selenium-proton couplings in selenoglycosides. / Kövér, K.; Kumar, Ambati Ashok; Rusakov, Yury Yu; Krivdin, Leonid B.; Illyés, Tünde Zita; Szilágyi, Lászlõ.

In: Magnetic Resonance in Chemistry, Vol. 49, No. 4, 04.2011, p. 190-194.

Research output: Contribution to journalArticle

Kövér, K. ; Kumar, Ambati Ashok ; Rusakov, Yury Yu ; Krivdin, Leonid B. ; Illyés, Tünde Zita ; Szilágyi, Lászlõ. / Experimental and computational studies of nJ( 77Se,1H) selenium-proton couplings in selenoglycosides. In: Magnetic Resonance in Chemistry. 2011 ; Vol. 49, No. 4. pp. 190-194.
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