Synthetic analogs for oxovanadium(IV/V)-glutathione interaction; an NMR, EPR, synthetic and structural study of oxovanadium(IV/V) compounds with sulfhydryl-containing pseudopeptides and dipeptides

AJ Tasiopoulos, AN Troganis, Y Deligiannakis, A Evangelou, TA Kabanos, John Derek Woollins, Alexandra Martha Zoya Slawin

Research output: Contribution to journalArticlepeer-review

29 Citations (Scopus)

Abstract

The reaction of [VO(CH3COO)(2)(phen)] (phen=1,10-phenanthroline) with the sulfhydryl-containing pseudopeptides (scp), N-(2-mercaptopropionyl) glycine (H(3)mpg), N-(2-mercaptopropionyl) cysteine (H(4)m(2)pc), N-(3-mercaptopropionyl)cysteine (H(4)m(3)pc) and the dipeptides glycylglycine (H(2)glygly) and glycyl-L-alanine (H(2)glyala), in the presence of triethylamine, results in the formation of the compounds Et3NH[VO(mpg)(phen)] (1), (Et3NH)(2)[VO(m(2)pc)] (4), [Et3NH)(2)[VO(m(3)pc)] (5), [VO(glygly)(phen)] . 2CH(3)OH (2 . 2CH(3)OH) and [VO(glyala)(phen)] . CH3OH (3 . CH3OH). Evidence for the molecular connectivity in 2 . CH3OH was established by X-ray crystallography, showing the vanadium(IV) atom ligated to a tridentate glygly(2-) ligand at the N-amine, N-peptide and O-carboxylato atoms. Combination of the correlation plot of the EPR parameters g(z) versus A(z), together with the additivity relationship supported the prediction of the equatorial donor atom sets of the (VO2+)-O-IV center at various pH values for the (VO2+)-O-IV-glutathione system considered in this study. Model NMR studies (interaction of vanadium(V) with the sep H(3)mpg) showed that there is a possibility of vanadium(V) ligation to glutathione. (C) 2000 Elsevier Science Inc. All rights reserved.

Original languageEnglish
Pages (from-to)159-166
Number of pages8
JournalJournal of Inorganic Biochemistry
Volume79
Publication statusPublished - Apr 2000

Keywords

  • oxovanadium(IV) compounds
  • sulfhydryl-containing pseudopeptides and dipeptides
  • EPR spectroscopy
  • NMR spectroscopy
  • PARAMAGNETIC-RES CHARACTERIZATION
  • VANADIUM BIOINORGANIC SYSTEMS
  • SPIN-RESONANCE-SPECTRA
  • SPECTROSCOPIC PROPERTIES
  • MODEL INVESTIGATIONS
  • PROTEIN INTERACTIONS
  • COMPLEXES
  • GLUTATHIONE
  • VANADATE
  • LIGANDS

Fingerprint

Dive into the research topics of 'Synthetic analogs for oxovanadium(IV/V)-glutathione interaction; an NMR, EPR, synthetic and structural study of oxovanadium(IV/V) compounds with sulfhydryl-containing pseudopeptides and dipeptides'. Together they form a unique fingerprint.

Cite this