1H-NMR studies on thymopoietin-type oligopeptides - assignment of the proton resonances and investigation of conformational preferences

Wei Guo, B. Noszál, István Schön, Olga Nyéki

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The thymopoietin-type tripeptides TP3 (HArg-Lys-AspOH), TP(d-Asp)3(HArg-Lys-d-AspOH) and tetrapeptide TP4 (HArg-Lys-Asp-ValOH) were studied by one- and two-dimensional, 500 MHz 1H-NMR spectroscopy in H2O and D2O solutions at four different pH values. All proton resonances of the three oligopeptides were assigned by two-dimensional phase-sensitive TOCSY experiments at pH 12.2, 9.1, 5.9 and 3.6. At these pH-values well-defined stages of protonation and concomitant molecular charges exist, allowing different possibilities for intra-molecular and inter-residual orientations. Conformation-sensitive rotating frame nuclear Overhauser enhancement (ROESY) two-dimensional experiments were also performed at the above pH values. These experiments indicated no definite solution conformation of any of the molecules at any pH. Standard one-dimensional experiments were also carried out and three-bond coupling constants were measured for the NHCH and the Asp CHCH moieties. The coupling constants provided evidence that non-statistical orientations of the functional groups exist which are changed upon protonation of the basic sites.

Original languageEnglish
Pages (from-to)541-547
Number of pages7
JournalJournal of Pharmaceutical and Biomedical Analysis
Volume11
Issue number7
DOIs
Publication statusPublished - 1993

Fingerprint

Thymopoietins
Oligopeptides
splenotritin
Protons
Nuclear magnetic resonance
Protonation
Conformations
lysyl aspartic acid
Experiments
Crystal orientation
Functional groups
Nuclear magnetic resonance spectroscopy
Viperidae
Magnetic Resonance Spectroscopy
Molecules
Proton Magnetic Resonance Spectroscopy

Keywords

  • H-NMR spectroscopy
  • chemical shift assignments
  • conformation.
  • coupling constants
  • ROESY
  • Thymopoietin
  • TOCSY

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmaceutical Science

Cite this

1H-NMR studies on thymopoietin-type oligopeptides - assignment of the proton resonances and investigation of conformational preferences. / Guo, Wei; Noszál, B.; Schön, István; Nyéki, Olga.

In: Journal of Pharmaceutical and Biomedical Analysis, Vol. 11, No. 7, 1993, p. 541-547.

Research output: Contribution to journalArticle

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