Molecular ageing: Free radical initiated epimerization of thymopentin - A case study

Dayag Sheykhkarimli, Ken Loon Choo, Michael Owen, Béla Fiser, Balázs Jójárt, I. Csizmadia, B. Viskolcz

Research output: Article

2 Citations (Scopus)

Abstract

The epimerization of amino acid residues increases with age in living organisms. In the present study, the structural consequences and thermodynamic functions of the epimerization of thymopentin (TP-5), the active site of the thymic hormone thymopoietin, were studied using molecular dynamics and density functional theory methods. The results show that free radical-initiated D-amino acid formation is energetically favoured (-130 kJmol-1) for each residue and induces significant changes to the peptide structure. In comparison to the wild-type (each residue in the L-configuration), the radius of gyration of the D-Asp3 epimer of the peptide decreased by 0.5 Å, and disrupted the intramolecular hydrogen bonding of the native peptide. Beyond establishing important structural, energetic and thermodynamic benchmarks and reference data for the structure of TP-5, these results disseminate the understanding of molecular ageing, the epimerization of amino acid residues.

Original languageEnglish
Article number205102
JournalThe Journal of Chemical Physics
Volume140
Issue number20
DOIs
Publication statusPublished - máj. 28 2014

Fingerprint

Thymopentin
free radicals
Free Radicals
Aging of materials
peptides
amino acids
Thermodynamics
Amino Acids
Peptides
Thymopoietins
Thymus Hormones
Benchmarking
Molecular Dynamics Simulation
Hydrogen Bonding
thermodynamics
Density functional theory
hormones
Molecular dynamics
Catalytic Domain
gyration

ASJC Scopus subject areas

  • Physics and Astronomy(all)
  • Physical and Theoretical Chemistry
  • Medicine(all)

Cite this

Molecular ageing : Free radical initiated epimerization of thymopentin - A case study. / Sheykhkarimli, Dayag; Choo, Ken Loon; Owen, Michael; Fiser, Béla; Jójárt, Balázs; Csizmadia, I.; Viskolcz, B.

In: The Journal of Chemical Physics, Vol. 140, No. 20, 205102, 28.05.2014.

Research output: Article

Sheykhkarimli, Dayag ; Choo, Ken Loon ; Owen, Michael ; Fiser, Béla ; Jójárt, Balázs ; Csizmadia, I. ; Viskolcz, B. / Molecular ageing : Free radical initiated epimerization of thymopentin - A case study. In: The Journal of Chemical Physics. 2014 ; Vol. 140, No. 20.
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