Stable Deuterium Labeling of Histidine-Rich Lysine-Based Dendrimers

Molecules. 2019 Jul 6;24(13):2481. doi: 10.3390/molecules24132481.

Abstract

Peptide dendrimers, due to their biocompatibility and low toxicity, are highly promising candidates as nanocarriers for drugs and genes. The development of this kind of delivery system requires reliable monitoring of their metabolic and biological pathways. In this respect, hydrogen isotope labeling has tremendous importance, being a safe tool for detection of the labeled nanocarriers. In this work, we have synthesized new histidine-rich lysine-based dendrimers (Lys-2His dendrimer) with two linear histidine (His) residues in every inner segment. The presence of His residues has enabled us to perform controlled deuteration of Lys-2His dendrimers. The high deuteration degree (around 70%) does not practically change after redissolving the samples in H2O and heating them at 40 °C, which indicates the isotopic label stability.

Keywords: deuterium labeling; histidine; peptide dendrimer.

MeSH terms

  • Dendrimers / chemistry*
  • Deuterium / chemistry*
  • Histidine / chemistry*
  • Hydrogen / chemistry
  • Isotope Labeling*
  • Lysine / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular

Substances

  • Dendrimers
  • Histidine
  • Hydrogen
  • Deuterium
  • Lysine