Functional implications of modifying RyR-activating peptides for membrane permeability

Br J Pharmacol. 2005 Mar;144(6):743-54. doi: 10.1038/sj.bjp.0705981.

Abstract

1. Our aim was to determine whether lipoamino acid conjugation of peptides that are high-affinity activators of ryanodine receptor (RyR) channels would (a) render the peptides membrane permeable, (b) alter their structure or (a) reduce their activity. The peptides correspond to the A region of the II-III loop of the skeletal dihydropyridine receptor. 2. The lipoamino acid conjugation increased the apparent permeability of the peptide across the Caco-2 cell monolayer by up to approximately 20-fold. 3. Nuclear magnetic resonance showed that the alpha-helical structure of critical basic residues, required for optimal activation of RyRs, was retained after conjugation. 4. The conjugated peptides were more effective in enhancing resting Ca2+ release, Ca2+-induced Ca2+ release and caffeine-induced Ca2+ release from isolated sarcoplasmic reticulum (SR) than their unconjugated counterparts, and significantly enhanced caffeine-induced Ca2+ release from mechanically skinned extensor digitorum longus (EDL) fibres. 5. The effect of both conjugated and unconjugated peptides on Ca2+ release from skeletal SR was 30-fold greater than their effect on either cardiac Ca2+ release or on the Ca2+ Mg2+ ATPase. 6. A small and very low affinity effect of the peptide in slowing Ca2+ uptake by the Ca2+, Mg2+ ATPase was exacerbated by lipoamino acid conjugation in both isolated SR and in skinned EDL fibres. 7. The results show that lipoamino acid conjugation of A region peptides increases their membrane permeability without impairing their structure or efficacy in activating skeletal and cardiac RyRs.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alanine / metabolism
  • Amino Acid Sequence
  • Amino Acid Substitution
  • Animals
  • Binding Sites
  • Caco-2 Cells
  • Caffeine / pharmacology
  • Calcium / metabolism
  • Cell Culture Techniques
  • Cell Membrane Permeability / drug effects*
  • Cell Membrane Permeability / physiology
  • Dose-Response Relationship, Drug
  • Electrophysiology
  • Humans
  • Lipid Bilayers
  • Molecular Sequence Data
  • Molecular Structure
  • Muscle, Skeletal / drug effects
  • Muscle, Skeletal / metabolism
  • Myocardium / metabolism
  • Nuclear Magnetic Resonance, Biomolecular
  • Peptide Fragments / chemistry
  • Peptide Fragments / genetics
  • Peptide Fragments / pharmacology*
  • Protein Structure, Secondary
  • Rabbits
  • Ryanodine Receptor Calcium Release Channel / drug effects*
  • Ryanodine Receptor Calcium Release Channel / metabolism
  • Sarcoplasmic Reticulum / drug effects
  • Sarcoplasmic Reticulum / metabolism
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Lipid Bilayers
  • Peptide Fragments
  • Ryanodine Receptor Calcium Release Channel
  • Caffeine
  • Alanine
  • Calcium