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Development of a Backbone Cyclic Peptide Library as Potential Antiparasitic Therapeutics Using Microwave Irradiation
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Cyclization enhances function of linear anti-arthritic peptides.

Marina Ali1, Michael Amon1, Vera Bender1

  • 1Rheumatology Department, The University of Sydney, Westmead Hospital, Westmead, NSW 2145, Australia.

Clinical Immunology (Orlando, Fla.)
|November 12, 2013
PubMed
Summary

Cyclic peptide C1 inhibits Interleukin-2 (IL-2) production and T-cell inflammation. Cyclization enhances peptide stability and skin permeability, offering a promising strategy for improved biological activity and delivery.

Keywords:
1,2-dimyristoyl-sn-glycero-3-phosphatidylcholine1,2-dimyristoyl-sn-glycero-3-phosphatidylglycerol3-(N-morpholino) propane sulfonic acidAAACDArthritisAsthmaAt-Column DilutionBALFC1C1-LCPDIEADMFDMPCDMPGDMSOFDPPHEPESILInflammationMOPSMTBMycobacterium tuberculosisN,N-diisopropylethylamineN-2-hydroxyethylpiperazine-N′-2-ethanesulfonic acidNMRPBLPGPMAPeptidesPhorbol 12-myristate 13-acetate (PMA)SEASPRSUVT cell antigen receptorT cellsTCRTFAamino acidbronchoalveolar lavage fluidcore peptidecyclic peptide 1dimethylformamidedimethylsulfoxideinterleukinlinear sequence of C1nuclear magnetic resonancepentafluorophenyl diphenylphosphinateperipheral blood lymphocytepropylene glycolsmall unilamellar vesiclesstaphylococcal enterotoxin Asurface plasmon resonancetrifluoroacetic acid.

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Area of Science:

  • Biochemistry
  • Immunology
  • Materials Science

Background:

  • Cyclic peptides offer potential therapeutic advantages over linear peptides.
  • Interleukin-2 (IL-2) plays a critical role in T-cell mediated inflammation.
  • Developing peptides with enhanced stability and targeted delivery is crucial for therapeutic applications.

Purpose of the Study:

  • To characterize the biophysical and immunomodulatory properties of a novel cyclic peptide, C1.
  • To investigate the potential of C1 in modulating T-cell responses and inflammation.
  • To assess the impact of cyclization on peptide stability and skin permeability.

Main Methods:

  • Solid-state nuclear magnetic resonance (ssNMR) to determine peptide orientation in lipid bilayers.
  • Surface plasmon resonance (SPR) to evaluate peptide-membrane binding affinity.
  • In vitro cell viability and proliferation assays.
  • Permeation studies across human epidermis models.
  • In vivo animal models for asthma and arthritis.

Main Results:

  • C1 exhibits a transmembrane orientation within lipid bilayers with strong binding affinity.
  • C1 effectively inhibits Interleukin-2 (IL-2) production in vitro.
  • C1 treatment suppressed T-cell mediated inflammation in asthma and arthritis animal models.
  • Cyclization significantly enhanced the stability and skin permeability of C1 and its analogs.

Conclusions:

  • C1 demonstrates significant immunomodulatory effects by inhibiting IL-2 production and T-cell inflammation.
  • The biophysical properties of C1, including membrane interaction and stability, support its potential as a therapeutic agent.
  • Cyclization is a viable strategy to enhance the biological activity and delivery of peptides.