Journal of Peptide Science

Cover image for Vol. 16 Issue 8

August 2010

Volume 16, Issue 8

Pages 375–442

  1. Research Articles

    1. Top of page
    2. Research Articles
    1. Characterization of conantokin Rl-A: molecular phylogeny as structure/function study (pages 375–382)

      Konkallu H. Gowd, Maren Watkins, Vernon D. Twede, Grzegorz W. Bulaj and Baldomero M. Olivera

      Version of Record online: 23 JUN 2010 | DOI: 10.1002/psc.1249

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      A new conantokin from C. rolani, ConRl-A, was identified using molecular genetics and phylogenetics, subsequently synthesized and functionally characterized. ConRl-A is a 24-residue peptide containing three γ-carboxyglutamic acid residues with a number of unique structural features including unusual chromatographic behavior. This peptide has a greater discrimination between NR2B and NR2C subunits of NMDA receptor than other conantokin reported so far. This study confirms the use of phylogenetic insights in structure and functional characterization of Conus peptides.

    2. Mapping interactions of gastric inhibitory polypeptide with GIPR N-terminus using NMR and molecular dynamics simulations (pages 383–391)

      Sonali H. Tikhele, Raghuvir R. S. Pissurlenkar, Sudha Srivastava, Anil Saran and Evans C. Coutinho

      Version of Record online: 6 JUL 2010 | DOI: 10.1002/psc.1250

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      hGIP was modelled using 2D-NMR and MD simulations. The 6 ns MD simulation of the hGIP with the N-terminal domain of hGIPR provided insights into the crucial residues between the two peptides that stabilise the assembly by steric, electrostatic and H-bonding interactions.

    3. Ghrelin improves disturbed myocardial energy metabolism in rats with heart failure induced by isoproterenol (pages 392–402)

      Jian-Ping Xu, Hong-Xia Wang, Wen Wang, Li-Ke Zhang and Chao-Shu Tang

      Version of Record online: 23 JUN 2010 | DOI: 10.1002/psc.1253

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      The study has shown that ghrelin can attenuate cardiac dysfunction and energy metabolic disturbance in CHF rats. These findings raise the possibility that improving of metabolic remodeling partly by directly modulating myocardial energy metabolism may be an effective therapeutic strategy in cachectic patients with end-stage CHF. Therefore, exogenous administration of ghrelin could be a new therapeutic approach to the treatment of severe CHF.

    4. Syntheses and activities of backbone-side chain cyclic octapeptide ligands with N-functionalized phosphotyrosine for the N-terminal SH2-domain of the protein tyrosine phosphatase SHP-1 (pages 403–413)

      Mohammad Safa Zoda, Martin Zacharias and Siegmund Reissmann

      Version of Record online: 25 JUN 2010 | DOI: 10.1002/psc.1256

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      Based on a theoretical docking model, backbone-to-side chain cyclized octapeptides were designed and synthesized as ligands for the N-terminal SH2-domain of the phosphatase SHP-1. The use of different N-alkyl or cycloalkyl residues in the N-functionalized side chains was allowed to investigate the effect of ring size, flexibility and hydrophobicity of formed lactam bridges on stimulatory activity. Stimulatory activities of cyclic ligands increase with the chain length of the lactam bridges resulting in increased flexibility and better entropic preformation of the binding conformation.

    5. NMR-based detection of acetylation sites in peptides (pages 414–423)

      Caroline Smet-Nocca, Jean-Michel Wieruszeski, Oleg Melnyk and Arndt Benecke

      Version of Record online: 22 JUN 2010 | DOI: 10.1002/psc.1257

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      NMR spectroscopy was used to study the effect of lysine side chain acetylation in peptide substrates. Significant variations of N-ε-acetyl-lysine resonances as compared to non-acetylated residues allow a direct identification of specific acetylation sites. Structural changes upon acetylation can also be investigated.

    6. Improved antimicrobial activity of h-lysozyme (107–115) by rational Ala substitution (pages 424–429)

      Rodrigo González, Fernando Albericio, Osvaldo Cascone and Nancy B. Iannucci

      Version of Record online: 25 JUN 2010 | DOI: 10.1002/psc.1258

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      By substituting rationally the two alanines present in a lead antimicrobial peptide, h-lysozyme (107–115), we have found an analog with 4- and 20-fold increased activity against Escherichia coli ATCC 25922 and Staphylococcus aureus ATCC 29213, respectively. We propose to include this strategy for the development of novel peptides derived from alanine-containing lead peptides.

    7. Solution conformation of a tetradecapeptide stabilized by two di-n-propyl glycine residues (pages 430–436)

      Vijayalekshmi Sarojini, R. Balaji Rao, S. Ragothama and Padmanabhan Balaram

      Version of Record online: 6 JUL 2010 | DOI: 10.1002/psc.1259

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      The solution conformation of a designed tetradecapeptide Boc-Val-Ala- Leu-Dpg-Val-Ala-Leu-Val-Ala-Leu-Dpg-Val-Ala-Leu-OMe (Dpg-14) containing two di-n-propyl glycine (Dpg) residues presented in this paper shows that the peptide adopts a stable helical conformation stabilized by two properly positioned Dpg residues.

    8. Epimerization-free synthesis of cyclic peptide by use of the O-acyl isopeptide method (pages 437–442)

      Taku Yoshiya, Hiroyuki Kawashima, Yuka Hasegawa, Kazuhiro Okamoto, Tooru Kimura, Youhei Sohma and Yoshiaki Kiso

      Version of Record online: 6 JUL 2010 | DOI: 10.1002/psc.1261

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      A head-to-tail cyclization of the protected linear peptide with the C-terminal O-acyl isopeptide proceeded to give the cyclic O-acyl isopeptide without epimerization. The isopeptide was converted to the desired cyclic peptide via the O-to-N intramolecular acyl migration with a silica gel-anchored base.