Journal of Peptide Science

Cover image for Vol. 16 Issue 9

September 2010

Volume 16, Issue 9

Pages 443–512

  1. Rapid Communications

    1. Top of page
    2. Rapid Communications
    3. Research Articles
    1. A β-amino acid modified heptapeptide containing a designed recognition element disrupts fibrillization of the amyloid β-peptide (pages 443–450)

      Valeria Castelletto, Ian W. Hamley, Teck Lim, Matias B. De Tullio and Eduardo M. Castaño

      Version of Record online: 19 JUL 2010 | DOI: 10.1002/psc.1271

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      We study complex formation of the peptide βAβAKLVFF with Aβ(1–42) in aqueous solution. We show that although βAβAKLVFF binds to Aβ(1–42) and changes the amyloid fibril morphology, this does not translate into reduced toxicity.

  2. Research Articles

    1. Top of page
    2. Rapid Communications
    3. Research Articles
    1. Dual effects of [Tyr6]-γ2-MSH(6–12) on pain perception and in vivo hyperalgesic activity of its analogues (pages 451–455)

      Chunnan Wei, Wenmin Huang, Xiaoting Xing and Shouliang Dong

      Version of Record online: 13 JUL 2010 | DOI: 10.1002/psc.1255

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      [Tyr6]-γ2-MSH(6–12) induced hyperalgesic effect at low dose and analgesia at high dose. [4MPhe6]-γ2- MSH(6–12) showed greatly improved hyperalgesia activity and prolonged effective time.

    2. Determination of an unusual secondary structural element in the immunostimulating tetrapeptide rigin in aqueous environments: insights via MD simulations, 1H NMR and CD spectroscopic studies (pages 456–464)

      Nigam Kumar and Raghuvansh Kishore

      Version of Record online: 13 JUL 2010 | DOI: 10.1002/psc.1260

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      The propensity for an unusual type VII β-turn like secondary structures, i.e. ψGln ∼ 155° and ϕPro ∼ − 65°, not stabilized by any intramolecular hydrogen bond, across the central Gln-Pro segment of a bioactive tetrapeptide rigin: a synergy between theoretical and experimental results.

    3. Convergent synthesis of a helical, prehairpin HR1 trimer from HIV gp41 (pages 465–472)

      Rong Jian Lu, Catherine J. Mader, Stephen E. Schneider, Nicolai Tvermoes, Myung-Choi Kang, John J. Dwyer, Karen L. Wilson, Thomas J. Matthews, Mary K. Delmedico and Brian Bray

      Version of Record online: 13 JUL 2010 | DOI: 10.1002/psc.1262

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      A helical, prehairpin trimer covering the majority of the HR1 region of HIV gp41 was achieved by chemically coupling three identical 51 amino acid peptides using triacyl fluoride and orthogonal protection. The resulting protein is fully helical, highly thermostable and soluble.

    4. Backbone cyclic insulin (pages 473–479)

      Asser S. Andersen, Eva Palmqvist, Susanne Bang, Allan C. Shaw, Frantisek Hubalek, Ulla Ribel and Thomas Hoeg-Jensen

      Version of Record online: 16 JUL 2010 | DOI: 10.1002/psc.1264

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      Backbone cyclic insulin was engineered from a yeast-based expression system via addition of two loops and the cyclisation bond formed by reverse proteolysis, providing carboxypeptidase inert cyclic insulin.

    5. Peptide–peptoid hybrids based on (1–11)-parathyroid hormone analogs (pages 480–485)

      A. Caporale, E. Schievano and E. Peggion

      Version of Record online: 13 JUL 2010 | DOI: 10.1002/psc.1265

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      A series of peptide-peptoid hybrids, containing N-substituted glycines, were synthesized based on the H-Aib-Val-Aib-Glu-Ile-Gln-Leu-Nle-His-Gln-Har-NH2 (Har = Homoarginine) as the parent parathyroid hormone (1–11) analog. The compounds were pharmacologically characterized in their agonistic activity at the parathyroid hormone 1 receptor.

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      Introduction of lipidization–cationization motifs affords systemically bioavailable neuropeptide Y and neurotensin analogs with anticonvulsant activities (pages 486–495)

      Brad R. Green, Karen L. White, Daniel R. McDougle, Liuyin Zhang, Brian Klein, Erika A. Scholl, Timothy H. Pruess, H. Steve White and Grzegorz Bulaj

      Version of Record online: 19 JUL 2010 | DOI: 10.1002/psc.1266

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      Rationally designed analogs of NPY and NT were chemically synthesized and their physicochemical and pharmacological properties were characterized. The analogs of NPY and NT, containing the lipidization–cationization motif, exhibited increased serum stability, increased log D values, retained high affinities toward their native receptors, and produced potent antiseizure activities in animal models of epilepsy following intraperitoneal administration.

    7. The conformational properties of dehydrobutyrine and dehydrovaline: theoretical and solid-state conformational studies (pages 496–505)

      Dawid Siodłak, Justyna Grondys, Tadeusz Lis, Maciej Bujak, Małgorzata A. Broda and Barbara Rzeszotarska

      Version of Record online: 19 JUL 2010 | DOI: 10.1002/psc.1267

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      Dehydrobutyrine, the simplest dehydroamino acid having the geometrical isomers E/Z, often occurs in nature. The dehydrobutyrine isomers as well as closely related dehydrovaline differ in their conformational preferences. Thus, they can be used as a conformational tool to influence the biological action of small cyclic peptides.

    8. Automated ‘X-Y’ robot for peptide synthesis with microwave heating: application to difficult peptide sequences and protein domains (pages 506–512)

      Leila Malik, A. Pernille Tofteng, Søren L. Pedersen, Kasper K. Sørensen and Knud J. Jensen

      Version of Record online: 14 JUL 2010 | DOI: 10.1002/psc.1269

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      Here we describe a new automated robotic instrument for solid-phase peptide synthesis with microwave heating, report protocols for its reliable use, and report the application to the synthesis of four long sequences, including the β-amyloid 1–42 peptide.