Journal of Peptide Science

Cover image for Vol. 18 Issue 10

October 2012

Volume 18, Issue 10

Pages 599–656

  1. Research Articles

    1. Top of page
    2. Research Articles
    1. Absence of in vitro innate immunomodulation by insect-derived short proline-rich antimicrobial peptides points to direct antibacterial action in vivo (pages 599–608)

      Stefanie Fritsche, Daniel Knappe, Nicole Berthold, Heiner von Buttlar, Ralf Hoffmann and Gottfried Alber

      Version of Record online: 30 AUG 2012 | DOI: 10.1002/psc.2440

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      In this study, we show that optimized insect PrAMPs (e.g. Onc72) do not modulate activation of innate immune cells such as dendritic cells and macrophages in vitro. This includes expression of surface activation markers (e.g. CD86), cytokine secretion and induction of chemotaxis. Thus, the efficacy of the insect peptide derivatives studied in murine infection models appears to rely exclusively on a direct antibacterial effect.

    2. Improved anticancer potency by head-to-tail cyclization of short cationic anticancer peptides containing a lipophilic β2,2-amino acid (pages 609–619)

      Veronika Tørfoss, Johan Isaksson, Dominik Ausbacher, Bjørn-Olav Brandsdal, Gøril E. Flaten, Trude Anderssen, Cristiane de A. Cavalcanti-Jacobsen, Martina Havelkova, Leonard T. Nguyen, Hans J. Vogel and Morten B. Strøm

      Version of Record online: 29 AUG 2012 | DOI: 10.1002/psc.2441

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      Head-to-tail cyclization of small heptapeptides, hexapeptides and pentapeptides containing an unnatural β2,2-amino acid with either two 2-naphthyl-methylene or two para-CF3-benzyl side chains resulted in highly potent peptides against Burkitt's lymphoma (Ramos). Studies by NMR, molecular dynamics simulations and an annexin-V-FITC/propidium iodide fluorescent assay revealed that the most potent peptides had a rigid amphipathic conformation that enabled a deep penetration into phospholipid bilayers, thus indicating a membrane disruptive mode of action.

    3. Synthesis and evaluation of tripeptidic plasmin inhibitors with nitrile as warhead (pages 620–625)

      Naoki Teno, Tadamune Otsubo, Keigo Gohda, Keiko Wanaka, Takuya Sueda, Kiyoshi Ikeda, Akiko Hijikata-Okunomiya and Yuko Tsuda

      Version of Record online: 7 SEP 2012 | DOI: 10.1002/psc.2442

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      Tripeptidic plasmin inhibitors with nitrile as warhead were designed and synthesized. Molecular modeling of the potent inhibitor in this study complexed with plasmin reveal that the P2 residue makes favorable contacts with the open binding pocket comprising the S2 and S3 subsites of plasmin.

    4. Formation mechanism of cross-linking Maillard compounds in peptide–xylose systems (pages 626–634)

      Ping Liu, Xiaoming Zhang, Meigui Huang, Shiqing Song and John Nsor-Atindana

      Version of Record online: 30 AUG 2012 | DOI: 10.1002/psc.2443

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      The formation mechanism of Maillard peptides was explored in Maillard reaction through diglycine/glutathione/(Cys-Glu-Lys-His-Ile-Met)-xlyose systems. The fluorescence intensity, molecular weight profiles, LC-MS and LC-MS/MS investigations were employed, meanwhile, [13C5]xylose was used to trace back the origin of the carbons in the high molecular weight (HMW) products formed by the cross-linking of peptides and sugar. It was concluded that Maillard peptides can be prepared through the cross-linking of sugar and small peptides with a certain MW range.

    5. TectoRNP: self-assembling RNAs with peptide recognition motifs as templates for chemical peptide ligation (pages 635–642)

      Kohei Yamashita, Takahiro Tanaka, Hiroyuki Furuta and Yoshiya Ikawa

      Version of Record online: 27 AUG 2012 | DOI: 10.1002/psc.2444

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      A template RNA that facilitates peptide ligation depending on controlled dimer formation was designed by using self-dimerizing tectoRNA as a platform. Two RNA-binding peptides were recognized by two peptide-binding RNA motifs embedded in the template RNA, and chemical ligation was promoted because of the entropic effect of Mg2+-dependent dimerization.

    6. A positively charged surface patch is important for hainantoxin-IV binding to voltage-gated sodium channels (pages 643–649)

      Yu Liu, Dan Li, Zhe Wu, Jing Li, Dongsong Nie, Yang Xiang and Zhonghua Liu

      Version of Record online: 27 AUG 2012 | DOI: 10.1002/psc.2451

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      A positively charged surface patch composed of K27, H28, R29 and K32 is important to HNTX-IV binding to TTX-S sodium channels.

    7. The insect peptide CopA3 inhibits lipopolysaccharide-induced macrophage activation (pages 650–656)

      Hyo Jung Nam, Ah Reum Oh, Seung Taek Nam, Jin Ku Kang, Jong Soo Chang, Dae Hong Kim, Ji Hye Lee, Jae Sam Hwang, Ko Eun Shong, Mi Jung Park, Heon Seok and Ho Kim

      Version of Record online: 11 SEP 2012 | DOI: 10.1002/psc.2437

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      The α-helical domain of the natural insect peptide (coprisin) possesses antibacterial activity. We have synthesized a nine-mer dimeric D-type peptide (CopA3), derived from this domain, finding it to have anti-inflammatory activity against Clostridium difficile-induced animal colitis. Here, we report that CopA3 inhibits the LPS-induced activation of macrophages and that this inhibitory effect is associated with inactivation of JAK/STAT pathways involved in proinflammatory cytokine production. This suggests that CopA3 could be used against hyper-immune responses mediated by abnormally activated macrophages.