Journal of Peptide Science

Cover image for Vol. 17 Issue 10

October 2011

Volume 17, Issue 10

Pages 659–714

  1. Research Articles

    1. Top of page
    2. Research Articles
    3. Protocols
    1. Functional association of the N-terminal residues with the central region in glucagon-related peptides (pages 659–666)

      James T. Patterson, Jonathan W. Day, Vasily M. Gelfanov and Richard D. DiMarchi

      Version of Record online: 10 JUN 2011 | DOI: 10.1002/psc.1385

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      Biochemical signaling at glucagon-related peptide receptors is highly dependent on proper orientation of the peptide's N-terminal histidine within the receptor's core domain. Interactions between the central region (residues 16–24) of the peptide with the receptor extracellular domain appear to influence the orientation of this N-terminal residue and the acceptance of altered structure at the second amino acid (residue X).

    2. Structure–activity relationships of a peptidic antagonist of Id1 studied by biosensor method, circular dichroism spectroscopy, and bioassay (pages 667–674)

      Shih-Ying Yang, Yeh Chen, Chia-Xin Yang, De-Len Yang, Sheng-Chu Kuo, Li-Jiau Huang and Feng-Di T. Lung

      Version of Record online: 1 AUG 2011 | DOI: 10.1002/psc.1386

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      A series of N-terminal- and C-terminal-deleted analogs of peptide 3C, a peptidic antagonist of Id1 which exhibits affinity for Id1 and inhibitory effect on the proliferation of cancer cells, were synthesized and characterized. Affinity of each peptide for Id1 or Id1-HLH domain was determined by SPR-based biosensor, and peptides 3C and 3C-CtD4 were found to exhibit higher affinity for Id1 and Id1-HLH with the equilibrium dissociation constants (KD) of 3.16 and 2.77 µM, respectively. They are the lead compounds for further modifications to develop antagonists of Id1 as anticancer agents.

    3. Enantiomeric 9-mer peptide analogs of protaetiamycine with bacterial cell selectivities and anti-inflammatory activities (pages 675–682)

      Eunjung Lee, Jin-Kyoung Kim, Soyoung Shin, Ki-Woong Jeong, Juneyoung Lee, Dong Gun Lee, Jae-Sam Hwang and Yangmee Kim

      Version of Record online: 17 JUL 2011 | DOI: 10.1002/psc.1387

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      Enantiomeric 9-mer peptide analog of protaetiamycine, 9Pbw3-D with high anti-inflammatory activity as well as low cytotoxicity against mammalian cell can be a potent non-cytotoxic antibiotic candidate.

    4. Total synthesis of a depsidomycin analogue by convergent solid-phase peptide synthesis and macrolactonization strategy for antitubercular activity (pages 683–689)

      Venugopala K. Narayanaswamy, Fernando Albericio, Yacoob Mohamed Coovadia, Hendrik G. Kruger, Glenn E. M. Maguire, Melendhran Pillay and Thavendran Govender

      Version of Record online: 17 JUL 2011 | DOI: 10.1002/psc.1389

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      Total synthesis of depsidomycin analogue 2 by CSPPS and macrolactonization under Yamaguchi conditions are reported at 42 and 81%, yield respectively. The title compound exhibited antitubercular activity at 4 and 16 µg/ml against H37RV and MDR strains, respectively.

    5. The conformational properties of α,β-dehydroamino acids with a C-terminal ester group (pages 690–699)

      Dawid Siodłak, Justyna Grondys and Małgorzata A. Broda

      Version of Record online: 1 AUG 2011 | DOI: 10.1002/psc.1390

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      α,β-Dehydroamino acid esters have been shown to exhibit unique conformational properties, which depend on the presence of a C-terminal ester group, the position of the side chain, and the polarity of the environment.

    6. Dermaseptin 01 as antimicrobial peptide with rich biotechnological potential: study of peptide interaction with membranes containing Leishmania amazonensis lipid-rich extract and membrane models (pages 700–707)

      Luiz C. Salay, Thatyane M. Nobre, Marcelle C. Colhone, Maria E. D. Zaniquelli, Pietro Ciancaglini, Rodrigo G. Stabeli, José Roberto S. A. Leite and Valtencir Zucolotto

      Version of Record online: 1 AUG 2011 | DOI: 10.1002/psc.1392

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      DS 01 peptide interacts with phospholipid (PL) monolayers obtained from Leishmania amazonensis, as well as with zwitterionic and negatively charged PLs. Interactions between the peptide and the membrane models have been assessed by surface pressure measurements with Langmuir monolayers and dilatational surface elasticity measurements. DS 01 exhibited higher affinity to net negatively charged membranes.

  2. Protocols

    1. Top of page
    2. Research Articles
    3. Protocols
    1. Conventional and microwave-assisted SPPS approach: a comparative synthesis of PTHrP(1–34)NH2 (pages 708–714)

      Fabio Rizzolo, Chiara Testa, Duccio Lambardi, Michael Chorev, Mario Chelli, Paolo Rovero and Anna Maria Papini

      Version of Record online: 1 AUG 2011 | DOI: 10.1002/psc.1395

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      In this paper, we report an optimization study of SPPS of PTHrP(1–34)NH2 by analyzing of intermediate peptide fragments, using a combination of MW-assisted synthesis and MW-assisted mini-cleavage for identifying the critical synthetic steps and characterize the side products affecting conventional room temperature SPPS. In fact, the length of the peptide and the sequence of PTHrP(1–34)NH2 present features that are quite challenging in SPPS, i.e., clusters of arginines, sterically hindered and hydrophobic amino acid residues especially in the 18–33 region.