Selective Modification of the N-Terminal Structure of Polytheonamide B Significantly Changes its Cytotoxicity and Activity as an Ion Channel

被引:22
|
作者
Shinohara, Naoki [1 ]
Itoh, Hiroaki [1 ]
Matsuoka, Shigeru [1 ]
Inoue, Masayuki [1 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
基金
日本学术振兴会;
关键词
cytotoxic agents; natural products; nonribosomal peptides; structure-activity relationships; synthetic ion channels; MARINE SPONGE; GRAMICIDIN-A; TRANSMEMBRANE CHANNEL; FUNCTIONAL-ANALYSIS; PEPTIDE; POLYPEPTIDES; MEMBRANE; PROTEINS; BEHAVIOR; ASSAY;
D O I
10.1002/cmdc.201200142
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
引用
收藏
页码:1770 / 1773
页数:4
相关论文
共 34 条
  • [1] Control of the cytotoxicity of dansylated polytheonamide mimic, an artificial peptide ion channel, by modification of the N-terminal structure
    Itoh, Hiroaki
    Matsutaka, Shoko
    Kuranaga, Takefumi
    Inoue, Masayuki
    [J]. TETRAHEDRON LETTERS, 2014, 55 (03) : 728 - 731
  • [2] Selective modification at the N-terminal region of human growth hormone that shows antagonistic activity
    Tchelet, A
    Vogel, T
    Helman, D
    Guy, R
    Neospouolus, C
    Goffin, V
    Djiane, J
    Gertler, A
    [J]. MOLECULAR AND CELLULAR ENDOCRINOLOGY, 1997, 130 (1-2) : 141 - 152
  • [3] Structure of the N-terminal ankyrin repeat domain of the TRPV2 ion channel
    Jin, Xiangshu
    Touhey, Jason
    Gaudet, Rachelle
    [J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 2006, 281 (35) : 25006 - 25010
  • [4] Functional impact of specific N-terminal phosphorylation on TRPC5 ion channel activity
    Mitro, Michal
    Ptakova, Alexandra
    Vlachova, Viktorie
    Zimova, Lucie
    [J]. EUROPEAN BIOPHYSICS JOURNAL WITH BIOPHYSICS LETTERS, 2023, 52 (SUPPL 1): : S167 - S167
  • [5] The contribution of the N-terminal structure of polymyxin B peptides to antimicrobial and lipopolysaccharide binding activity
    Sakura, N
    Itoh, T
    Uchida, Y
    Ohki, K
    Okimura, K
    Chiba, K
    Sato, Y
    Sawanishi, H
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2004, 77 (10) : 1915 - 1924
  • [6] A Novel β-Defensin Structure: Big Defensin Changes Its N-Terminal Structure To Associate with the Target Membrane
    Kouno, Takahide
    Mizuguchi, Mineyuki
    Aizawa, Tomoyasu
    Shinoda, Hiroyuki
    Demura, Makoto
    Kawabata, Shun-ichiro
    Kawano, Keiichi
    [J]. BIOCHEMISTRY, 2009, 48 (32) : 7629 - 7635
  • [7] ION-CHANNEL ACTIVITY OF N-TERMINAL FRAGMENTS FROM CRYIA(C) DELTA-ENDOTOXIN
    WALTERS, FS
    SLATIN, SL
    KULESZA, CA
    ENGLISH, LH
    [J]. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1993, 196 (02) : 921 - 926
  • [8] CONFORMATIONAL STUDIES OF THE N-TERMINAL DOMAIN OF THE SHAKER-B K+ ION CHANNEL BY CD AND NMR
    LEE, CWB
    ALDRICH, RW
    GIERASCH, LM
    [J]. FASEB JOURNAL, 1992, 6 (01): : A379 - A379
  • [9] The structure of the N-terminal module of the cell wall hydrolase RipA and its role in regulating catalytic activity
    Steiner, Eva Maria
    Lyngso, Jeppe
    Guy, Jodie E.
    Bourenkov, Gleb
    Lindqvist, Ylva
    Schneider, Thomas R.
    Pedersen, Jan Skov
    Schneider, Gunter
    Schnell, Robert
    [J]. PROTEINS-STRUCTURE FUNCTION AND BIOINFORMATICS, 2018, 86 (09) : 912 - 923
  • [10] Structure and functional characterization of the periplasmic N-terminal polypeptide domain of the sugar-specific ion channel protein (ScrY porin)
    Michels, J
    Geyer, A
    Mocanu, V
    Welte, W
    Burlingame, AL
    Przybylski, M
    [J]. PROTEIN SCIENCE, 2002, 11 (06) : 1565 - 1574