Antibiotic and hemolytic activity of a β2/β3 peptide capable of folding into a 12/10-helical secondary structure

被引:97
|
作者
Arvidsson, PI
Ryder, NS
Weiss, HM
Gross, G
Kretz, O
Woessner, R
Seebach, D [1 ]
机构
[1] ETH Honggerberg, Organ Chem Lab, CH-8093 Zurich, Switzerland
[2] Uppsala Univ, Inst Chem, Dept Organ Chem, S-75124 Uppsala, Sweden
[3] Novartis Inst Biomed Res Inc, Infect Dis Biol, Cambridge, MA 02139 USA
[4] Novartis Pharma AG, Preclin Safety RW Exploratory Clin Dev, CH-4002 Basel, Switzerland
关键词
amphiphiles; antibiotics; helical structures; peptides; peptidomimetics;
D O I
10.1002/cbic.200300698
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
引用
收藏
页码:1345 / 1347
页数:3
相关论文
共 50 条
  • [1] A γ-Amino Acid That Favors 12/10-Helical Secondary Structure in α/γ-Peptides
    Giuliano, Michael W.
    Maynard, Stacy J.
    Almeida, Aaron M.
    Guo, Li
    Guzei, Ilia A.
    Spencer, Lara C.
    Gellman, Samuel H.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (42) : 15046 - 15053
  • [2] Crystal Packing-induced Dimorphism of 12/10-Helical β-Peptides with Dynamic Folding Propensity
    Jang, Geunhyuk
    Shin, Seonho
    Guzei, Ilia A.
    Jung, Sooyong
    Choi, Moon-Gun
    Choi, Soo Hyuk
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2018, 39 (02): : 265 - 268
  • [3] 12/10-Helical β-Peptide with Dynamic Folding Propensity: Coexistence of Right- and Left-Handed Helices in an Enantiomeric Foldamer
    Shin, Seonho
    Lee, Mihye
    Guzei, Ilia A.
    Kang, Young Kee
    Choi, Soo Hyuk
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (40) : 13390 - 13395
  • [4] Structure, folding and activity of the VS ribozyme: importance of the 2-3-6 helical junction
    Lafontaine, DA
    Norman, DG
    Lilley, DMJ
    EMBO JOURNAL, 2001, 20 (06): : 1415 - 1424
  • [5] CD, REFTIR, AND NMR-SPECTROSCOPY OF 3(10)-HELICAL, AIB-RICH PEPTIDES - IMPLICATIONS FOR THE ELUCIDATION OF PEPTIDE SECONDARY STRUCTURE
    PETTIJOHN, A
    KUKI, A
    BIOPHYSICAL JOURNAL, 1994, 66 (02) : A65 - A65
  • [6] Synthesis and 12-helical secondary structure of β-peptides containing (2R,3R)-aminoproline
    Porter, EA
    Wang, XF
    Schmitt, MA
    Gellman, SH
    ORGANIC LETTERS, 2002, 4 (19) : 3317 - 3319
  • [7] STRUCTURE-ACTIVITY ANALYSIS OF THE ANTITUMOR AND HEMOLYTIC PROPERTIES OF THE AMPHIPHILIC ALPHA-HELICAL PEPTIDE, C18G
    PECKMILLER, KA
    BLAKE, J
    COSAND, WL
    DARVEAU, RP
    FELL, HP
    INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, 1994, 44 (02): : 143 - 151
  • [8] Synthesis and characterization of trans-2-aminocyclohexanecarboxylic acid oligomers:: An unnatural helical secondary structure and implications for β-peptide tertiary structure
    Appella, DH
    Christianson, LA
    Karle, IL
    Powell, DR
    Gellman, SH
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (26) : 6206 - 6212
  • [9] Design of a helical motif using α,β-dehydrophenylalanine residues. Crystal structure of boc- val-ΔPhe-Phe-Ala-Phe-ΔPhe-Val-ΔPhe-Gly-OCH3$ /, a 3$-10-helical nonapeptide
    Rajashankar, K.R.
    Ramakumar, S.
    Chauhan, V.S.
    Journal of the American Chemical Society, 1992, 114 (23)
  • [10] PEPTIDE STRUCTURES OF THE ALAMETHICIN SEQUENCE - THE C-TERMINAL ALPHA-3(10) HELICAL NONAPEPTIDE AND 2 PENTAPEPTIDES WITH OPPOSITE 3(10)-HELICITY
    BOSCH, R
    JUNG, G
    SCHMITT, H
    SHELDRICK, GM
    WINTER, W
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1984, 23 (06): : 450 - 453