Synthesis of self-assembling arylopeptoid bearing hydrophilic polymer on the basis of soluble polymer-supported liquid-phase synthesis

被引：4
|
作者：
Tsuzuki, Tomoya [1 ]
Katagiri, Hiroshi [2 ]
Kitamura, Yoshiaki [1 ,3 ]
Kitade, Yukio [1 ,3 ,4 ]
Ikeda, Masato [1 ,3 ,4 ]
机构：
[1] Gifu Univ, Grad Sch Engn, Dept Biomol Sci, 1-1 Yanagido, Gifu 5011193, Japan
[2] Yamagata Univ, Grad Sch Sci & Engn, 4-3-16 Jonan, Yonezawa, Yamagata 9928510, Japan
[3] Gifu Univ, Dept Chem & Biomol Sci, Fac Engn, 1-1 Yanagido, Gifu 5011193, Japan
[4] Gifu Univ, United Grad Sch Drug Discovery & Med Informat Sci, 1-1 Yanagido, Gifu 5011193, Japan
来源：
TETRAHEDRON | 2016年 / 72卷 / 43期
基金：
日本学术振兴会;
关键词：
Self-assembly; Peptidomimetics; Oligomer; Polymer-supported synthesis; DRUG-DELIVERY; PEPTOIDS; SEQUENCE;
D O I：
10.1016/j.tet.2016.09.022
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We describe a new polymer-supported liquid-phase submonomer synthesis (LPSS) protocol for the construction of self-assembling arylopeptoids using polyethylene glycol monomethyl ether (MPEG) as a hydrophilic polymer support. Self-assembling properties of arylopeptoids bearing MPEG (without cleavage from the polymer support for the synthesis) in aqueous media was investigated using fluorescence probe method, dynamic light scattering, and transmission electron microscopy. We found that an arylopeptoid pentamer bearing MPEG exhibits self-assembling ability to form spherical-shaped nanostructures. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6886 / 6891
页数：6
相关论文
共 50 条
  • [1] Liquid-phase chemistry: recent advances in soluble polymer-supported catalysts, reagents and synthesis
    Wentworth, P
    Janda, KD
    CHEMICAL COMMUNICATIONS, 1999, (19) : 1917 - 1924
  • [2] Soluble polymer-supported organic synthesis
    Toy, PH
    Tanda, KD
    ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (08) : 546 - 554
  • [3] Soluble polymer-supported synthesis of isoxazoles
    Shang, YJ
    Wang, YG
    TETRAHEDRON LETTERS, 2002, 43 (12) : 2247 - 2249
  • [4] Soluble polymer-supported synthesis of arylpiperazines
    Pan, PC
    Sun, CM
    TETRAHEDRON LETTERS, 1998, 39 (51) : 9505 - 9508
  • [5] Soluble polymer-supported synthesis of benzodiazepinones
    Wu, CY
    Sun, CM
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (06) : 959 - 962
  • [6] Soluble polymer supports for liquid-phase synthesis
    Geckeler, K.E.
    Advances in Polymer Science, 1995, 121 : 31 - 79
  • [7] Soluble polymer-supported synthesis of tertiary amines
    Chen, ZX
    Yang, GC
    Zhang, ZJ
    SYNTHETIC COMMUNICATIONS, 2003, 33 (05) : 729 - 734
  • [8] Soluble polymer-supported synthesis of imines and β-lactams
    Molteni, V
    Annunziata, R
    Cinquini, M
    Cozzi, F
    Benaglia, M
    TETRAHEDRON LETTERS, 1998, 39 (10) : 1257 - 1260
  • [9] Synthesis and investigation of soluble polymer-supported dendrimers
    Xie, C
    Lu, CF
    Chen, ZX
    Yang, GC
    CHINESE JOURNAL OF CHEMISTRY, 2006, 24 (04) : 585 - 587
  • [10] Soluble polymer-supported synthesis of Biginelli compounds
    Xia, M
    Wang, YG
    TETRAHEDRON LETTERS, 2002, 43 (43) : 7703 - 7705
12345