A novel pH-sensitive chiral amphiphile:: Synthesis, aggregation, and interaction with β-cyclodextrin

被引:22
|
作者
Wang, CZ [1 ]
Gao, Q [1 ]
Huang, JB [1 ]
机构
[1] Peking Univ, Inst Phys Chem, Beijing 100871, Peoples R China
关键词
D O I
10.1021/la0265878
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel pH-sensitive chiral amphiphile, N-(4-decyloxy-2-hydroxybenzylidene)-L-leucine, was synthesized. Two kinds of vesicles were found at different pH ranges, 6.5-8.0 and 11.5-12.5, and a helical structure was observed at pH = 11.0. This unique behavior can be attributed to the formation of a dimeric structure. The interaction between this amphiphile and beta-cyclodextrin was investigated by fluorescence emission spectra, H-1 NMR, and molecular modeling.
引用
收藏
页码:3757 / 3761
页数:5
相关论文
共 50 条
  • [21] pH-sensitive unimolecular polymeric micelles: Synthesis of a novel drug carrier
    Jones, MC
    Ranger, M
    Leroux, JC
    BIOCONJUGATE CHEMISTRY, 2003, 14 (04) : 774 - 781
  • [22] Synthesis of an amphiphilic hyperbranched polymer as a novel pH-sensitive drug carrier
    Chen, Rui
    Wang, Liqun
    RSC ADVANCES, 2015, 5 (26): : 20155 - 20159
  • [23] Synthesis of novel amphiphilic and pH-sensitive ABC miktoarm star terpolymers
    Van Butsele, K.
    Stoffelbach, F.
    Jerome, R.
    Jerome, C.
    MACROMOLECULES, 2006, 39 (17) : 5652 - 5656
  • [24] Synthesis of photoluminescent glycodendrimer with terminal β-cyclodextrin molecules as a biocompatible pH-sensitive carrier for doxorubicin delivery
    Pooresmaeil, Malihe
    Namazi, Hassan
    Salehi, Roya
    CARBOHYDRATE POLYMERS, 2020, 246
  • [25] A novel pH-sensitive composite nanofiltration membrane
    Wang, W.
    Li, G. D.
    Du, Q. Y.
    ADVANCES IN HETEROGENEOUS MATERIAL MECHANICS 2008, 2008, : 802 - 806
  • [26] A novel pH-sensitive MRI contrast agent
    Zhang, SR
    Wu, KC
    Sherry, AD
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1999, 38 (21) : 3192 - 3194
  • [27] Polymerized ion pair amphiphile vesicles with pH-sensitive transformation and controlled release property
    Chung, MH
    Park, C
    Chun, BC
    Chung, YC
    COLLOIDS AND SURFACES B-BIOINTERFACES, 2004, 34 (03) : 179 - 184
  • [28] Novel pH-sensitive probes with a ratiometric detection for intracellular pH
    Ipuy, Martin
    Billon, Cyrielle
    Micouin, Guillaume
    Samarut, Jacques
    Andraud, Chantal
    Bretonniere, Yann
    NANOBIOSYSTEMS: PROCESSING, CHARACTERIZATION, AND APPLICATIONS VII, 2014, 9171
  • [29] Preparation and Release of pH-Sensitive β-Cyclodextrin Derivative Micelles Loaded with Paclitaxel
    Zhao, Meirong
    Jiang, Weiwei
    Xie, Xinrong
    Jaiswal, Yogini
    Williams, Leonard
    Wei, Mei
    Mo, Ying
    Guan, Yifu
    Yang, Hua
    POLYMERS, 2022, 14 (12)
  • [30] Synthesis and characterization of pH-sensitive hydrogels of dextran
    Giannuzzo, M
    Feeney, M
    Paolicelli, P
    Casadei, MA
    JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY, 2006, 16 (01) : 49 - 54