Characterization of self-assembling encapsulation complexes in the gas phase and solution

被引:65
作者
Schalley, CA
Martín, T
Obst, U
Rebek, J
机构
[1] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
关键词
D O I
10.1021/ja9836848
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The interaction of quaternary ammonium ion guests with self-assembling hosts was examined by H-1 NMR and ESI-MS experiments. The hosts consist of four identical, self-complementary subunits, reversibly joined in a capsular assembly through hydrogen bonding. Both approaches show the ammonium ions to be encapsulated, held within the hollow shell of the capsule. Competition experiments with a series of different guest ions reveal a characteristic size selectivity. The NMR and MS methods are complementary: MS easily reveals the formation of heterotetramers from different subunits that could not be determined by NMR, while NMR allowed competitive encapsulations of neutral and ionic guests that were not possible to detect with MS. These competition experiments gave a lower limit of ca. 3.6 kcal/mol for the contribution of cation-pi interactions involved in the encapsulation of the ionic guests.
引用
收藏
页码:2133 / 2138
页数:6
相关论文
共 77 条
  • [61] Activation energies for dissociation of double strand oligonucleotide anions: Evidence for Watson-Crick base pairing in vacuo
    Schnier, PD
    Klassen, JS
    Strittmatter, EE
    Williams, ER
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (37) : 9605 - 9613
  • [62] Mass spectrometry and viral analysis
    Siuzdak, G
    Bothner, B
    Yeager, M
    Brugidou, C
    Fauquet, CM
    Hoey, K
    Chang, CM
    [J]. CHEMISTRY & BIOLOGY, 1996, 3 (01): : 45 - 48
  • [63] EVIDENCE OF CA2+-DEPENDENT CARBOHYDRATE ASSOCIATION THROUGH ION SPRAY MASS-SPECTROMETRY
    SIUZDAK, G
    ICHIKAWA, Y
    CAULFIELD, TJ
    MUNOZ, B
    WONG, CH
    NICOLAOU, KC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (07) : 2877 - 2881
  • [64] Siuzdak G, 1998, J MASS SPECTROM, V33, P203, DOI 10.1002/(SICI)1096-9888(199803)33:3<203::AID-JMS653>3.0.CO
  • [65] 2-Q
  • [66] GAS-PHASE MICELLES
    SIUZDAK, G
    BOTHNER, B
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (18): : 2053 - 2055
  • [67] PRINCIPLES AND PRACTICE OF ELECTROSPRAY IONIZATION - MASS-SPECTROMETRY FOR LARGE POLYPEPTIDES AND PROTEINS
    SMITH, RD
    LOO, JA
    LOO, RRO
    BUSMAN, M
    UDSETH, HR
    [J]. MASS SPECTROMETRY REVIEWS, 1991, 10 (05) : 359 - 451
  • [68] Molecular architecture via coordination: Marriage of crown ethers and calixarenes with molecular squares, unique tetranuclear metallamacrocycles from metallacrown ether and metallacalixarene complexes via self-assembly
    Stang, PJ
    Cao, DH
    Chen, KC
    Gray, GM
    Muddiman, DC
    Smith, RD
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (22) : 5163 - 5168
  • [69] ARTIFICIAL ALLOSTERIC SYSTEMS
    TABUSHI, I
    [J]. PURE AND APPLIED CHEMISTRY, 1988, 60 (04) : 581 - 586
  • [70] Energetic analysis of an engineered cation-π interaction in staphylococcal nuclease
    Ting, AY
    Shin, I
    Lucero, C
    Schultz, PG
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (28) : 7135 - 7136