Cucurbit[8]uril/cucurbit[7]uril controlled off/on fluorescence of the acridizinium and 9-aminoacridizinium cations in aqueous solution

被引:68
作者
Wang, Ruibing
Yuan, Lina
Ihmels, Heiko
Macartney, Donal H.
机构
[1] Queens Univ, Dept Chem, Kingston, ON K7L 3N6, Canada
[2] Univ Siegen, D-57072 Siegen, Germany
关键词
acridizinium cations; cucurbiturils; fluorescence; hostguest systems; supramolecular chemistry;
D O I
10.1002/chem.200700199
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The blue fluorescence of acridizinium bromide (ADZ(+)) and the green fluorescence of 9-aminoacridizinium bromide (AADZ(+)) in aqueous solutions can be almost entirely switched off upon the double inclusion of these guests in the. cavity of cucurbit[8]uril (CB[8]) owing to the formation of a nonfluorescent, non-covalent dimer complex, and then fluorescence can be effectively restored by adding cucurbit[7]uril (CB[7]) to the complex because it competitively extracts the fluorophores out of the CB[8] cavity.
引用
收藏
页码:6468 / 6473
页数:6
相关论文
共 60 条
  • [1] Cucurbituril binding of trans-[{PtCl(NH3)2}2(μ-NH2(CH2)8NH2)]2+ and the effect on the reaction with cysteine
    Bali, Mark S.
    Buck, Damian P.
    Coe, Andrew J.
    Day, Anthony I.
    Collins, J. Grant
    [J]. DALTON TRANSACTIONS, 2006, (45) : 5337 - 5344
  • [2] Behrend R, 1905, LIEBIGS ANN CHEM, V339, P1
  • [3] Studies on the mechanism of the photo-induced DNA damage in the presence of acridizinium salts -: Involvement of singlet oxygen and an unusual source for hydroxyl radicals
    Bohne, C
    Faulhaber, K
    Giese, B
    Häfner, A
    Hofmann, A
    Ihmels, H
    Köhler, AK
    Perä, S
    Schneider, F
    Sheepwash, MAL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (01) : 76 - 85
  • [4] AROMATIC CYCLODEHYDRATION .30. ACRIDIZINIUM SALTS
    BRADSHER, CK
    BEAVERS, LE
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (18) : 4812 - 4813
  • [5] Charge-mediated recognition of N-terminal tryptophan in aqueous solution by a synthetic host
    Bush, ME
    Bouley, ND
    Urbach, AR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (41) : 14511 - 14517
  • [6] A stable cis-stilbene derivative encapsulated in cucurbit[7]uril
    Choi, S
    Park, SH
    Ziganshina, AY
    Ko, YH
    Lee, JW
    Kim, K
    [J]. CHEMICAL COMMUNICATIONS, 2003, (17) : 2176 - 2177
  • [7] CONNORS KA, 1987, BINDING CONSTANTS, P78
  • [8] Controlling factors in the synthesis of cucurbituril and its homologues
    Day, A
    Arnold, AP
    Blanch, RJ
    Snushall, B
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (24) : 8094 - 8100
  • [9] Detection of biomacromolecules with fluorescent light-up probes
    Faulhaber, Katja
    Granzhan, Anton
    Ihmels, Heiko
    Viola, Giampietro
    [J]. PURE AND APPLIED CHEMISTRY, 2006, 78 (12) : 2325 - 2331
  • [10] CUCURBITURIL
    FREEMAN, WA
    MOCK, WL
    SHIH, NY
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (24) : 7367 - 7368