Supramolecular logic with macrocyclic input and competitive reset

被引:93
作者
Pischel, Uwe [1 ]
Uzunova, Vanya D. [2 ]
Remon, Patricia [1 ]
Nau, Werner M. [2 ]
机构
[1] Univ Huelva, Fac Ciencias Expt, Dept Ingn Quim Quim Fis & Quim Organ, E-21071 Huelva, Spain
[2] Jacobs Univ Bremen, Sch Sci & Engn, D-28759 Bremen, Germany
关键词
FLUORESCENT DYE; MOLECULAR LOGIC; ENZYME ASSAYS; PK(A) SHIFTS; CUCURBITURIL; HOST; DISPLACEMENT; SWITCH; GATES; PH;
D O I
10.1039/b927595a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The fluorescence of a designed water-soluble 4-sulfonato-1,8-naphthalimide dye can be switched on by the synchronous host-guest complexation with cucurbit[7]uril and decrease in pH (from 9 to 7). This affords a dual resettable (by addition of cadaverine as competitor or by deprotonation) logic gate based on modulation of photoinduced electron transfer.
引用
收藏
页码:2635 / 2637
页数:3
相关论文
共 43 条
[11]   Multiply reconfigurable 'plug and play' molecular logic via self-assembly [J].
de Silva, A. Prasanna ;
Dobbin, Catherine M. ;
Vancea, Thomas P. ;
Wannalerse, Boontana .
CHEMICAL COMMUNICATIONS, 2009, (11) :1386-1388
[12]   A MOLECULAR PHOTOIONIC AND GATE BASED ON FLUORESCENT SIGNALING [J].
DE SILVA, AP ;
GUNARATNE, HQN ;
MCCOY, CP .
NATURE, 1993, 364 (6432) :42-44
[13]   Integration of logic functions and sequential operation of gates at the molecular-scale [J].
de Silva, AP ;
Dixon, IM ;
Gunaratne, HQN ;
Gunnlaugsson, T ;
Maxwell, PRS ;
Rice, TE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (06) :1393-1394
[14]   Signaling recognition events with fluorescent sensors and switches [J].
de Silva, AP ;
Gunaratne, HQN ;
Gunnlaugsson, T ;
Huxley, AJM ;
McCoy, CP ;
Rademacher, JT ;
Rice, TE .
CHEMICAL REVIEWS, 1997, 97 (05) :1515-1566
[15]   A fluorophore capable of crossword puzzles and logic memory [J].
Guo, Zhiqian ;
Zhu, Weihong ;
Shen, Liangjun ;
Tian, He .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (29) :5549-5553
[16]   Label-free continuous enzyme assays with macrocycle-fluorescent dye complexes [J].
Hennig, Andreas ;
Bakirci, Huseyin ;
Nau, Werner M. .
NATURE METHODS, 2007, 4 (08) :629-632
[17]   Cucurbit[n]urils: from mechanism to structure and function [J].
Isaacs, Lyle .
CHEMICAL COMMUNICATIONS, 2009, (06) :619-629
[18]   New cucurbituril homologues:: Syntheses, isolation, characterization, and X-ray crystal structures of cucurbit[n]uril (n=5, 7, and 8) [J].
Kim, J ;
Jung, IS ;
Kim, SY ;
Lee, E ;
Kang, JK ;
Sakamoto, S ;
Yamaguchi, K ;
Kim, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (03) :540-541
[19]   Cucurbituril-Mediated Supramolecular Acid Catalysis [J].
Kloeck, Cornelius ;
Dsouza, Roy N. ;
Nau, Werner M. .
ORGANIC LETTERS, 2009, 11 (12) :2595-2598
[20]   Selective sensing of citrate by a supramolecular 1,8-naphthalimide/calix[4]arene assembly via complexation-modulated pKa shifts in a ternary complex [J].
Koner, Apurba L. ;
Schatz, Jurgen ;
Nau, Werner M. ;
Pischel, Uwe .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (10) :3889-3895