Dynamically self-assembling metalloenzyme models based on calixarenes

被引:76
作者
Bakirci, Huseyin [1 ]
Koner, Apurba L. [1 ]
Dickman, Michael H. [1 ]
Kortz, Ulrich [1 ]
Nau, Werner M. [1 ]
机构
[1] Int Jacobs Univ Bremen, Sch Sci & Engn, D-28759 Bremen, Germany
关键词
calixarenes; metalloenzyme models; molecular recognition; self-assembly; supramolecular chemistry;
D O I
10.1002/anie.200602999
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Giving it a tri: Ternary complexes formed from a macrocyclic host (p-sulfonato-calix[4]arene), an organic guest (2,3-diazabicyclo[2.2.2]oct-2-ene), and transition-metal ions (see picture) result in a host-assisted formation of a metal-ligand bond. The system displays a very high selectivity as a result of triple supramolecular recognition involving Coulombic interactions, hydrophobic guest binding, and weak metal-ligand interactions. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7400 / 7404
页数:5
相关论文
共 22 条
[1]   CYCLODEXTRINS AS 2ND SPHERE LIGANDS FOR TRANSITION-METAL COMPLEXES - THE X-RAY CRYSTAL-STRUCTURE OF [RH(COD)(NH3)2.ALPHA-CYCLODEXTRIN][PF6].6H2O [J].
ALSTON, DR ;
SLAWIN, AMZ ;
STODDART, JF ;
WILLIAMS, DJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (09) :786-787
[2]  
ALSTON DR, 1985, ANGEW CHEM, V97, P771
[3]  
Atwood J.L., 1993, Supramol. Chem, V2, P309, DOI [10.1080/10610279308029824, DOI 10.1080/10610279308029824]
[4]   Fluorescence regeneration as a signaling principle for choline and carnitine binding: A refined supramolecular sensor system based on a fluorescent azoalkane [J].
Bakirci, H ;
Nau, WM .
ADVANCED FUNCTIONAL MATERIALS, 2006, 16 (02) :237-242
[5]   Spherical shape complementarity as an overriding motif in the molecular recognition of noncharged organic guests by p-sulfonatocalix[4]arene:: Complexation of bicyclic azoalkanes [J].
Bakirci, H ;
Koner, AL ;
Nau, WM .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (24) :9960-9966
[6]   Binding of inorganic cations by p-sulfonatocalix[4]arene monitored through competitive fluorophore displacement in aqueous solution [J].
Bakirci, H ;
Koner, AL ;
Nau, WM .
CHEMICAL COMMUNICATIONS, 2005, (43) :5411-5413
[7]   Analysis of host-assisted guest protonation exemplified for p-sulfonatocalix[4]arene -: Towards enzyme-mimetic pKa shifts [J].
Bakirci, Hueseyin ;
Koner, Apurba L. ;
Schwarzlose, Thomas ;
Nau, Werner M. .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (18) :4799-4807
[8]   A synthetic receptor for choline and carnitine [J].
Ballester, P ;
Shivanyuk, A ;
Far, AR ;
Rebek, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (47) :14014-14016
[9]   AZOALKANES AS ELECTRON-DONORS IN CHARGE-TRANSFER COMPLEXES - MOLECULAR-STRUCTURES WITH SACRIFICIAL (PI-STAR, SIGMA-STAR) AND INCREVALENT (V) ELECTRON-ACCEPTORS [J].
BLACKSTOCK, SC ;
KOCHI, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (08) :2484-2496
[10]   Biomimetic reactions catalyzed by cyclodextrins and their derivatives [J].
Breslow, R ;
Dong, SD .
CHEMICAL REVIEWS, 1998, 98 (05) :1997-2011