A new pH-switchable dimannosyl[c2]daisy chain molecular machine

被引:190
作者
Coutrot, Frederic [1 ,2 ]
Romuald, Camille [1 ,2 ]
Busseron, Eric [1 ,2 ]
机构
[1] Univ Montpellier 2, UMR CNRS 5247, Inst Biomol Max Mousseron, F-34296 Montpellier 5, France
[2] Ecole Natl Super Chim Montpellier, F-34296 Montpellier 5, France
关键词
D O I
10.1021/ol801390h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation of a dimannosyl[c2]daisy chain molecular machine containing an ammonium and a triazolium station is described. The both stretched and contracted states of the molecular machine can be obtained by variation of the pH, thus localizing the mannosyl stoppers closer or farther away.
引用
收藏
页码:3741 / 3744
页数:4
相关论文
共 50 条
[1]   Lectins: tools for the molecular understanding of the glycocode [J].
Ambrosi, M ;
Cameron, NR ;
Davis, BG .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (09) :1593-1608
[2]   Diastereospecific photochemical dimerization of a stilbene-containing daisy chain monomer in solution as well as in the solid state [J].
Amirsakis, DG ;
Elizarov, AM ;
Garcia-Garibay, MA ;
Glink, PT ;
Stoddart, JF ;
White, AJP ;
Williams, DJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (10) :1126-1132
[3]  
Balzani V, 2000, ANGEW CHEM INT EDIT, V39, P3348, DOI 10.1002/1521-3773(20001002)39:19<3348::AID-ANIE3348>3.0.CO
[4]  
2-X
[5]   Molecular machines [J].
Balzani, V ;
Gómez-López, M ;
Stoddart, JF .
ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (07) :405-414
[6]   Molecular devices and machines [J].
Balzani, Vincenzo ;
Credi, Alberto ;
Venturi, Margherita .
NANO TODAY, 2007, 2 (02) :18-25
[7]   Determining the intracellular transport mechanism of a cleft-[2]rotaxane [J].
Bao, Xiaofeng ;
Isaacsohn, Idit ;
Drew, Angela F. ;
Smithrud, David B. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (37) :12229-12238
[8]   Monitoring cyclodextrin-polyviologen pseudopolyrotaxanes with the Bradford assay [J].
Belitsky, JM ;
Nelson, A ;
Stoddart, JF .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (02) :250-256
[9]   Mono- and bivalent ligands bearing mannose 6-phosphate (M6P) surrogates: Targeting the M6P/insulin-like growth factor II receptor [J].
Berkowitz, DB ;
Maiti, G ;
Charette, BD ;
Dreis, CD ;
MacDonald, RG .
ORGANIC LETTERS, 2004, 6 (26) :4921-4924
[10]   Transition-metal-complexed molecular machine prototypes [J].
Bonnet, Sylvestre ;
Collin, Jean-Paul ;
Koizumi, Masatoshi ;
Mobian, Pierre ;
Sauvage, Jean-Pierre .
ADVANCED MATERIALS, 2006, 18 (10) :1239-1250