CHANNEL-TYPE MOLECULAR-STRUCTURES .2. SYNTHESIS OF BOUQUET-SHAPED MOLECULES BASED ON A BETA-CYCLODEXTRIN CORE

被引:61
作者
CANCEILL, J [1 ]
JULLIEN, L [1 ]
LACOMBE, L [1 ]
LEHN, JM [1 ]
机构
[1] COLL FRANCE,CHIM INTERACT MOLEC LAB,11 PL MARCELIN BERTHELOT,F-75005 PARIS,FRANCE
关键词
D O I
10.1002/hlca.19920750315
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new series of channel-type molecules presenting the features of potential transmembrane structures is described. They result from the grafting of amphiphilic side chains on a beta-cyclodextrin derivative 3 that constitutes the organizing core. They belong to the 'bouquet' family (B). Compounds bearing poly(oxyethylene) side chains, B(CD)O 16 and 17, and their polymethylene analogues B(CD)C 18 and 19, were synthesized. The properties investigated emphasize the suitability of such molecules to be incorporated into lipid bilayer membranes.
引用
收藏
页码:791 / 812
页数:22
相关论文
共 22 条
[1]  
Bender M. L., 1978, CYCLODEXTRIN CHEM, DOI [10.1007/978-3-642-66842-5, DOI 10.1007/978-3-642-66842-5]
[2]  
BERGERON R, 1975, J BIOL CHEM, V250, P1223
[3]   SELECTIVE ALKYLATION OF CYCLOHEPTAAMYLOSE [J].
BERGERON, RJ ;
MEELEY, MP ;
MACHIDA, Y .
BIOORGANIC CHEMISTRY, 1976, 5 (01) :121-126
[4]   CYCLODEXTRIN CHEMISTRY - SELECTIVE MODIFICATION OF ALL PRIMARY HYDROXYL-GROUPS OF ALPHA-CYCLODEXTRINS AND BETA-CYCLODEXTRINS [J].
BOGER, J ;
CORCORAN, RJ ;
LEHN, JM .
HELVETICA CHIMICA ACTA, 1978, 61 (06) :2190-2218
[5]  
BREITMAIER E, 1987, CARBON 13 NMR SPECTR, P163
[6]   SYNTHESIS OF CHEMICALLY MODIFIED CYCLODEXTRINS [J].
CROFT, AP ;
BARTSCH, RA .
TETRAHEDRON, 1983, 39 (09) :1417-1474
[8]  
DIKHANOV NN, 1974, KHIM PHARM ZH, V8, P37
[9]   THEORY OF NUCLEAR OVERHAUSER ENHANCEMENT AND C-13-H-1 DIPOLAR RELAXATION IN PROTON-DECOUPLED C-13 NMR-SPECTRA OF MACROMOLECULES [J].
DODDRELL, D ;
ALLERHAN.A ;
GLUSHKO, V .
JOURNAL OF CHEMICAL PHYSICS, 1972, 56 (07) :3683-&
[10]   AN APPROACH TO CHANNEL TYPE MOLECULAR-STRUCTURES .1. SYNTHESIS OF BOUQUET-SHAPED MOLECULES BASED ON AN [18]-O6 POLYETHER MACROCYCLE [J].
JULLIEN, L ;
LEHN, JM .
JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY, 1992, 12 (1-4) :55-74