Water-soluble oligomer dimers based on paracyclophane: A new optical platform for fluorescent sensor applications

被引:38
作者
Hong, JW
Gaylord, BS
Bazan, GC [1 ]
机构
[1] Univ Calif Santa Barbara, Dept Chem, Santa Barbara, CA 93106 USA
[2] Univ Calif Santa Barbara, Dept Mat, Santa Barbara, CA 93106 USA
关键词
D O I
10.1021/ja027170r
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Water soluble paracyclophane chromophore dimers provide optical reporters that show little sensitivity to surfactants and thus are ideal for biosensor design. Strong intramolecular delocalization circumvents complications from intermolecular delocalization in spontaneously formed aggregates. The synthesis of 2 involves a novel TBAT deprotection/butane sultone ring-opening sequence, which should be general for the preparation of water-soluble conjugated oligomers and polymers. Copyright © 2002 American Chemical Society.
引用
收藏
页码:11868 / 11869
页数:2
相关论文
共 23 条
[1]  
AIDA T, 1988, J CHEM SOC CHEM COMM, V5, P191
[2]   Synthesis, characterization, and spectroscopy of 4,7,12,15-[2.2]paracyclophane containing donor and acceptor groups: Impact of substitution patterns on through-space charge transfer [J].
Bartholomew, GP ;
Bazan, GC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (18) :5183-5196
[3]   Bichromophoric paracyclophanes: Models for interchromophore delocalization [J].
Bartholomew, GP ;
Bazan, GC .
ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (01) :30-39
[4]   Stilbenoid dimers: Dissection of a paracyclophane chromophore [J].
Bazan, GC ;
Oldham, WJ ;
Lachicotte, RJ ;
Tretiak, S ;
Chernyak, V ;
Mukamel, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (36) :9188-9204
[5]   Highly sensitive biological and chemical sensors based on reversible fluorescence quenching in a conjugated polymer [J].
Chen, LH ;
McBranch, DW ;
Wang, HL ;
Helgeson, R ;
Wudl, F ;
Whitten, DG .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1999, 96 (22) :12287-12292
[6]   Tuning the properties of conjugated polyelectrolytes through surfactant complexation [J].
Chen, LH ;
Xu, S ;
McBranch, D ;
Whitten, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (38) :9302-9303
[7]   Water-soluble conjugated oligomers: Effect of chain length and aggregation on photoluminescence-quenching efficiencies [J].
Gaylord, BS ;
Wang, SJ ;
Heeger, AJ ;
Bazan, GC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (26) :6417-6418
[8]  
Harwood A. J., 1996, BASIC DNA RNA PROTOC
[9]  
KIJI J, 1994, REV HETEROATOM CHEM, V11, P191
[10]  
Kim BS, 1999, KOREA POLYM J, V7, P350