Triphenylamine-based fluorescent conjugated glycopolymers: Synthesis, characterization and interactions with lectins

被引：17

作者：

Chen, Qi ^{[1
]}

Xu, Yonghua ^{[2
]}

Du, Yuguo ^{[2
]}

Han, Bao-Hang ^{[1
]}

机构：

[1] Natl Ctr Nanosci & Technol, Beijing 100190, Peoples R China

[2] Chinese Acad Sci, State Key Lab Environm Chem & Ecotoxicol, Ecoenvironm Sci Res Ctr, Beijing 100085, Peoples R China

来源：

POLYMER | 2009年 / 50卷 / 13期

基金：

美国国家科学基金会;

关键词：

Carbohydrate-lectin interactions; Conjugated polymers; Fluorescence quenching; POLYMERS; CHEMOSENSORS; SENSITIVITY; BACTERIA;

D O I：

10.1016/j.polymer.2009.04.050

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Two well-defined triphenylamine-based fluorescent conjugated glycopolymers were easily synthesized through Suzuki coupling polymerization of peracetylated galactopyranosyl-carrying monomer and consequent efficient deacetylation under Zemplen condition. Their structures were characterized using H-1 NMR, IR, and UV-vis spectroscopies. The preliminary insight into carbohydrate-lectin interactions was revealed by the titration of peanut agglutinin (PNA) to one of the final polymers, D-galactose-bearing poly(fluorene-alt-triphenylamine) copolymer (P-2), resulting in a significant fluorescence quenching of the polymer with a Stern-Volmer quenching constant of 1.56 x 10(5) M-1. Whereas no distinct change in the fluorescent properties of P-2 was observed when concanavalin A (Con A) was employed. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：2830 / 2835

页数：6

共 26 条

[21] Synthesis of sugar-substituted poly(phenylenevinylene)s [J].

Takasu, A ;

Iso, K ;

Dohmae, T ;

Hirabayashi, T .

BIOMACROMOLECULES, 2006, 7 (02) :411-414

[22] Amplified quenching of a conjugated polyelectrolyte by cyanine dyes [J].

Tan, CY ;

Alas, E ;

Müller, JG ;

Pinto, MR ;

Kleiman, VD ;

Schanze, KS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (42) :13685-13694

[23]

TROPPER FD, 1992, SYNTHESIS-STUTTGART, P618

[24] Synthesis and application of carbohydrate-containing polymers [J].

Wang, Q ;

Dordick, JS ;

Linhardt, RJ .

CHEMISTRY OF MATERIALS, 2002, 14 (08) :3232-3244

[25] Facile, versatile prepolymerization and postpolymerization functionalization approaches for well-defined fluorescent conjugated fluorene-based glycopolymers [J].

Xue, Cuihua ;

Donuru, Venkat R. R. ;

Liu, Haiying .

MACROMOLECULES, 2006, 39 (17) :5747-5752

[26] Fluorescent chemosensors based on energy migration in conjugated polymers: The molecular wire approach to increased sensitivity [J].

Zhou, Q ;

Swager, TM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (50) :12593-12602

← 1 2 3 →