SUGAR-INDUCED COLOR AND ORIENTATION CHANGES IN A CYANINE DYE BOUND TO BORONIC-ACID-APPENDED POLY(L-LYSINE)

被引：26

作者：

KIMURA, T ^{[1
]}

TAKEUCHI, M ^{[1
]}

NAGASAKI, T ^{[1
]}

SHINKAI, S ^{[1
]}

机构：

[1] KYUSHU UNIV,FAC ENGN,DEPT CHEM SCI & TECHNOL,FUKUOKA 812,JAPAN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 04期

关键词：

D O I：

10.1016/0040-4039(94)02252-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A cyanine dye (2) can be orientated on boronic-acid-modified poly(L- and D-lysine)s (L- and D-1, respectively) in the presence of saccharides. The main driving-force for the association is the electrostatic attraction between cationic 2 and-the anionic center developed by complexation of the boronic acid residue with saccharides. The chiral orientation can be monitored by a CD spectroscopic method: it is mainly governed by the chirality of 1 but not by the chirality of saccharides. This is a novel system to control the dye-orientation which occurs owing to the cooperative action of both naturally-originated alpha-amino acids and saccharides.

引用

页码：559 / 562

页数：4

共 14 条

[1] ALLOSTERIC INTERACTION OF METAL-IONS WITH SACCHARIDES IN A CROWNED DIBORONIC ACID [J].

DENG, G ;

JAMES, TD ;

SHINKAI, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (11) :4567-4572

[2] INDUCED OPTICAL-ACTIVITY IN POLY-L-LYSINE METHYL ORANGE SYSTEM [J].

HATANO, M ;

YONEYAMA, M ;

SATO, Y ;

KAWAMURA, Y .

BIOPOLYMERS, 1973, 12 (10) :2423-2430

[3] MOLECULAR RECOGNITION USING CYANINE-ALPHA-HELICAL POLY(L-LYSINE) COMPLEXES IN METHANOL [J].

IHARA, H ;

SHIBATA, M ;

HIRAYAMA, C .

CHEMISTRY LETTERS, 1992, (09) :1731-1734

[4] DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF MONOSACCHARIDES BY A COLOR-CHANGE IN A CHIRAL CHOLESTERIC LIQUID-CRYSTAL SYSTEM [J].

JAMES, TD ;

HARADA, T ;

SHINKAI, S .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (10) :857-860

[5] SPECIFIC COMPLEXATION OF DISACCHARIDES WITH DIPHENYL-3,3'-DIBORONIC ACID THAT CAN BE DETECTED BY CIRCULAR-DICHROISM [J].

KONDO, K ;

SHIOMI, Y ;

SAISHO, M ;

HARADA, T ;

SHINKAI, S .

TETRAHEDRON, 1992, 48 (38) :8239-8252

[6] POLYMERIZATION AND MEMBRANE-CHARACTERISTICS OF AQUEOUS BILAYERS OF GLUTAMATE-BASED DOUBLE-CHAIN AMMONIUM AMPHIPHILES [J].

KUNITAKE, T ;

NAKASHIMA, N ;

KUNITAKE, M .

MACROMOLECULES, 1989, 22 (09) :3544-3550

[7] STABILIZATION OF SUGAR-BORONIC ESTERS OF INDOLYLBORONIC ACID IN WATER VIA SUGAR INDOLE INTERACTION - A NOTABLE SELECTIVITY IN OLIGOSACCHARIDES [J].

NAGAI, Y ;

KOBAYASHI, K ;

TOI, H ;

AOYAMA, Y .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1993, 66 (10) :2965-2971

[8] INFLUENCE OF ADDED SACCHARIDES ON THE CONFORMATION OF BORONIC-ACID-APPENDED POLY(L-LYSINE) - ATTEMPTS TO CONTROL A HELIX-COIL TRANSITION BY SUGARS [J].

NAGASAKI, T ;

KIMURA, T ;

ARIMORI, S ;

SHINKAI, S .

CHEMISTRY LETTERS, 1994, (08) :1495-1498

[9] DRASTIC FLUORESCENCE ENHANCEMENT OF CYANINE DYES BOUND TO SYNTHETIC BILAYER-MEMBRANES - ITS HIGH-SENSITIVITY TO THE CHEMICAL-STRUCTURE AND THE PHYSICAL STATE OF THE MEMBRANE [J].

NAKASHIMA, N ;

KUNITAKE, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (15) :4261-4262

[10] FLUORESCENCE BEHAVIOR AND ENERGY-TRANSFER OF CYANINE DYES BOUND TO BILAYER-MEMBRANES OF DOUBLE-CHAIN AMMONIUM AMPHIPHILES [J].

NAKASHIMA, N ;

ANDO, R ;

KUNITAKE, T .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1987, 60 (06) :1967-1973

← 1 2 →