Synthesis and evaluation of α-cyclodextrin-aidonamide conjugates for D-glucose recognition

被引：3

作者：

Acharya, G

Park, K

Thompson, DH

机构：

[1] Purdue Univ, Sch Pharm, Dept Pharmaceut & Biomed Engn, W Lafayette, IN 47907 USA

[2] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA

来源：

JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY | 2006年 / 16卷 / 01期

关键词：

alpha-cyclodextrin; glucose-sensitive; hydrogels;

D O I：

10.1016/S1773-2247(06)50006-1

中图分类号：

R9 [药学];

学科分类号：

1007 ;

摘要：

A small library of alpha-cyclodextrin aldonamide (CDA) conjugates has been synthesized and their glucose sensing behavior examined. The partially substituted aldonamides of alpha-cyclodextrin were found to recognize glucose, but were unable to form the hydrogel. However, the solution of hexaaldonamides of alpha-cyclodextrin transformed into a hydrogel upon complexation with glucose. SEM studies revealed the presence of fibrous, intertwined, reticulate networks in the hydrogels. This type of glucose-sensitive hydrogel may be useful in developing glucose-sensors and glucose-sensitive drug delivery systems.

引用

收藏

页码：45 / 48

页数：4

相关论文

共 27 条

[1] Amino acid derivatives of beta-cyclodextrin [J].

Ashton, PR ;

Koniger, R ;

Stoddart, JF ;

Alker, D ;

Harding, VD .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (03) :903-908

[2] Thermally and photochemically triggered self-assembly of peptide hydrogels [J].

Collier, JH ;

Hu, BH ;

Ruberti, JW ;

Zhang, J ;

Shum, P ;

Thompson, DH ;

Messersmith, PB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (38) :9463-9464

[3] Genetically engineered protein in hydrogels tailors stimuli-responsive characteristics [J].

Ehrick, JD ;

Deo, SK ;

Browning, TW ;

Bachas, LG ;

Madou, MJ ;

Daunert, S .

NATURE MATERIALS, 2005, 4 (04) :298-302

[4] SELECTIVE HALOGENATION AT PRIMARY POSITIONS OF CYCLOMALTOOLIGOSACCHARIDES AND A SYNTHESIS OF PER-3,6-ANHYDRO CYCLOMALTOOLIGOSACCHARIDES [J].

GADELLE, A ;

DEFAYE, J .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (01) :78-80

[5] Multifunctionalization of synthetic polymer systems through self-assembly [J].

Gerhardt, W ;

Crne, M ;

Weck, M .

CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (24) :6212-6221

[6] THE SYNTHESIS OF FUNCTIONALIZED CYCLODEXTRINS AS SCAFFOLDS AND TEMPLATES FOR MOLECULAR DIVERSITY, CATALYSIS, AND INCLUSION PHENOMENA [J].

HANESSIAN, S ;

BENALIL, A ;

LAFERRIERE, C .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (15) :4786-4797

[7]

James TD, 2002, TOP CURR CHEM, V218, P159

[8] A sulfonamide based glucose-responsive hydrogel with covalently immobilized glucose oxidase and catalase [J].

Kang, SI ;

Bae, YH .

JOURNAL OF CONTROLLED RELEASE, 2003, 86 (01) :115-121

[9] Methods for selective modifications of cyclodextrins [J].

Khan, AR ;

Forgo, P ;

Stine, KJ ;

D'Souza, VT .

CHEMICAL REVIEWS, 1998, 98 (05) :1977-1996

[10] A facile synthesis of novel types of cyclodextrin derivatives by insertion of an aromatic dicarbonyl spacer into a permethylated α-cyclodextrin skeleton [J].

Kida, T ;

Michinobu, T ;

Zhang, WB ;

Nakatsuji, Y ;

Ikeda, I .

CHEMICAL COMMUNICATIONS, 2002, (15) :1596-1597