Soluble and film-forming cellulose derivatives with redox-chromogenic and enzyme immobilizing 1,4-phenylenediamine groups

Citation
J. Tiller et al., Soluble and film-forming cellulose derivatives with redox-chromogenic and enzyme immobilizing 1,4-phenylenediamine groups, MACRO CH P, 200(1), 1999, pp. 1-9
Citations number
17
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
MACROMOLECULAR CHEMISTRY AND PHYSICS
ISSN journal
1022-1352 → ACNP
Volume
200
Issue
1
Year of publication
1999
Pages
1 - 9
Database
ISI
SICI code
1022-1352(199901)200:1<1:SAFCDW>2.0.ZU;2-N
Abstract
Cellulose architectures with redox-chromogenic properties and anchor groups for the immobilization of biomolecules have been prepared by reaction of p -toluenesulfonic acid esters of cellulose (tosylcellulose, DS 2.3) with 1,4 -phenylenediamine (PDA) in dimethyl sulfoxide (DMSO) solution at 100 degree s C. The degree of substitution (DS) of the PDA groups and remaining p-tolu enesulfonate (tosylate) groups, and thus the properties of the 6-deoxy-6-(4 -aminophenyl)amino-2(3)-O-tosylcellulose (PDA cellulose) formed, can be adj usted by varying the PDA molar equivalents and the reaction time. Most of P DA celluloses are soluble in DMSO and N,N-dimethylacetamide (DMA) and form transparent films. The redox-chromogenic properties of PDA cellulose have b een demonstrated by oxidation of the PDA groups with H2O2 to the correspond ing diimine (lambda(max) = 480 nm) and by oxidative coupling with phenol to the corresponding indophenol (lambda(max) = 595 nm). The suitability of th e PDA units as reactive anchor groups was shown by the immobilization of en zymes like glucose oxidase, peroxidase, and lactate oxidase. The highest en zyme activity achieved for peroxidase immobilized with glutardialdehyde on a PDA cellulose film was 0.165 U/cm(2).