Affiliation:
1. University of Minnesota Gray Freshwater Biological Institute and Department of Microbiology, Navarre, Minnesota 55392
Abstract
A polymer of ring-labeled [
14
C]
o
-methoxyphenol ([
14
C]guaiacol) was prepared by peroxidase-H
2
O
2
-catalyzed oxidation of the
14
C-labeled monomeric compound. The ring-labeled [
14
C]polyguaiacol contained 67.71% carbon, 5.09% hydrogen, 27.49% oxygen, 25.44% methoxyl, and 8.60% phenolic hydroxyl. The polymer had an average molecular weight of between 5,000 and 15,000, as determined by gel chromatography. A schematic representation of the polymer, similar to previously published structures of polyguaiacols, was devised to meet these and other analytical parameters. The polymer is primarily composed of
o-o
and
p-p
-linked guaiacol moieties, with an occasional
o-p
-biphenyl link and some
p
-diphenoquinone structures. An approximate molecular formula is [C
49
O
14
H
31
]
n
, where
n
5.8. Its C
6
formula is C
6
H
2.3
O
0.3
carbonyl
(OH)
0.7
(OCH
3
)
1.0
. Polyguaiacol has many of the characteristics of a synthetic lignin. It is easier and less expensive to prepare than standard synthetic lignins (dehydrogenation polymers of coniferyl alcohol). It is degraded ([
14
C]polyguaiacol →
14
CO
2
) by the lignolytic system of the white-rot fungus
Phanaerochaete chrysosporium.
It is suggested that [
14
C]polyguaiacol may be of value as a substrate for lignin biodegradation research.
Publisher
American Society for Microbiology
Subject
Ecology,Applied Microbiology and Biotechnology,Food Science,Biotechnology
Reference14 articles.
1. Lignin chemistry-past, present and future. Wood Sci;Adler E.;Technol.,1977
2. Studies on ultraviolet absorption changes caused by modifications of chromophores, with special reference to lignin chemistry;Aulin-Erdtman G.;Sven. Kem. Tidskr.,1958
3. Studies in peroxidase action. Part X. The oxidation of phenols;Booth H.;J. Chem. Soc.,1956
4. Gel chromatography of association complexes of lignin;Connors W. J.;Holzforschung,1980
5. Microbial degradation of lignocellulose: the lignin component;Crawford D. L.;Appl. Environ. Microbiol.,1976
Cited by
42 articles.
订阅此论文施引文献
订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献