K. Iwahara et al., Polymerization of guaiacol by lignin-degrading manganese peroxidase from Bjerkandera adusta in aqueous organic solvents, APPL MICR B, 54(1), 2000, pp. 104-111
Lignin-degrading manganese (II) peroxidase (MnP) purified from the culture
of a wood-rotting basidiomycete, Bjerkandera adusta, was used in the polyme
rization of guaiacol. MnP was found to catalyze polymerization of guaiacol
in 50% aqueous acetone, dimethyl formamide, methanol, ethanol, dioxane, ace
tonitrile, ethylene glycol and methylcellosolve. Maximum yield of polyguaia
col was achieved in 50% aqueous acetone. The weight average molecular weigh
t (M-w) of the polymer was estimated to be 30 304 by gel permeation chromat
ography. However, matrix-assisted laser desorption ionization time of fligh
t mass spectroscopy (MALDI-TOF-MS) analysis gave a more reliable M-w of 169
0. IR, C-13-NMR, MALDI-TOF-MS and pyrolysis GC-MS analyses showed the prese
nce of C-C and C-O linkages and quinone structure in polyguaiacol. It was a
lso indicated that polyguaiacol has a methoxy-phenyl group as the terminal
moiety. This suggests that polyguaiacol is a branched polymer in which guai
acol units are cross-linked at the phenolic group. Thermal gravimetric and
differential scanning calorimetric analyses were also carried out. MnP also
catalyzed the polymerization of o-cresol, 2,6-dimeth-oxyphenol and other p
henolic compounds and aromatic amines. M-w of these polymers ranged from ar
ound 1000 to 1500.