METABOLISM OF LIGNIN MODEL COMPOUNDS OF THE ARYLGLYCEROL-BETA-ARYL ETHER TYPE BY PSEUDOMONAS-ACIDOVORANS D3

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dc.contributor.authorVICUNA, R
dc.contributor.authorGONZALEZ, B
dc.contributor.authorMOZUCH, MD
dc.contributor.authorKIRK, TK
dc.date.accessioned2025-01-23T19:25:25Z
dc.date.available2025-01-23T19:25:25Z
dc.date.issued1987
dc.description.abstractA natural bacterial isolate that we have classified as Pseudomonas acidovorans grows on the lignin model compounds 1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol (compound 1) and 1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol (compound 1''), as well as on the corresponding 1-oxo compounds (2 and 2'') as sole sources of carbon and energy. Metabolic intermediates present in cultures growing on compound 1 included compound 2,2-methoxyphenol (guaiacol [compound 3]), .beta.-hydroxypropioveratrone (compound 4), acetoveratrone (compound 5), and veratric acid (compound 6). Also identified were compounds 1'', 2'', .beta.-hydroxypropiovanillone (compound 4''), and acetovanillone (compound 5''), indicating that 4-O demethylation also occurs. The phenolic intermediates were the same as those found in cultures growing on compound 1''. Compounds 2 and 2'' were in part also reduced to compounds 1 and 1'', respectively. Compound 3 was shown to be derived from the 2-methoxyphenoxy moiety. A suggested degradation scheme is as follows: compound 1 .fwdarw. 2 .fwdarw. (3 + 4) .fwdarw. 5 .fwdarw. 6 (and similarly for 1''). In this scheme, the key reaction is cleavage of the ether linkage between C-2 (C.beta.) of the phenylpropane moiety and the 2-methoxyphenoxy moiety in compounds 2 and 2'' (i.e., .beta.-aryl ether cleavage). On the basis of compounds identified, viz., 3 and 4 (4''), cleavage appears formally to be reductive. Because this is unlikely, the initial cleavage products probably were not detected. The implications of these results for the enzyme(s) responsible are discussed.
dc.fuente.origenWOS
dc.identifier.eissn1098-5336
dc.identifier.issn0099-2240
dc.identifier.urihttps://repositorio.uc.cl/handle/11534/99479
dc.identifier.wosidWOS:A1987K679100001
dc.issue.numero11
dc.language.isoen
dc.pagina.final2609
dc.pagina.inicio2605
dc.revistaApplied and environmental microbiology
dc.rightsacceso restringido
dc.subject.ods06 Clean Water and Sanitation
dc.subject.odspa06 Agua limpia y saneamiento
dc.titleMETABOLISM OF LIGNIN MODEL COMPOUNDS OF THE ARYLGLYCEROL-BETA-ARYL ETHER TYPE BY PSEUDOMONAS-ACIDOVORANS D3
dc.typeartículo
dc.volumen53
sipa.indexWOS
sipa.trazabilidadWOS;2025-01-12
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