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PMID: 8259830 Published · ppublish English Comparative Study Journal Article Review

Catabolism of benzene compounds by ascomycetous and basidiomycetous yeasts and yeastlike fungi. A literature review and an experimental approach.

Antonie van Leeuwenhoek ·Vol. 63 ·No. 2 ·1993-02-00 ·Pages 125-44

Middelhoven WJ

Abstract

A literature review is given on growth of yeasts on benzene compounds and on the catabolic pathways involved. Additionally, a yeast collection was screened for assimilation of phenol and 3-hydroxybenzoic acid. Fifteen ascomycetous and thirteen basidiomycetous yeast species were selected and were tested for growth on 84 benzene compounds. It appeared that 63 of these compounds supported growth of one or more yeast species. The black yeast Exophiala jeanselmei assimilated 54 of these compounds. The catechol branch of the 3-oxoadipate pathway and its hydroxyhydroquinone variant were involved in phenol and resorcinol catabolism of ascomycetes as well as of basidiomycetes. However, these two groups of yeasts showed characteristic differences in hydroxybenzoate catabolism. In the yeastlike fungus E. jeanselmei and in basidiomycetes of the genera Cryptococcus, Leucosporidium and Rhodotorula, the protocatechuate branch of the 3-oxoadipate pathway was induced by growth on 3- and 4-hydroxybenzoic acids. In three Trichosporon species and in all ascomycetous yeasts tested, 4-hydroxybenzoic acid was catabolyzed via protocatechuate and hydroxyhydroquinone. These yeasts were unable to cleave protocatechuate. 3-Hydroxybenzoic and 3-hydroxycinnamic acids were catabolized in ascomycetous yeasts via the gentisate pathway, but in basidiomycetes via protocatechuate. Incomplete oxidation of phenol, some chlorophenols, cresols and xylenols was observed in cultures of Candida parapsilosis growing on hydroquinone. Most compounds transformed by the growing culture were also converted by the phenol monooxygenase present in cell-free extracts of this yeast. They did not support growth. The relationship between the ability of ascomycetous yeasts to assimilate n-alkanes, amines and benzene compounds, and the presence of Coenzyme Q9 is discussed.

MeSH Terms
Ascomycota/classification,growth & development,metabolism Basidiomycota/classification,growth & development,metabolism Benzene/metabolism Benzoates/metabolism Culture Media Oxidation-Reduction Phenols/metabolism Ubiquinone/metabolism
Chemicals
Benzoates Culture Media Phenols Ubiquinone Benzene
Authors & Affiliations
1 authors, click to expand affiliations / ORCID
Middelhoven W J
Department of Microbiology, Wageningen Agricultural University, The Netherlands.
References (48)
48 references, click to expand
  1. Induction of phenol-metabolizing enzymes in Trichosporon cutaneum.
    Arch Microbiol. 1981 Sep;130(1):54-8 PMID: 7305599
  2. Regulation of aromatic metabolism in the fungi: metabolic control of the 3-oxoadipate pathway in the yeast Rhodotorula mucilaginosa.
    J Gen Microbiol. 1974 Nov;85(1):37-50 PMID: 4474356
  3. Degradation of orcinol by Aspergillus niger.
    Can J Microbiol. 1986 Jul;32(7):535-8 PMID: 3742332
  4. Dextro-gamma-carboxymethyl-gamma-methyl-delta-alpha-butenolide. A 1,2-ring-fission product of 4-methylcatechol by Pseudomonas desmolyticum.
    Biochem J. 1971 Jan;121(1):89-92 PMID: 5116566
  5. Enzymology of the beta-ketoadipate pathway in Trichosporon cutaneum.
    J Bacteriol. 1985 Sep;163(3):1136-41 PMID: 4040905
  6. The metabolism of protocatechuic acid by Neurospora.
    J Biol Chem. 1956 Apr;219(2):781-96 PMID: 13319299
  7. Utilization of phenol by hydrocarbon assimilating yeasts.
    Antonie Van Leeuwenhoek. 1988;54(2):179-88 PMID: 3395111
  8. Some physiological characters of yeasts from soils and allied habitats.
    J Gen Microbiol. 1959 Feb;20(1):13-23 PMID: 13631177
  9. Dynamic and steady state studies of phenol biodegradation in pure and mixed cultures.
    Biotechnol Bioeng. 1975 Aug;17(8):1211-35 PMID: 1236402
  10. Phenol hydroxylase from yeast. Sulfhydryl groups in phenol hydroxylase from Trichosporon cutaneum.
    Eur J Biochem. 1975 Oct 15;58(2):351-7 PMID: 810352
  11. Contributions to a revision of the genus Trichosporon.
    Antonie Van Leeuwenhoek. 1992 May;61(4):289-316 PMID: 1497334
  12. Phenol hydroxylase from yeast. Reaction with phenol derivatives.
    J Biol Chem. 1978 Dec 25;253(24):8835-41 PMID: 569150
  13. Degradation of phenols by intact cells and cell-free preparations of Trichosporon cutaneum.
    Eur J Biochem. 1970 Mar 1;13(1):37-44 PMID: 4392441
  14. Phenol hydroxylase from yeast. Purification and properties of the enzyme from Trichosporon cutaneum.
    Eur J Biochem. 1973 Jun;35(2):386-400 PMID: 4146224
  15. Oxidation of phenols by cells and cell-free enzymes from Candida tropicalis.
    Antonie Van Leeuwenhoek. 1974;40(2):209-16 PMID: 4209029
  16. Metabolism of aromatic compounds by fungi. 1. Purification and physical properties of 3-carboxy-cis-cis-muconate cyclase from Aspergillus niger.
    Eur J Biochem. 1974 Oct 2;48(2):549-56 PMID: 4448182
  17. Yeast species utilizing uric acid, adenine, n-alkylamines or diamines as sole source of carbon and energy.
    Antonie Van Leeuwenhoek. 1985;51(3):289-301 PMID: 4091535
  18. Metabolism of resorcinylic compounds by bacteria: alternative pathways for resorcinol catabolism in Pseudomonas putida.
    J Bacteriol. 1976 Mar;125(3):985-98 PMID: 942589
  19. Degradation of some phenols and hydroxybenzoates by the imperfect ascomycetous yeasts Candida parapsilosis and Arxula adeninivorans: evidence for an operative gentisate pathway.
    Antonie Van Leeuwenhoek. 1992 Oct;62(3):181-7 PMID: 1416914
  20. The metabolism of aromatic compounds related to lignin by some hyphomycetes and yeast-like fungi of soil.
    J Gen Microbiol. 1961 Sep;26:155-65 PMID: 13906407
  21. The production of homogentisic acid out of phenylacetic acid by Aspergillus niger.
    Antonie Van Leeuwenhoek. 1951;17(5):315-24 PMID: 14903962
  22. cis,cis-Muconate cyclase from Trichosporon cutaneum.
    Biochem J. 1980 Oct 1;191(1):37-43 PMID: 7193457
  23. Phenol hydroxylase from yeast. A model for phenol binding and an improved purification procedure.
    Eur J Biochem. 1987 Dec 30;170(1-2):343-9 PMID: 3319618
  24. Degradation of phenylalanine and tyrosine by Sporobolomyces roseus.
    Biochem J. 1968 Jan;106(2):507-14 PMID: 5688927
  25. Arxula adeninivorans, a yeast assimilating many nitrogenous and aromatic compounds.
    Antonie Van Leeuwenhoek. 1991 Feb;59(2):129-37 PMID: 1854187
  26. Catabolism of L-tyrosine in Trichosporon cutaneum.
    J Bacteriol. 1979 May;138(2):425-30 PMID: 571434
  27. Growth and enzyme synthesis during continuous culture of Trichosporon cutaneum on phenol.
    Biotechnol Bioeng. 1987 Mar;29(4):464-8 PMID: 18576473
  28. Degradation of phenolic compounds by the yeast Candida tropicalis HP 15. II. Some properties of the first two enzymes of the degradation pathway.
    J Basic Microbiol. 1986;26(5):271-81 PMID: 3783431
  29. Activation enthalpies and pH dependence of phenol hydroxylase from Trichosporon cutaneum, in vitro and in situ.
    FEBS Lett. 1988 Dec 19;242(1):75-8 PMID: 3203745
  30. Metabolism of phenol and resorcinol in Trichosporon cutaneum.
    J Bacteriol. 1979 Jan;137(1):13-21 PMID: 33145
  31. Catabolism of tryptophan, anthranilate, and 2,3-dihydroxybenzoate in Trichosporon cutaneum.
    J Bacteriol. 1981 Apr;146(1):291-7 PMID: 7194334
  32. Isolation, identification and growth of some soil hyphomycetes and yeast-like fungi which utilize aromatic compounds related to lignin.
    J Gen Microbiol. 1961 Sep;26:149-54 PMID: 13906406
  33. Degradation of 4-hydroxyphenylacetic acid by Trichosporon cutaneum.
    J Bacteriol. 1978 Oct;136(1):449-51 PMID: 30749
  34. In situ and in vitro kinetics of phenol hydroxylase.
    Biochem Biophys Res Commun. 1987 Jul 15;146(1):41-6 PMID: 3606624
  35. Initial reactions involved in the dissimilation of mandelate by Rhodotorula graminis.
    J Bacteriol. 1984 Nov;160(2):778-80 PMID: 6389497
  36. Catabolism of aromatic acids in Trichosporon cutaneum.
    J Bacteriol. 1980 Feb;141(2):534-43 PMID: 7364712
  37. The utilization of aromatic compounds by yeasts.
    Antonie Van Leeuwenhoek. 1971;37(3):281-7 PMID: 5315721
  38. Preferential utilization of phenol rather than glucose by Trichosporon cutaneum possessing a partially constitutive catechol 1,2-oxygenase.
    Appl Environ Microbiol. 1980 Jun;39(6):1129-33 PMID: 7190808
  39. Enzymic formation of D-malate.
    Biochem J. 1968 Dec;110(4):798-800 PMID: 5704827
  40. The metabolism of aromatic acids by micro-organisms. Metabolic pathways in the fungi.
    Biochem J. 1968 Aug;108(5):797-828 PMID: 5691754
  41. Isolation and properties of catechol-cleaving yeasts from coir rets.
    Antonie Van Leeuwenhoek. 1966;32(2):125-34 PMID: 5296842
  42. Carbon assimilation and extracellular antigens of some yeast-like fungi.
    Antonie Van Leeuwenhoek. 1989;55(2):165-75 PMID: 2742372
  43. Dissimilation of aromatic compounds in Rhodotorula graminis: biochemical characterization of pleiotropically negative mutants.
    J Bacteriol. 1984 Nov;160(2):771-7 PMID: 6542098
  44. Induction of L-phenylalanine ammonia-lyase during utilization of phenylalanine as a carbon or nitrogen source in Rhodotorula glutinis.
    J Bacteriol. 1981 Jun;146(3):1013-9 PMID: 7195398
  45. beta-Ketoadipate pathway in Trichosporon cutaneum modified for methyl-substituted metabolites.
    J Bacteriol. 1985 Sep;163(3):1126-35 PMID: 4040904
  46. Phenol hydroxylase from yeast: a lysyl residue essential for binding of reduced nicotinamide adenine dinucleotide phosphate.
    Biochemistry. 1980 Oct 28;19(22):4967-72 PMID: 6779858
  47. Enzymic cis-trans isomerization of maleylpyruvic acid.
    J Biol Chem. 1961 Nov;236:2835-40 PMID: 14461395
  48. [Homogentisic acid in the fungus metabolism].
    Biokhimiia. 1950 Jul-Aug;15(4):330-3 PMID: 14820939
Article Info
Journal
Antonie van Leeuwenhoek
Abbr.
Antonie Van Leeuwenhoek
ISSN
0003-6072
Published
1993-02-00
Pages
125-44
Language
English
Region
Netherlands
NLM ID
0372625
Subset
IM
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