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Applied and Environmental Microbiology, August 2001, p. 3463-3468, Vol. 67, No. 8
0099-2240/01/$04.00+0   DOI: 10.1128/AEM.67.8.3463-3468.2001

Brown Pigments Produced by Yarrowia lipolytica Result from Extracellular Accumulation of Homogentisic Acid

Alexandra Carreira,1 Luísa M. Ferreira,2 and Virgílio Loureiro1,*

Laboratório de Microbiologia, Instituto Superior de Agronomia, Tapada da Ajuda, 1349-017 Lisbon,1 and Centro de Química Fina e Biotecnologia, Departamento de Química, Faculdade de Ciências e Tecnologia, UNL, 2825-114 Caparica,2 Portugal

Received 5 December 2000/Accepted 25 May 2001

Yarrowia lipolytica produces brown extracellular pigments that correlate with tyrosine catabolism. During tyrosine depletion, the yeast accumulated homogentisic acid, p-hydroxyphenylethanol, and p-hydroxyphenylacetic acid in the medium. Homogentisic acid accumulated under all aeration conditions tested, but its concentration decreased as aeration decreased. With moderate aeration, equimolar concentrations of alcohol and p-hydroxyphenylacetic acid (1:1) were detected, but with lower aeration the alcohol concentration was twice that of the acid (2:1). p-Hydroxyphenylethanol and p-hydroxyphenylacetic acid may result from the spontaneous disproportionation of the corresponding aldehyde, p-hydroxyphenylacetaldehyde. The catabolic pathway of tyrosine in Y. lipolytica involves the formation of p-hydroxyphenylacetaldehyde, which is oxidized to p-hydroxyphenylacetic acid and then further oxidized to homogentisic acid. Brown pigments are produced when homogentisic acid accumulates in the medium. This acid can spontaneously oxidize and polymerize, leading to the formation of pyomelanins. Mn2+ accelerated and intensified the oxidative polymerization of homogentisic acid, and lactic acid enhanced the stimulating role of Mn2+. Alkaline conditions also accelerated pigment formation. The proposed tyrosine catabolism pathway appears to be unique for yeast, and this is the first report of a yeast producing pigments involving homogentisic acid.


* Corresponding author. Mailing address: Laboratório de Microbiologia, Instituto Superior de Agronomia, Tapada da Ajuda, 1349-017 Lisbon, Portugal. Phone: 351 21-3638161. Fax: 351 21-3635031. E-mail: vloureiro{at}isa.utl.pt.


Applied and Environmental Microbiology, August 2001, p. 3463-3468, Vol. 67, No. 8
0099-2240/01/$04.00+0   DOI: 10.1128/AEM.67.8.3463-3468.2001



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