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Applied and Environmental Microbiology, August 2001, p. 3463-3468, Vol. 67, No. 8
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.
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
*
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.
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