ABSTRACT
The monoterpenoid 1,8-cineole is obtained from the leaves of Eucalyptus globulus and it has important biological activities. It is a cheap natural substrate because it is a by-product of the Eucalyptus cultivation for wood and pulp production. In this study, it was evaluated the potential of three filamentous fungi in the biotransformation of 1,8-cineole. The study was divided in two steps: first, reactions were carried out with 1,8-cineole at 1 g/L for 24 h; afterwards, reactions were carried out with substrate at 5 g/L for 5 days. The substrate was hydroxylated into 2-exo-hydroxy-1,8-cineole and 3-exo-hydroxy-1,8-cineole by fungi Mucor ramannianus and Aspergillus niger with high stereoselectivity. Trichoderma harzianum was also tested but no transformation was detected. M. ramannianus led to higher than 99% of conversion within 24 h with a starting high substrate concentration (1 g/L). When substrate was added at 5 g/L, only M. ramannianus was able to catalyze the reaction, but the conversion level was 21.7% after 5 days. Both products have defined stereochemistry and could be used as chiral synthons. Furthermore, biological activity has been described for 3-exo-hydroxy-1,8-cineol. To the best of our knowledge, this is the first report on the use of M. ramannianus in this reaction.
Subject(s)
Aspergillus niger/metabolism , Cyclohexanols/metabolism , Eucalyptus/chemistry , Monoterpenes/metabolism , Mucorales/metabolism , Hydroxylation , Time Factors , Trichoderma/metabolismABSTRACT
The β-ketoester benzyl acetoacetate was enantioselectively reduced to benzyl (S)-3-hydroxybutanoate by seven microorganism species. The best result using free cells was obtained with the yeast Hansenula sp., which furnished 97% ee and 85% of conversion within 24 h. After immobilization in calcium alginate spheres, K.marxianus showed to be more stable after 2 cycles of reaction.
Subject(s)
Acetoacetates/metabolism , Benzyl Compounds/metabolism , Kluyveromyces/metabolism , Pichia/metabolism , Cells, Immobilized/metabolism , Oxidation-Reduction , Time FactorsABSTRACT
Many Trichoderma species are able to produce 6-pentyl-α-pyrone (6-PP), a lactone with coconut-like aroma. In the present work, several culture parameters were studied to enhance the production of 6-PP by Trichoderma harzianum 4040 in solid-state fermentation. Green coir powder added to a nutrient solution was used as support material for fermentation. A Plackett-Burman screening technique was applied, followed by a fractionary factorial design. The best culture conditions within the experimental domain studied were (100 g support)-1: sucrose, 3 g; NaNO3, 0.24 g; (NH4)2SO4, 0.18 g; KH2PO4, 0.1 g; inoculum concentration, 2.2 x 10(6) spores; moisture level, 55 percent. The temperature established was 28ºC. The fermentation under the selected conditions led to a 6-PP production six times higher (5.0 mg/g dry matter) than the initial one (0.8 mg/g dry matter) after seven days of cultivation.
Muitas espécies do gênero Trichoderma são capazes de produzir a substância 6-pentil-α-pirona (6-PP), uma lactona com aroma característico de coco. No presente trabalho, vários parâmetros de cultura foram estudados para aumentar a produção de 6-PP por Trichoderma harzianum 4040 em fermentação em estado sólido. Pó da casca de coco verde adicionado à uma solução nutriente foi usado como material de suporte para a fermentação. Um planejamento experimental de varredura segundo a técnica de Plackett-Burman foi aplicado, seguido de um planejamento fatorial fracionário. No domínio experimental estudado, as melhores condições de cultura foram (100 g suporte)-1: sacarose, 3 g; NaNO3, 0,24 g; (NH4)2SO4, 0,18 g; KH2PO4, 0,1 g; produção do inóculo, 2,2 x 10(6) esporos; umidade, 55 por cento. A temperatura estabelecida foi de 28ºC. Esse estudo conduziu à concentração de 6-PP seis vezes maior (5,0 mg/g de matéria seca) do que a inicial (0,8 mg/g de matéria seca) após sete dias de cultivo.