Metabolism of lignin related aromatic compounds by Aspergillus japonicus

Milstein, O.; Vered, Y.; Shragina, Lea; Gressel, Jonathan; Flowers, Harold M.; Hüttermann, Aloys

doi:10.1007/bf00408025

Cited by 41 publications

(47 citation statements)

References 32 publications

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“…When attempting to transform 2-methoxybenzoic acid (3a), no conversion was evidenced. This result is in agreement with the observations made by Milstein et al [33] for Aspergillus japonicus. This can be explained considering that the methoxy substitution in ortho may sterically prevent the carboxyl group to interact with the biocatalyst.…”

Section: Substrate Scopesupporting

confidence: 95%

Self-sufficient redox biotransformation of lignin-related benzoic acids with Aspergillus flavus

Palazzolo

Mascotti

Lewkowicz

et al. 2015

Journal of Industrial Microbiology and Biotechnology

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Aromatic carboxylic acids are readily obtained from lignin in biomass processing facilities. However, efficient technologies for lignin valorization are missing. In this work, a microbial screening was conducted to find versatile biocatalysts capable of transforming several benzoic acids structurally related to lignin, employing vanillic acid as model substrate. The wild-type Aspergillus flavus growing cells exhibited exquisite selectivity towards the oxidative decarboxylation product, 2-methoxybenzene-1,4-diol. Interestingly, when assaying a set of structurally related substrates, the biocatalyst displayed the oxidative removal of the carboxyl moiety or its reduction to the primary alcohol whether electron withdrawing or donating groups were present in the aromatic ring, respectively. Additionally, A. flavus proved to be highly tolerant to vanillic acid increasing concentrations (up to 8 g/L), demonstrating its potential application in chemical synthesis. A. flavus growing cells were found to be efficient biotechnological tools to perform self-sufficient, structure-dependent redox reactions. To the best of our knowledge, this is the first report of a biocatalyst exhibiting opposite redox transformations of the carboxylic acid moiety in benzoic acid derivatives, namely oxidative decarboxylation and carboxyl reduction, in a structure-dependent fashion.

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Section: Substrate Scopesupporting

confidence: 95%

Self-sufficient redox biotransformation of lignin-related benzoic acids with Aspergillus flavus

Palazzolo

Mascotti

Lewkowicz

et al. 2015

Journal of Industrial Microbiology and Biotechnology

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“…However, little to no data is currently available on Aspergillus aromatic acid metabolism. The ability of A. japonicus to perform many aromatic transformations has been reported (Milstein et al 1983). In addition a gene encoding p-benzoate hydroxylase (bphA) has been identified in A. niger (van Gorcom et al 1990).…”

Section: Sf7mentioning

confidence: 98%

Biotechnological applications and potential of fungal feruloyl esterases based on prevalence, classification and biochemical diversity

et al. 2007

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Feruloyl esterases are part of the enzymatic spectrum employed by fungi and other microorganisms to degrade plant polysaccharides. They release ferulic acid and other aromatic acids from these polymeric structures and have received an increasing interest in industrial applications such as in the food, pulp and paper and bio-fuel industries. This review provides an overview of the current knowledge on fungal feruloyl esterases focussing in particular on the differences in substrate specificity, regulation of their production, prevalence of these enzymes in fungal genomes and industrial applications.

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“…Aspergilli are known to metabolize a wide variety of aromatic compounds using an extensive repertoire of chemical transformations including decarboxylation, oxidation, methylation, sulfonation, and aromatic acid reduction (32)(33)(34)40). The capability of fungi to metabolize a variety of molecules has been exploited in studies using fungal-bacterial cocultures to detoxifiy and mineralize environmentally persistent compounds (41).…”

Section: Biotransformation Of P Aeruginosa Phenazine Metabolites By Amentioning

confidence: 99%

Interkingdom metabolic transformations captured by microbial imaging mass spectrometry

Moree

Phelan

et al. 2012

Proc. Natl. Acad. Sci. U.S.A.

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241

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In polymicrobial infections, microbes can interact with both the host immune system and one another through direct contact or the secretion of metabolites, affecting disease progression and treatment options. The thick mucus in the lungs of patients with cystic fibrosis is highly susceptible to polymicrobial infections by opportunistic pathogens, including the bacterium Pseudomonas aeruginosa and the fungus Aspergillus fumigatus. Unravelling the hidden molecular interactions within such polymicrobial communities and their metabolic exchange processes will require effective enabling technologies applied to model systems. In the present study, MALDI-TOF and MALDI-FT-ICR imaging mass spectrometry (MALDI-IMS) combined with MS/MS networking were used to provide insight into the interkingdom interaction between P. aeruginosa and A. fumigatus at the molecular level. The combination of these technologies enabled the visualization and identification of metabolites secreted by these microorganisms grown on agar. A complex molecular interplay was revealed involving suppression, increased production, and biotransformation of a range of metabolites. Of particular interest is the observation that P. aeruginosa phenazine metabolites were converted by A. fumigatus into other chemical entities with alternative properties, including enhanced toxicities and the ability to induce fungal siderophores. This work highlights the capabilities of MALDI-IMS and MS/MS network analysis to study interkingdom interactions and provides insight into the complex nature of polymicrobial metabolic exchange and biotransformations. M icrobes that colonize mammalian hosts can form polymicrobial communities, such as biofilms, where they establish commensual, mutualistic, competitive, or antagonistic interactions with one another and with the host. In microbial disease, this complex interplay can affect the outcome of antimicrobial therapy (1). Therefore, it is important to understand polymicrobial populations and their interactions at the molecular level.In persons with cystic fibrosis (CF), the lungs are lined with a viscous mucus layer susceptible to polymicrobial infections (2). Pseudomonas aeruginosa, a Gram-negative bacterial opportunistic pathogen, is the most prevalent and persistent microorganism (3) isolated from the sputum of CF lungs and leading cause of mortality in CF patients (4). Within the CF lung, P. aeruginosa exists in biofilm-like macrocolonies (5) and is refractory to antimicrobial agents and the host immune response (6). Aspergillus fumigatus, an opportunistic fungal pathogen, is the second-most persistent microbe in the CF lung, with a 10-57% prevalence rate (3), and is capable of causing allergic bronchopulmonary aspergillosis (7).Superinfection with both P. aeruginosa and A. fumigatus in CF patients leads to decreased pulmonary function compared with monoinfection with either microbe (8). Interestingly, however, in a pulmonary mouse model, mice coinfected with P. aeruginosa and A. fumigatus had a higher survival rate than mice...

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Metabolism of lignin related aromatic compounds by Aspergillus japonicus

Cited by 41 publications

References 32 publications

Self-sufficient redox biotransformation of lignin-related benzoic acids with Aspergillus flavus

Self-sufficient redox biotransformation of lignin-related benzoic acids with Aspergillus flavus

Biotechnological applications and potential of fungal feruloyl esterases based on prevalence, classification and biochemical diversity

Interkingdom metabolic transformations captured by microbial imaging mass spectrometry

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