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enzymatic glycosylation using 6-o-acylated sugar donors and acceptors: beta-n-acetylhexosaminidase-catalysed synthesis of 6-o,n,n'-triacetylchitobiose and 6'-o,n,n'-triacetylchitobiose.p-nitrophenyl 6-o-acetyl-2-acetamido-2-deoxy-beta-d-glucopyranoside (5a) was used as the glycosyl donor in a beta-n-acetylhexosaminidase-catalysed (from penicillium brasilianum) glycosylation of glcnac yielding 6'-o,n,n'-triacetylchitobiose (6), while 6-o-acetyl-2-acetamido-2-deoxy-beta-d-glucopyranose (3a) served as a selectively protected acceptor in a transglycosylation reaction catalysed by the same enzyme to yield 6-o,n,n'-triacetylchitobiose (4).200111322728
exploitation of a library of alpha-galactosidases for the synthesis of building blocks for glycopolymers.after screening a library of fungal alpha-galactosidases for the synthesis of functionalized alkyl alpha-d-galactopyranosides, four enzymes (isolated from aspergillus terreus ccm55, aspergillus commune ccm 2969, penicillium vinaceum ccm 2384, or penicillium brasilianum 2155) proved to be suitable for these biotransformations. the effect of different concentrations of alcohol on activity and stability of these enzymes was investigated. after optimization of the reaction conditions, three galactos ...200211745178
growth and enzyme production by three penicillium species on monosaccharides.the growth and preference for utilisation of various sugar by the penicillium species penicillium pinophilum ibt 4186, penicillium persicinum ibt 13226 and penicillium brasilianum ibt 20888 was studied in batch cultivations using various monosaccharides as carbon source, either alone or in mixtures. p. pinophilum ibt 4186 and p. persicinum ibt 13226 had a micro(max) around 0.08-0.09 h(-1) using either glucose or xylose as carbon source. the micro(max) of p. brasilianum ibt 20888 was 0.16 and 0.1 ...200415066767
characterization and kinetic analysis of a thermostable gh3 beta-glucosidase from penicillium brasilianum.a gh3 beta-glucosidase (bgl) from penicillium brasilianum was purified to homogeneity after cultivation on a cellulose and xylan rich medium. the bgl was identified in a genomic library, and it was successfully expressed in aspergillus oryzae. the bgl had excellent stability at elevated temperatures with no loss in activity after 24 h of incubation at 60 degrees c at ph 4-6, and the bgl was shown to have significantly higher stability at these conditions in comparison to novozym 188 and to other ...201019756584
a comparative study of activity and apparent inhibition of fungal β-glucosidases.β-glucosidases (bgs) from aspergillus fumigates, aspergillus niger, aspergillus oryzae, chaetomium globosum, emericella nidulans, magnaporthe grisea, neurospora crassa, and penicillium brasilianum were purified to homogeneity, and analyzed by isothermal titration calorimetry with respect to their hydrolytic activity and its sensitivity to glucose (product) using cellobiose as substrate. global non-linear regression of several reactions, with or without added glucose, to a product inhibition equa ...201020677177
a comparative study of hydrolysis and transglycosylation activities of fungal β-glucosidases.β-glucosidases (bgs) from aspergillus fumigatus, aspergillus niger, aspergillus oryzae, magnaporthe grisea, neurospora crassa, and penicillium brasilianum were purified to homogeneity, and investigated for their (simultaneous) hydrolytic and transglycosylation activity in samples with high concentrations of either cellobiose or glucose. the rate of the hydrolytic process (which converts one cellobiose to two glucose molecules) shows a maximum around 10-15 mm cellobiose and decreases with further ...201322311644
antimicrobial and allelopathic metabolites produced by penicillium brasilianum.six known compounds, isoroquefortine c (1), griseofulvin (2), ergosterol peroxide (3), 3β-hydroxy-(22e,24r)-ergosta-5,8,22-trien-7-one (4), cerevisterol (5) and (22e,24r)-6β-methoxyergosta-7,22-diene-3β,5α-diol (6), were produced by the fungus penicillium brasilianum, and their structures were elucidated by spectroscopic methods. this is the first report on isoroquefortine c as naturally occurring compound. their bioactivities against five phytopathogenic fungi (gibeberalla saubinetti, fusarium ...201525103127
new approaches to drug discovery for combating mrsa.methicillin-resistant staphylococuss aureus (mrsa) is a major nosocomial pathogen that has developed resistance to many antibiotics. new anti-infective drugs to prevent and treat mrsa infection are required. four assay systems were conducted to screen microbial cultures for new anti-infective compounds active against mrsa. nosokomycins, new members of the phosphoglycolipid family, were discovered from a culture of streptomyces cyslabdanicus k04-0144 in an mrsa-silkworm infection assay. the targe ...201626833438
microbial diversification of diels-alder cycloadducts by whole cells of penicillium brasilianum.functionalizations of cycloadducts are important steps for the use of diels-alder reactions in the construction of complex cyclic or polycyclic molecules from relatively simple starting materials. in the present work, we studied the ability of penicillium brasilianum to perform microbial transformations of racemic diels-alder endo-cycloadducts. thus, diels-alder products, obtained from reacting cyclopentadiene or 2,3-dimethylbutadiene with alkylated para-benzoquinones, were transformed by the re ...201627251138
oxidative potential of some endophytic fungi using 1-indanone as a substrate.the oxidative potential of the fungus penicillium brasilianum, a strain isolated as an endophyte from a meliaceae plant (melia azedarach), was investigated using 1-indanone as a substrate to track the production of monooxygenases. the fungus produced the dihydrocoumarin from 1-indanone with the classical baeyer-villiger reaction regiochemistry, and (-)-(r)-3-hydroxy-1-indanone with 78% ee. minor compounds resulting from lipase and sam activities were also detected. the biotransformation procedur ...201222573162
penicillium araracuarense sp. nov., penicillium elleniae sp. nov., penicillium penarojense sp. nov., penicillium vanderhammenii sp. nov. and penicillium wotroi sp. nov., isolated from leaf litter.several species of the genus penicillium were isolated during a survey of the mycobiota of leaf litter and soil in colombian amazon forest. five species, penicillium penarojense sp. nov. (type strain cbs 113178(t) = ibt 23262(t)), penicillium wotroi sp. nov. (type strain cbs 118171(t) = ibt 23253(t)), penicillium araracuarense sp. nov. (type strain cbs 113149(t) = ibt 23247(t)), penicillium elleniae sp. nov. (type strain cbs 118135(t) = ibt 23229(t)) and penicillium vanderhammenii sp. nov. (type ...201120639229
biosynthesis of phenylpropanoid amides by an endophytic penicillium brasilianum found in root bark of melia azedarach.biosynthetic studies on brasiliamides, potently convulsive and bacteriostatic compounds from an endophytic penicillium brasilianum isolated from melia azedarach (meliaceae), confirms their phenylpropanoid origin, which is very uncommon in fungi. feeding experiments with [2-(13)c]- phenylalanine indicated the incorporation of two units of this amino acid on brasiliamide structures. the first step in the phenylpropanoid pathway to those compounds was evaluated through enzymatic bioassays and confi ...201020372037
co-production of bisphenylpropanoid amides and meroterpenes by an endophytic penicillium brasilianum found in the root bark of melia azedarach.a fungus, isolated from the root bark of melia azedarach (meliaceae), from which a series of meroterpenes have been reported, was identified as penicillium brasilianum based on analysis of the its region of ribosomal dna. from a rice culture of this fungus, the known phenylpropanoid amides brasiliamide a and b were obtained together with and a new, slightly modified congener, along with the meroterpenoids preaustinoid a1, preaustinoid b2 and austinolide. the compounds were isolated by the use of ...201519678538
molecular basis for the unusual ring reconstruction in fungal meroterpenoid biogenesis.trt14 from aspergillus terreus is involved in unusual skeletal reconstruction during the biosynthesis of the fungal meroterpenoid terretonin. detailed in vitro characterization revealed that this novel multifunctional enzyme catalyzes not only the d-ring expansion via intramolecular methoxy rearrangement, but also the hydrolysis of the expanded d-ring. the x-ray crystal structures of trt14, in complex with substrate or product, and two trt14 homologs, aush and prhc from aspergillus nidulans and ...201728759016
insights into penicillium brasilianum secondary metabolism and its biotechnological potential.over the past few years penicillium brasilianum has been isolated from many different environmental sources as soil isolates, plant endophytes and onion pathogen. all investigated strains share a great ability to produce bioactive secondary metabolites. different authors have investigated this great capability and here we summarize the metabolic potential and the biological activities related to p. brasilianum's metabolites with diverse structures. they include secondary metabolites of an alkalo ...201728632186
discovery of key dioxygenases that diverged the paraherquonin and acetoxydehydroaustin pathways in penicillium brasilianum.paraherquonin (1), a fungal meroterpenoid produced by penicillium brasilianum nbrc 6234, possesses a unique, highly congested hexacyclic molecular architecture. here we identified the biosynthetic gene cluster of 1 (the prh cluster) and elucidated the pathway up to berkeleydione (2), which serves as the key intermediate for the biosynthesis of 1 as well as many other meroterpenoids. interestingly, the nonheme iron and α-ketoglutarate-dependent dioxygenase prha constructs the cycloheptadiene moie ...201627602587
characterization of novel thermostable polygalacturonases from penicillium brasilianum and aspergillus niger.the aim of this research was the partial characterization of polygalacturonase (pg) extracts produced by a newly isolated penicillium brasilianum and aspergillus niger in submerged fermentation. the partial characterization of the crude enzymatic extracts showed optimum activity at ph 5.5 and 37 °c for both extracts. the results of temperature stability showed that pg from both microorganisms were more stable at 55 °c. however, the enzyme obtained by p. brasilianum presents a half-life time (t 1 ...201526341112
penicillium brasilianum as an enzyme factory; the essential role of feruloyl esterases for the hydrolysis of the plant cell wall.the production of arabinoxylan-degrading enzymes by the fungus penicillium brasilianum, grown on different carbon and nitrogen sources as well as different environmental conditions was investigated. highest feruloyl esterase (225 mu/ml) and alpha-l-arabinofuranosidase (211 mu/ml) activities were obtained when p. brasilianum was grown on sugar beet pulp, whereas maximum xylanase (17 u/ml) activity was found during growth on oat spelt xylan. yeast extract was the preferable nitrogen source for the ...200717544537
effect of compounds released during pretreatment of wheat straw on microbial growth and enzymatic hydrolysis rates.in the process of producing ethanol from lignocellulosic materials such as wheat straw, compounds that can act inhibitory to enzymatic hydrolysis and to cellular growth may be generated during the pretreatment. ethanol production was evaluated on pretreated wheat straw hydrolysate using four different recombinant saccharomyces cerevisiae strains, cpb.cr4, cpb.cb4, f12, and flx. the fermentation performance of the four s. cerevisiae strains was tested in hydrolysate of wheat straw that has been p ...200716865730
new convulsive compounds, brasiliamides a and b, from penicillium brasilianum batista jv-379.new convulsive compounds, brasiliamides a (1) and b (2), were isolated by activity-guided fractionation from okara fermented with a soil isolate of penicillium brasilianum batista jv-379. their structures were elucidated on the basis of spectral and chemical evidence and by x-ray crystallography of the hydrogenated product of 2. in the 1h- and 13c-nmr spectra of 2, the signals were complicated, all being doubled or broadened in several deuterated solvents at room temperature. the conformational ...200212353630
screening genus penicillium for producers of cellulolytic and xylanolytic enzymes.for enzymatic hydrolysis of lignocellulosic material, cellulolytic enzymes from trichoderma reesei are most commenly used, but, there is a need for more efficient enzyme cocktails. in this study, the production of cellulolytic and xylanolytic enzymes was investigated in 12 filamentous fungi from genus penicillium and compared with that of t. reesei. either solka-floc cellulose or oat spelt xylan was used as carbon source in shake flask cultivations. all the fungi investigated showed coinduction ...200415054266
new brasiliamide congeners, brasiliamides c, d and e, from penicillium brasilianum batista jv-379.three new brasiliamide congeners, brasiliamides c, d and e, were isolated from okara fermented with penicillium brasilianum batista jv-379. their structures were elucidated on the basis of spectral data and chemical evidence. nmr spectra of these brasiliamides exhibited a mixture of four or two conformers due to the restricted rotation of an amide bond in a solution. the (1)h- and (13)c-nmr spectral data were analyzed for a major rotamer at an appropriate temperature, since the signals were broa ...200415118309
first report of penicillium brasilianum and p. daleae isolated from soil in korea.in this study, a total of 300 isolates of penicillium and related teleomorphic genera were collected from soils of 17 locations in korea from april to may, 2004. ninety four isolates were identified as the species of penicillium subgenus furcatum based on cultural and morphological characteristics and β-tubulin gene sequences. among the species, korean isolates of p. brasilianum bat. and p. daleae k. m. zalessky were phylogenetically identical to the reference species based on dna sequence of th ...200524049484
production and partial characterization of arabinoxylan-degrading enzymes by penicillium brasilianum under solid-state fermentation.the production of a battery of arabinoxylan-degrading enzymes by the fungus penicillium brasilianum grown on brewer's spent grain (bsg) under solid-state fermentation was investigated. initial moisture content, initial ph, temperature, and nitrogen source content were optimized to achieve maximum production of feruloyl esterase, xylanase, and alpha-l: -arabinofuranosidase. under the optimum growth conditions (80% moisture, ph 6, 26.5 degrees c, and 5 g/l nitrogen source), the maximum level of fe ...200616568317
three austin family compounds from penicillium brasilianum exhibit selective blocking action on cockroach nicotinic acetylcholine receptors.austin (at) and its derivatives (dehydroaustin (dat) and acetoxydehydroaustin (adat)) produced by penicillium brasilianum mg-11 exhibit toxicity to insects, yet their targets are unknown. here, we used whole-cell patch-clamp electrophysiology to investigate the action of at family compounds on cockroach acetylcholine (ach), γ-aminobutyric acid (gaba) and l-glutamate receptors expressed in the american cockroach (periplaneta americana) neuron. u-tube application of at or its derivatives did not i ...201120971131
time course production of indole alkaloids by an endophytic strain of penicillium brasilianum cultivated in rice.during our studies concerning endophytic fungi, two indole alkaloids were co-produced with verruculogen by penicillium brasilianum isolated from melia azedarach (meliaceae). the compounds were isolated by the use of combined chromatographic procedures and identified by physical methods, mainly 1d- and 2d-nmr experiments. this article also describes the production of verruculogen tr-2, first described for this species of penicillium, and a verruculogen tr-2c-11 epimer, that is a novel fungal natu ...201322757643
spirohexalines, new inhibitors of bacterial undecaprenyl pyrophosphate synthase, produced by penicillium brasilianum fki-3368.an enzyme assay for bacterial undecaprenyl pyrophosphate (upp) synthase was performed to screen microbial culture broths for inhibitors of upp synthase. during the course of this screening program, an etoh extract of a rice culture of penicillium brasilianum fki-3368 was found to inhibit upp synthase activity. from activity-guided purification, a new compound-designated spirohexaline was isolated together with the structurally related and known viridicatumtoxin by ethyl acetate extraction silica ...201323168407
draft genome sequence of the fungus penicillium brasilianum mg11.the genus penicillium belongs to the phylum ascomycota and includes a variety of fungal species important for food and drug production. we report the draft genome sequence of penicillium brasilianum mg11. this strain was isolated from soil, and it was reported to produce different secondary metabolites.201526337871
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