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Jaime Eyzaguirre - One of the best experts on this subject based on the ideXlab platform.
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corncob and sugar beet pulp induce specific sets of lignocellulolytic enzymes in Penicillium purpurogenum
Mycology, 2019Co-Authors: Wladimir Mardones, Eduardo Callegari, Jaime EyzaguirreAbstract:Penicillium purpurogenum is a filamentous fungus, which grows on a variety of natural carbon sources and secretes a large number of enzymes involved in cellulose, hemicelluloses and pectin biodegra...
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Corncob and sugar beet pulp induce specific sets of lignocellulolytic enzymes in Penicillium purpurogenum
Taylor & Francis Group, 2019Co-Authors: Wladimir Mardones, Eduardo Callegari, Jaime EyzaguirreAbstract:Penicillium purpurogenum is a filamentous fungus, which grows on a variety of natural carbon sources and secretes a large number of enzymes involved in cellulose, hemicelluloses and pectin biodegradation. The purpose of this work has been to identify potential lignocellulolytic enzymes and to compare the secreted enzymes produced when the fungus is grown on sugar beet pulp (rich in cellulose and pectin) and corn cob (rich in cellulose and xylan). Culture supernatants were subjected to two-dimensional nano-liquid chromatography/tandem mass spectrometry. Using MASCOT and a genome-derived protein database, the proteins present in the supernatant were identified. The putative function in the degradation of the polysaccharides was determined using dbCAN software. The results show that there is a good correlation between the polysaccharide composition of the carbon sources and the function of the secreted enzymes: both cultures are rich in cellulases, while sugar beet pulp induces pectinases and corncob, xylanases. The eventual biochemical characterisation of these enzymes will be of value for a better understanding of the biodegradation process performed by the fungus and increase the availability of enzymes for biotechnological methods associated with this process
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identification heterologous expression and characterization of a novel glycoside hydrolase family 30 xylanase from the fungus Penicillium purpurogenum
Carbohydrate Research, 2018Co-Authors: Karina Espinoza, Jaime EyzaguirreAbstract:Abstract Penicillium purpurogenum grows on a variety of natural carbon sources and secretes to the medium a large number of enzymes that degrade the polysaccharides present in lignocellulose. In this work, the gene coding for a novel xylanase (XynC) belonging to family 30 of the glycoside hydrolases (GH), has been identified in the genome of the fungus. The enzyme has been expressed in Pichia pastoris and characterized. The mature XynC has 454 amino acid residues and a calculated molecular weight of 49 240. The purified protein shows a molecular weight of 67 000, and it is partially deglycosylated using EndoH. Its pH optimum is in the range of 3–5, and the optimal temperature is 45 °C. It is active on both arabinoxylan and glucuronoxylan, similarly to other fungal GH 30 xylanases. It liberates a set of oligosaccharides, which have been detected by thin-layer chromatography, thus indicating that it is an endo-acting xylanase. It hydrolyzes xylooligosaccharides, releasing mainly xylobiose, in contrast to other fungal GH family 30 enzymes which generate chiefly xylose. Highest sequence identity to a characterized family 30 xylanase is found with the enzyme from the fungus Bispora sp (53%). This is the first GH 30 xylanase described from a Penicillium.
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the genome sequence of the soft rot fungus Penicillium purpurogenum reveals a high gene dosage for lignocellulolytic enzymes
Mycology, 2018Co-Authors: Wladimir Mardones, Alex Di Genova, Maria Paz Cortes, Dante Travisany, Alejandro Maass, Jaime EyzaguirreAbstract:The high lignocellulolytic activity displayed by the soft-rot fungus Penicillium purpurogenum has made it a target for the study of novel lignocellulolytic enzymes. We have obtained a reference genome of 36.2 Mb of non-redundant sequence (11,057 protein-coding genes). The 49 largest scaffolds cover 90% of the assembly, and Core Eukaryotic Genes Mapping Approach (CEGMA) analysis reveals that our assembly captures almost all protein-coding genes. RNA-seq was performed and 93.1% of the reads aligned to the assembled genome. These data, plus the independent sequencing of a set of genes of lignocellulose-degrading enzymes, validate the quality of the genome sequence. P. purpurogenum shows a higher number of proteins with CAZy motifs, transcription factors and transporters as compared to other sequenced Penicillia. These results demonstrate the great potential for lignocellulolytic activity of this fungus and the possible use of its enzymes in related industrial applications.
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properties of two novel esterases identified from culture supernatant of Penicillium purpurogenum grown on sugar beet pulp
Insights in Enzyme Research, 2018Co-Authors: Gabriela Oleas, Eduardo Callegari, Romina V Sepulveda, Jaime EyzaguirreAbstract:Background: The filamentous fungus Penicillium purpurogenum grows on a variety of natural carbon sources, such as sugar beet pulp, and secretes to the medium a large number of enzymes that degrade the carbohydrate components of lignocellulose. Sugar beet pulp is rich in pectin, and the purpose of this work is to identify novel esterases produced by the fungus, which may participate in pectin degradation. Methods and findings: Partially purified culture supernatants of the fungus grown on sugar beet pulp were subjected to mass spectrometry analysis. Peptides thus identified, which may be part of potential esterases were probed against the proteins deduced from the fungal genome sequence. The cDNAs of two putative esterases identified were expressed in Pichia pastoris and their properties studied. One of these enzymes, named FAET, is a feruloyl esterase, while the other, PE, is classified as a pectin methyl esterase. Conclusions: These findings add to our knowledge of the enzymology of pectin degradation by Penicillium purpurogenum, and define properties of two novel esterases acting on de-esterification of pectin. Their availability may be useful as tools for the study of pectin structure and degradation.
Sheng Lin - One of the best experts on this subject based on the ideXlab platform.
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three new polyketides from the endophytic fungus Penicillium purpurogenum
Journal of Asian Natural Products Research, 2020Co-Authors: Guiyang Xia, Yanan Wang, Lingyan Wang, Huan Xia, Pengcheng Lin, Sheng LinAbstract:Three new polyketides including two benzophenone derivatives, penibenzones A and B (1 and 2), and a new phthalide derivative, penibenzone C (3), along with six known compounds, were isolated from the solid-substrate cultures of the endophytic fungus Penicillium purpurogenum IMM003. Their structures were elucidated on the basis of spectroscopic data (UV, IR, HRESIMS, 1D and 2D NMR). All compounds were evaluated for inhibitory activity against pancreatic lipase, but none of them displayed activity.[Formula: see text].
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three new polyoxygenated bergamotanes from the endophytic fungus Penicillium purpurogenum imm 003 and their inhibitory activity against pancreatic lipase
Chinese Journal of Natural Medicines, 2020Co-Authors: Guiyang Xia, Yanan Wang, Lingyan Wang, Jingfang Zhang, Pengcheng Lin, Sheng LinAbstract:Purpurolides D-F (1-3), three new polyoxygenated bergamotanes bearing a 6/4/5/5 tetracyclic ring system, were isolated from the endophytic fungus Penicillium purpurogenum IMM 003. Their structures were unambiguously elucidated based on extensive spectroscopic data analyses, 13C NMR chemical shifts calculations coupled with the DP4+ probability method, and the calculated and experimental electronic circular dichroism (ECD) spectra. Compounds 1-3 showed significant inhibitory activity against pancreatic lipase (PL). The result highlights that the presence of 3-hydroxylated decanoic acid moiety at C-14 is important for increasing the inhibition potency against PL.
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purpurolide a 5 5 5 spirocyclic sesquiterpene lactone in nature from the endophytic fungus Penicillium purpurogenum
Organic Letters, 2018Co-Authors: Yanan Wang, Guiyang Xia, Lingyan Wang, Huawei Zhang, Jingfang Zhang, Sheng LinAbstract:Purpurolide A (1), an unprecedent sesquiterpene lactone with a rarely encountered 5/5/5 spirocyclic skeleton, along with two new 6/4/5/5 tetracyclic sesquiterpene lactones (2 and 3), were isolated from the cultures of the endophytic fungus Penicillium purpurogenum IMM003. The structures and absolute configurations of 1–3 were established by spectroscopic analysis, single-crystal X-ray diffraction, and calculations of the 13C NMR and ECD data. Compounds 1–3 showed significant inhibitory activity against pancreatic lipase.
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Purpurolide A, 5/5/5 Spirocyclic Sesquiterpene Lactone in Nature from the Endophytic Fungus Penicillium purpurogenum
2018Co-Authors: Yanan Wang, Guiyang Xia, Lingyan Wang, Huawei Zhang, Jingfang Zhang, Sheng LinAbstract:Purpurolide A (1), an unprecedent sesquiterpene lactone with a rarely encountered 5/5/5 spirocyclic skeleton, along with two new 6/4/5/5 tetracyclic sesquiterpene lactones (2 and 3), were isolated from the cultures of the endophytic fungus Penicillium purpurogenum IMM003. The structures and absolute configurations of 1–3 were established by spectroscopic analysis, single-crystal X-ray diffraction, and calculations of the 13C NMR and ECD data. Compounds 1–3 showed significant inhibitory activity against pancreatic lipase
Cheng-bin Cui - One of the best experts on this subject based on the ideXlab platform.
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penicimutanin c a new alkaloidal compound isolated from a neomycin resistant mutant 3 f 31of Penicillium purpurogenum g59
Chemistry & Biodiversity, 2020Co-Authors: Nan Wang, Yu Yang, Yuan Dong, Cheng-bin CuiAbstract:Penicimutanin C, a new alkaloidal compound, was isolated from the neomycin-resistant mutant strain 3-f-31 of the marine-derived fungus, Penicillium purpurogenum G59, together with four known compounds. The structure of penicimutanin C, including the absolute configuration, was determined by spectroscopic and chemical methods. The absolute configuration of penicimutanin A was also re-confirmed by Marfey's and chiral HPLC analyses of the hydrolyzed products. Penicimutanins C and A inhibited the proliferation of five human cancer cell lines to some extent. Penicimutanin C is the third dimer of diketopiperazine and penicimutanolone, which are only produced by mutants of P. purpurogenum G59 isolated to date, and it showed cytotoxic activity against human cancer cell lines. The neomycin-resistant screening strategy has been previously successfully used to discover new compounds by activating silent metabolites in fungi, and the present results provide an additional example of the effectiveness of this method.
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four new antitumor metabolites isolated from a mutant 3 f 31 strain derived from Penicillium purpurogenum g59
European Journal of Medicinal Chemistry, 2018Co-Authors: Nan Wang, Cheng-bin Cui, Bing Cai, Huajie ZhuAbstract:Abstract Penicimutanolones A (1) and B (2), penicimutanolone A methyl ether (3), and penicimumide (4), four new antitumor metabolites, were isolated from a neomycin-resistant mutant of the marine-derived fungus Penicillium purpurogenum G59. The structures of the compounds were elucidated by spectroscopic methods, and the absolute configurations were determined by X-ray crystallography and calculated ECD. In MTT and SRB assays, compounds 1–3 showed strong inhibitory effects on 14 human cancer cell lines. Compounds 1 and 2 maybe induce apoptosis of cancer cells mainly due to the inhibition of the expression of survivin, a client protein of HSP90. In addition, in vivo antitumor activity was observed for compound 1 in murine sarcoma HCT116 tumor-bearing Kunming mice, using docetaxel as a positive control.
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A new polyketide purpurogenic acid: the activated production of polyketides by the diethyl sulphate mutagenesis of marine-derived Penicillium purpurogenum G59
2018Co-Authors: Ming-wen Xia, Yu Yang, Cheng-bin CuiAbstract:A new polyketide, purpurogenic acid (1), and two known polyketides, (-)-mitorubrin (2) and (-)-mitorubrinol (3), were isolated from a fungal mutant derived from the diethyl sulphate (DES) mutagenesis of marine-derived Penicillium purpurogenum G59. The planar structure of new 1 was elucidated by spectroscopic methods and the absolute configuration was assigned on the basis of [α]D and CD data. In our preliminary MTT assay, 1 inhibited human cancer K562, HL-60, HeLa and BGC-823 cells with the inhibition rates of 52.7, 78.8, 38.4 and 35.3% at the 100 μg/mL, respectively.
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Two new polyketides isolated from a diethyl sulphate mutant of marine-derived Penicillium purpurogenum G59
2018Co-Authors: Hua Qiao, Cheng-bin Cui, Yu Yang, Chun-xiao SunAbstract:Two new polyketides, purpurofuranone (1) and purpuropyranone (2), were isolated along with the known polyketides, cillifuranone (3) and taiwapyrone (4), from a mutant BD-3n-1 derived from the diethyl sulfate (DES) mutagenesis of a marine-derived Penicillium purpurogenum G59. The structures of 1 and 2 were elucidated by spectroscopic methods especially on the basis of X-ray diffraction and calculated optical rotations data. The plausible biosynthesis of 1 − 4 was also proposed and discussed. In preliminary MTT assay, 1 − 4 showed no notable inhibitory effects on the tested four human cancer cell lines.
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penicimutamides d e two new prenylated indole alkaloids from a mutant of the marine derived Penicillium purpurogenum g59
RSC Advances, 2017Co-Authors: Hao Gao, Xiaojun Huang, Cheng-bin CuiAbstract:Three prenylated indole alkaloids (1–3), including two new penicimutamides D–E (1–2), were isolated from a diethyl sulfate mutant of the marine-derived fungus Penicillium purpurogenum G59. The structures of 1–3, and their absolute configurations, were determined by spectroscopic methods, including X-ray crystallography and CD analyses. HPLC-UV and HPLC-MS analyses showing that 1–3 were only produced in the mutant evidenced that the silent biosynthetic pathways that produce 1–3 in the parental strain are activated by DES mutagenesis.
Yanan Wang - One of the best experts on this subject based on the ideXlab platform.
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three new polyketides from the endophytic fungus Penicillium purpurogenum
Journal of Asian Natural Products Research, 2020Co-Authors: Guiyang Xia, Yanan Wang, Lingyan Wang, Huan Xia, Pengcheng Lin, Sheng LinAbstract:Three new polyketides including two benzophenone derivatives, penibenzones A and B (1 and 2), and a new phthalide derivative, penibenzone C (3), along with six known compounds, were isolated from the solid-substrate cultures of the endophytic fungus Penicillium purpurogenum IMM003. Their structures were elucidated on the basis of spectroscopic data (UV, IR, HRESIMS, 1D and 2D NMR). All compounds were evaluated for inhibitory activity against pancreatic lipase, but none of them displayed activity.[Formula: see text].
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three new polyoxygenated bergamotanes from the endophytic fungus Penicillium purpurogenum imm 003 and their inhibitory activity against pancreatic lipase
Chinese Journal of Natural Medicines, 2020Co-Authors: Guiyang Xia, Yanan Wang, Lingyan Wang, Jingfang Zhang, Pengcheng Lin, Sheng LinAbstract:Purpurolides D-F (1-3), three new polyoxygenated bergamotanes bearing a 6/4/5/5 tetracyclic ring system, were isolated from the endophytic fungus Penicillium purpurogenum IMM 003. Their structures were unambiguously elucidated based on extensive spectroscopic data analyses, 13C NMR chemical shifts calculations coupled with the DP4+ probability method, and the calculated and experimental electronic circular dichroism (ECD) spectra. Compounds 1-3 showed significant inhibitory activity against pancreatic lipase (PL). The result highlights that the presence of 3-hydroxylated decanoic acid moiety at C-14 is important for increasing the inhibition potency against PL.
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purpurolide a 5 5 5 spirocyclic sesquiterpene lactone in nature from the endophytic fungus Penicillium purpurogenum
Organic Letters, 2018Co-Authors: Yanan Wang, Guiyang Xia, Lingyan Wang, Huawei Zhang, Jingfang Zhang, Sheng LinAbstract:Purpurolide A (1), an unprecedent sesquiterpene lactone with a rarely encountered 5/5/5 spirocyclic skeleton, along with two new 6/4/5/5 tetracyclic sesquiterpene lactones (2 and 3), were isolated from the cultures of the endophytic fungus Penicillium purpurogenum IMM003. The structures and absolute configurations of 1–3 were established by spectroscopic analysis, single-crystal X-ray diffraction, and calculations of the 13C NMR and ECD data. Compounds 1–3 showed significant inhibitory activity against pancreatic lipase.
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Purpurolide A, 5/5/5 Spirocyclic Sesquiterpene Lactone in Nature from the Endophytic Fungus Penicillium purpurogenum
2018Co-Authors: Yanan Wang, Guiyang Xia, Lingyan Wang, Huawei Zhang, Jingfang Zhang, Sheng LinAbstract:Purpurolide A (1), an unprecedent sesquiterpene lactone with a rarely encountered 5/5/5 spirocyclic skeleton, along with two new 6/4/5/5 tetracyclic sesquiterpene lactones (2 and 3), were isolated from the cultures of the endophytic fungus Penicillium purpurogenum IMM003. The structures and absolute configurations of 1–3 were established by spectroscopic analysis, single-crystal X-ray diffraction, and calculations of the 13C NMR and ECD data. Compounds 1–3 showed significant inhibitory activity against pancreatic lipase
Eduardo Callegari - One of the best experts on this subject based on the ideXlab platform.
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corncob and sugar beet pulp induce specific sets of lignocellulolytic enzymes in Penicillium purpurogenum
Mycology, 2019Co-Authors: Wladimir Mardones, Eduardo Callegari, Jaime EyzaguirreAbstract:Penicillium purpurogenum is a filamentous fungus, which grows on a variety of natural carbon sources and secretes a large number of enzymes involved in cellulose, hemicelluloses and pectin biodegra...
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Corncob and sugar beet pulp induce specific sets of lignocellulolytic enzymes in Penicillium purpurogenum
Taylor & Francis Group, 2019Co-Authors: Wladimir Mardones, Eduardo Callegari, Jaime EyzaguirreAbstract:Penicillium purpurogenum is a filamentous fungus, which grows on a variety of natural carbon sources and secretes a large number of enzymes involved in cellulose, hemicelluloses and pectin biodegradation. The purpose of this work has been to identify potential lignocellulolytic enzymes and to compare the secreted enzymes produced when the fungus is grown on sugar beet pulp (rich in cellulose and pectin) and corn cob (rich in cellulose and xylan). Culture supernatants were subjected to two-dimensional nano-liquid chromatography/tandem mass spectrometry. Using MASCOT and a genome-derived protein database, the proteins present in the supernatant were identified. The putative function in the degradation of the polysaccharides was determined using dbCAN software. The results show that there is a good correlation between the polysaccharide composition of the carbon sources and the function of the secreted enzymes: both cultures are rich in cellulases, while sugar beet pulp induces pectinases and corncob, xylanases. The eventual biochemical characterisation of these enzymes will be of value for a better understanding of the biodegradation process performed by the fungus and increase the availability of enzymes for biotechnological methods associated with this process
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properties of two novel esterases identified from culture supernatant of Penicillium purpurogenum grown on sugar beet pulp
Insights in Enzyme Research, 2018Co-Authors: Gabriela Oleas, Eduardo Callegari, Romina V Sepulveda, Jaime EyzaguirreAbstract:Background: The filamentous fungus Penicillium purpurogenum grows on a variety of natural carbon sources, such as sugar beet pulp, and secretes to the medium a large number of enzymes that degrade the carbohydrate components of lignocellulose. Sugar beet pulp is rich in pectin, and the purpose of this work is to identify novel esterases produced by the fungus, which may participate in pectin degradation. Methods and findings: Partially purified culture supernatants of the fungus grown on sugar beet pulp were subjected to mass spectrometry analysis. Peptides thus identified, which may be part of potential esterases were probed against the proteins deduced from the fungal genome sequence. The cDNAs of two putative esterases identified were expressed in Pichia pastoris and their properties studied. One of these enzymes, named FAET, is a feruloyl esterase, while the other, PE, is classified as a pectin methyl esterase. Conclusions: These findings add to our knowledge of the enzymology of pectin degradation by Penicillium purpurogenum, and define properties of two novel esterases acting on de-esterification of pectin. Their availability may be useful as tools for the study of pectin structure and degradation.
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heterologous expression of a Penicillium purpurogenum exo arabinanase in pichia pastoris and its biochemical characterization
Fungal Biology, 2015Co-Authors: Wladimir Mardones, Eduardo Callegari, Jaime EyzaguirreAbstract:Abstract Arabinan is a component of pectin, which is one of the polysaccharides present in lignocelluose. The enzymes degrading the main chain of arabinan are the endo- (EC 3.2.1.99) and exo-arabinanases (3.2.1.-). Only three exo-arabinanases have been biochemically characterized; they belong to glycosyl hydrolase family 93. In this work, the cDNA of an exo-arabinanase (Arap2) from Penicillium purpurogenum has been heterologously expressed in Pichia pastoris. The gene is 1310 bp long, has three introns and codes for a protein of 380 amino acid residues; the mature protein has a calculated molecular mass of 39 823 Da. The heterologously expressed Arap2 has a molecular mass in the range of 60–80 kDa due to heterogeneous glycosylation. The enzyme is active on debranched arabinan with optimum pH of 4–5.5 and optimal temperature of 40 °C, and has an exo-type action mode, releasing arabinobiose from its substrates. The expression profile of arap2 in corncob and sugar beet pulp follows a different pattern and is not related to the presence of arabinan. This is the first exo-arabinanase studied from P. purpurogenum and the first expressed in yeast. The availability of heterologous Arap2 may be useful for biotechnological applications requiring acidic conditions.
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the effect of acetylated xylan and sugar beet pulp on the expression and secretion of enzymes by Penicillium purpurogenum
Applied Microbiology and Biotechnology, 2012Co-Authors: Mario Navarrete, Eduardo Callegari, Jaime EyzaguirreAbstract:Sugar beet pulp is a natural carbon source composed mainly of pectin and cellulose, which is utilized and degraded by the ascomycete Penicillium purpurogenum. The fungus also grows on and degrades acetylated xylan which lacks cellulose and pectin. Both carbon sources have been used in our laboratory to grow the fungus and to purify different enzymes secreted to the medium. The enzymes involved in the complex process of degradation of these carbon sources by the fungus have been explored previously under non-denaturing conditions; multienzyme complexes were separated and some subunits identified by Western blots and mass spectrometry. In this work, proteomic profiles show that the secretome is composed of numerous proteins varying in pI and molecular weight. Some enzymes are common to both growth conditions, while others are specific for each carbon source. The results show that the carbon sources utilized exert strong regulatory control over the proteins secreted. This is the first secretome study from a lignocellulolytic Penicillium.