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3 results on '"prenyl caffeate"'

1. The Synthetic Potential of Fungal Feruloyl Esterases: A Correlation with Current Classification Systems and Predicted Structural Properties

Author

Io Antonopoulou, Adiphol Dilokpimol, Laura Iancu, Miia R. Mäkelä, Simona Varriale, Gabriella Cerullo, Silvia Hüttner, Stefan Uthoff, Peter Jütten, Alexander Piechot, Alexander Steinbüchel, Lisbeth Olsson, Vincenza Faraco, Kristiina S. Hildén, Ronald P. de Vries, Ulrika Rova, and Paul Christakopoulos

Subjects
transesterification, feruloyl esterase, antioxidants, phylogenetic classification, prenyl ferulate, prenyl caffeate, glyceryl ferulate, butyl ferulate, l-arabinose+ferulate%22">">l-arabinose ferulate, sugar esters, Chemical technology, TP1-1185, Chemistry, QD1-999
Abstract

Twenty-eight fungal feruloyl esterases (FAEs) were evaluated for their synthetic abilities in a ternary system of n-hexane: t-butanol: 100 mM MOPS-NaOH pH 6.0 forming detergentless microemulsions. Five main derivatives were synthesized, namely prenyl ferulate, prenyl caffeate, butyl ferulate, glyceryl ferulate, and l-arabinose ferulate, offering, in general, higher yields when more hydrophilic alcohol substitutions were used. Acetyl xylan esterase-related FAEs belonging to phylogenetic subfamilies (SF) 5 and 6 showed increased synthetic yields among tested enzymes. In particular, it was shown that FAEs belonging to SF6 generally transesterified aliphatic alcohols more efficiently while SF5 members preferred bulkier l-arabinose. Predicted surface properties and structural characteristics were correlated with the synthetic potential of selected tannase-related, acetyl-xylan-related, and lipase-related FAEs (SF1-2, -6, -7 members) based on homology modeling and small molecular docking simulations.

Published
2018
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2. The Synthetic Potential of Fungal Feruloyl Esterases: A Correlation with Current Classification Systems and Predicted Structural Properties

Author

Antonopoulou, Io, Dilokpimol, Adiphol, Iancu, Laura, Makela, Miia R., Varriale, Simona, Cerullo, Gabriella, Huttner, Silvia, Uthoff, Stefan, Juetten, Peter, Piechot, Alexander, Steinbuechel, Alexander, Olsson, Lisbeth, Faraco, Vincenza, Hilden, Kristiina S., de Vries, Ronald P., Rova, Ulrika, Christakopoulos, Paul, Antonopoulou, Io, Dilokpimol, Adiphol, Iancu, Laura, Makela, Miia R., Varriale, Simona, Cerullo, Gabriella, Huttner, Silvia, Uthoff, Stefan, Juetten, Peter, Piechot, Alexander, Steinbuechel, Alexander, Olsson, Lisbeth, Faraco, Vincenza, Hilden, Kristiina S., de Vries, Ronald P., Rova, Ulrika, and Christakopoulos, Paul

Published
2018

3. The synthetic potential of fungal feruloyl esterases

Author

Antonopoulou, Io, Dilokpimol, Adiphol, Iancu, Laura, Makela, Miia R., Varriale, Simona, Cerullo, Gabriella, Huttner, Silvia, Uthoff, Stefan, Juetten, Peter, Piechot, Alexander, Steinbuechel, Alexander, Olsson, Lisbeth, Faraco, Vincenza, Hilden, Kristiina S., de Vries, Ronald P., Rova, Ulrika, Christakopoulos, Paul, Sub Molecular Plant Physiology, Molecular Plant Physiology, Antonopoulou, I., Dilokpimol, A., Iancu, L., Mäkelä, M. R., Varriale, S., Cerullo, G., Hüttner, S., Uthoff, S., Jütten, P., Piechot, A., Steinbüchel, A., Olsson, L., Faraco, V., Hildén, K. S., de Vries, R. P., Rova, U. and Christakopoulos P., Department of Microbiology, Fungal Genetics and Biotechnology, Helsinki Institute of Sustainability Science (HELSUS), Doctoral Programme in Microbiology and Biotechnology, Westerdijk Fungal Biodiversity Institute, Westerdijk Fungal Biodiversity Institute - Fungal Physiology, Sub Molecular Plant Physiology, and Molecular Plant Physiology

Subjects
0106 biological sciences, 0301 basic medicine, sugar esters, antioxidant, ENZYMATIC-SYNTHESIS, 116 Chemical sciences, Glyceryl ferulate, Alcohol, l<%2Fspan>-arabinose+ferulate%22">l-arabinose ferulate, lcsh:Chemical technology, 01 natural sciences, Antioxidants, lcsh:Chemistry, chemistry.chemical_compound, Feruloyl esterase, CRYSTAL-STRUCTURE, lcsh:TP1-1185, L-arabinose ferulate, Prenyl caffeate, 1183 Plant biology, microbiology, virology, chemistry.chemical_classification, Butyl ferulate, biology, Prenyl ferulate, Sugar esters, FAMILY, OLIGOSACCHARIDES, Biocatalysis and Enzyme Technology, antioxidants, prenyl ferulate, ESTERIFICATION, Stereochemistry, Phylogenetic classification, butyl ferulate, ASPERGILLUS-NIGER, FUSARIUM-OXYSPORUM, Catalysis, 03 medical and health sciences, l-arabinose+ferulate%22">">l-arabinose ferulate, Prenylation, 010608 biotechnology, phylogenetic classification, feruloyl esterase, Homology modeling, Physical and Theoretical Chemistry, OPTIMIZATION, Bioprocess Technology, glyceryl ferulate, prenyl caffeate, l-arabinose ferulate, Aspergillus niger, Organic Chemistry, Transesterification, biology.organism_classification, Xylan, transesterification, 030104 developmental biology, Enzyme, chemistry, lcsh:QD1-999, ACID ESTERASES, CATALYZED SYNTHESIS
Abstract

Twenty-eight fungal feruloyl esterases (FAEs) were evaluated for their synthetic abilities in a ternary system of n-hexane: t-butanol: 100 mM MOPS-NaOH pH 6.0 forming detergentless microemulsions. Five main derivatives were synthesized, namely prenyl ferulate, prenyl caffeate, butyl ferulate, glyceryl ferulate, and l-arabinose ferulate, offering, in general, higher yields when more hydrophilic alcohol substitutions were used. Acetyl xylan esterase-related FAEs belonging to phylogenetic subfamilies (SF) 5 and 6 showed increased synthetic yields among tested enzymes. In particular, it was shown that FAEs belonging to SF6 generally transesterified aliphatic alcohols more efficiently while SF5 members preferred bulkier l-arabinose. Predicted surface properties and structural characteristics were correlated with the synthetic potential of selected tannase-related, acetyl-xylan-related, and lipase-related FAEs (SF1-2, -6, -7 members) based on homology modeling and small molecular docking simulations.

Published
2018

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