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Process biochemistry
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acylation
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- Author:
- Antônio Luthierre Gama Cavalcante; Anderson Valério Chaves; Pierre Basílio Almeida Fechine; Jeferson Yves Nunes Holanda Alexandre; Tiago Melo Freire; Dalila Maria Barbosa Davi; Francisco Simão Neto; Isamayra Germano de Sousa; Katerine da Silva Moreira; André Luiz Barros de Oliveira; Marcos Carlos de Mattos; Maria Conceição Ferreira Oliveira; Maria Vieira de Brito; Stéphanie Ballereau; Vania Bernardes-Génisson; Aluísio Marques da Fonseca; José C.S. dos Santos
- Source:
- Process biochemistry 2022 v.120 pp. 1-14
- ISSN:
- 1359-5113
- Subject:
- Fourier transform infrared spectroscopy; Pseudozyma antarctica; acylation; aluminum; bioavailability; biocatalysts; carboxylic ester hydrolases; carboxymethylcellulose; clay; electron microscopy; enantioselectivity; glutaraldehyde; half life; kaolin; ligands; nanocomposites; polyethyleneimine; surface area; temperature; thermogravimetry
- Abstract:
- ... Kaolin is a mineral composed of hydrated aluminum silicates, clayey and with high bioavailability. The choice of this mineral as immobilization matrix took into account these aspects mentioned above and its high surface area conducive to enzymatic immobilization, containing many OH⁻ binding groups on its surface. Subsequently, the kaolin was functionalized with carboxymethylcellulose and polyethyl ...
- DOI:
- 10.1016/j.procbio.2022.05.020
- https://doi.org/10.1016/j.procbio.2022.05.020
- Author:
- Yuji Iwaoka; Misaki Fukushima; Hideyuki Ito; Akihiro Tai
- Source:
- Process biochemistry 2021 v.111 pp. 71-77
- ISSN:
- 1359-5113
- Subject:
- Rhizopus; Thermoanaerobacter; acetates; acylation; ambient temperature; antineoplastic activity; antineoplastic agents; ascorbic acid; cyclomaltodextrin glucanotransferase; glycosylation; pH; starch
- Abstract:
- ... 2-O-α-d-Glucopyranosyl-6-O-(2-propylpentanoyl)-l-ascorbic acid (6-bOcta-AA-2G) has shown a remarkable antitumor effect in an in vivo study. However, an efficient and low-cost process for synthesis of 6-bOcta-AA-2G has not been established yet. The process used for synthesis of 6-bOcta-AA-2G in this study consisted of three steps. The first step was acylation of l-ascorbic acid (AA) at the C-6 posi ...
- DOI:
- 10.1016/j.procbio.2021.09.004
- https://doi.org/10.1016/j.procbio.2021.09.004
- Author:
- Alessandra Cristina de Meneses; Manuela Balen; Elaine de Andrade Jasper; Ilka Korte; Pedro Henrique Hermes de Araújo; Claudia Sayer; Débora de Oliveira
- Source:
- Process biochemistry 2020 v.92 pp. 261-268
- ISSN:
- 1359-5113
- Subject:
- acylation; anhydrides; benzoic acid; benzyl alcohol; benzyl benzoate; biocatalysts; immobilized enzymes; mixing; solubilization; solvents; temperature; ultrasonics
- Abstract:
- ... In this study, benzyl benzoate was successfully synthesized via enzymatic acylation using three immobilized enzymes as biocatalysts. Different acyl donors (benzoic acid and benzoic anhydride), operation regimes (batch, fed-batch), mixing modes (conventional mechanical stirring and ultrasound), process parameters (temperature, substrate molar ratio of acyl donor to acyl acceptor), presence or absen ...
- DOI:
- 10.1016/j.procbio.2020.01.018
- https://doi.org/10.1016/j.procbio.2020.01.018
- Author:
- Juan Tamayo-Cabezas; Salwa Karboune
- Source:
- Process biochemistry 2019 v.79 pp. 81-90
- ISSN:
- 1359-5113
- Subject:
- Humicola insolens; acylation; catalytic activity; emulsions; epoxides; ferulic acid; feruloyl esterase; magnetism; microparticles; nanoparticles; raffinose; substrate specificity
- Abstract:
- ... Ferulic acid acylation of oligosaccharides catalyzed by feruloyl esterases (FAE) is a promising route to produce feruloylated oligosaccharides. However, modulation of FAE synthetic properties is a key step to improve the acylation. The efficiency of H. insolens FAE to catalyze the feruloylation in six different surfactantless microemulsions reaction systems was evaluated. The highest yield (57%) w ...
- DOI:
- 10.1016/j.procbio.2018.12.013
- https://doi.org/10.1016/j.procbio.2018.12.013
- Author:
- L. Dettori; C. Jelsch; Y. Guiavarc’h; S. Delaunay; X. Framboisier; I. Chevalot; C. Humeau
- Source:
- Process biochemistry 2018 v.74 pp. 50-60
- ISSN:
- 1359-5113
- Subject:
- Pseudozyma antarctica; acylation; dodecanoic acid; electrostatic interactions; energy; lysine; triacylglycerol lipase
- Abstract:
- ... The selectivity of l-lysine acylation by lauric acid catalysed by Candida antarctica lipase B (CALB) was investigated combining experimental and theoretical methodologies. Experiments showed the near-exclusive acylation of lysine ε-amino group; only traces of product resulting from the acylation of lysine α-amino group were observed fleetingly. Molecular modelling simulations were performed aiming ...
- DOI:
- 10.1016/j.procbio.2018.07.021
- https://doi.org/10.1016/j.procbio.2018.07.021
- Author:
- R. Croitoru; F. Fiţigău; L.A.M. van den Broek; A.E. Frissen; C.M. Davidescu; C.G. Boeriu; F. Peter
- Source:
- Process biochemistry 2012 v.47 no.12 pp. 1894-1902
- ISSN:
- 1359-5113
- Subject:
- Pseudozyma antarctica; acylation; arabitol; catalytic activity; esters; mannitol; matrix-assisted laser desorption-ionization mass spectrometry; propionic acid; sieves; solvents; sorbitol; spectral analysis; temperature; water content; xylitol
- Abstract:
- ... Enzymatic synthesis of aromatic esters of four different sugar alcohols (xylitol, arabitol, mannitol, and sorbitol) with 3-(4-hydroxyphenyl)propionic acid was performed in organic solvent medium, using immobilized Candida antarctica lipase (Novozyme 435), and molecular sieves for control of the water content. The influence of reaction parameters on the conversion has been investigated, including r ...
- DOI:
- 10.1016/j.procbio.2012.06.015
- https://doi.org/10.1016/j.procbio.2012.06.015
7. Isoamyl acetate synthesis in imidazolium-based ionic liquids using packed bed enzyme microreactor
- Author:
- Marina Cvjetko; Jasna Vorkapić-Furač; Polona Žnidaršič-Plazl
- Source:
- Process biochemistry 2012 v.47 no.9 pp. 1344-1350
- ISSN:
- 1359-5113
- Subject:
- Pseudozyma antarctica; acetates; acetic anhydride; acylation; cations; enzyme activity; flavor; hydrophobicity; ionic liquids; isoamyl alcohol; temperature
- Abstract:
- ... The acylation of isoamyl alcohol with acetic anhydride catalyzed by immobilized Candida antarctica lipase B was studied in ionic liquids (ILs) based on quaternary imidazolium cations with alkyl, alkenyl, alkynyl, benzyl, alkoxyl or N-aminopropyl side chains. Among the tested ILs, the highest enzyme activity together with the highest isoamyl acetate yield were obtained in [C₇mmim][Tf₂N]. No loss of ...
- DOI:
- 10.1016/j.procbio.2012.04.028
- https://doi.org/10.1016/j.procbio.2012.04.028
- Author:
- Gustavo Céliz; Mirta Daz
- Source:
- Process biochemistry 2011 v.46 no.1 pp. 94-100
- ISSN:
- 1359-5113
- Subject:
- Citrus; Pseudozyma antarctica; Rhizomucor miehei; acetates; acetone; acetonitrile; acylation; anion exchange resins; biocatalysis; biocatalysts; carboxylic ester hydrolases; hydrophobicity; naringin; solubility; solvents
- Abstract:
- ... The biocatalytic preparation of alkyl esters of prunin, a flavanone glucoside derivative of citric flavonoid naringin, was performed in organic media using two commercial immobilized lipases: Novozym 435 (Candida antarctica lipase B immobilized on an acrylic resin) and Lipozyme RM IM (Rhizomucor miehei lipase immobilized on an anion exchange resin). The influence of several reaction parameters on ...
- DOI:
- 10.1016/j.procbio.2010.07.022
- https://doi.org/10.1016/j.procbio.2010.07.022
- Author:
- Eric Husson; Catherine Humeau; Christelle Harscoat; Xavier Framboisier; Cedric Paris; Eric Dubreucq; Ivan Marc; Isabelle Chevalot
- Source:
- Process biochemistry 2011 v.46 no.4 pp. 945-952
- ISSN:
- 1359-5113
- Subject:
- Candida parapsilosis; Pseudozyma antarctica; acylation; antioxidant activity; carnosine; enzyme substrates; free radical scavengers; homogenization; particle size; pretreatment; solubility; solubilization; solvents; superoxide anion; temperature; xanthine oxidase
- Abstract:
- ... The major limitation of lipase-catalyzed acylation of the polar bioactive dipeptide carnosine (β-Ala-His) is its very low solubility in solvents other than water. In the current work, two approaches were developed to overcome this constraint. The first acylation strategy consisted of the common use of a lipase in an anhydrous organic medium. However, the peptide is only weakly soluble in an anhydr ...
- DOI:
- 10.1016/j.procbio.2011.01.007
- https://doi.org/10.1016/j.procbio.2011.01.007
- Author:
- Zhi-Gang Chen; Quan Zhu; Min-Hua Zong; Zhen-Xin Gu; Yong-Bin Han
- Source:
- Process biochemistry 2011 v.46 no.8 pp. 1649-1653
- ISSN:
- 1359-5113
- Subject:
- Gram-negative bacteria; Pseudozyma antarctica; acylation; antibacterial properties; biocatalysts; minimum inhibitory concentration
- Abstract:
- ... A series of andrographolide derivatives have been synthesized through enzymatic acylation reactions. Immobilized Candida antarctica lipase B (Novozym 435) was found to be a useful biocatalyst for the 35-gram scale syntheses of these acylated derivatives, and the biocatalyst displayed excellent regioselectivity and high operational stability during the transformation. The 14-substituted andrographo ...
- DOI:
- 10.1016/j.procbio.2011.05.011
- https://doi.org/10.1016/j.procbio.2011.05.011
- Author:
- Damianni Sebrão; Marcus M. Sá; Maria da Graça Nascimento
- Source:
- Process biochemistry 2011 v.46 no.2 pp. 551-556
- ISSN:
- 1359-5113
- Subject:
- Burkholderia cepacia; Pseudomonas fluorescens; Pseudozyma antarctica; Thermomyces; acetates; acetonitrile; acids; acylation; biocatalysts; carboxylic ester hydrolases; catalytic activity; fungi; solvents
- Abstract:
- ... Lipases from ten different sources and two mycelium-bound lipases isolated from Amazonian fungi were screened as biocatalysts in the acylation reaction of d-ribono-1,4-lactone with a variety of acyl donors in non-aqueous media. Several reaction parameters were evaluated including the type and amount of enzyme, acyl donor, and organic solvent, as well as the influence of water and the recyclability ...
- DOI:
- 10.1016/j.procbio.2010.10.007
- https://doi.org/10.1016/j.procbio.2010.10.007
- Author:
- Cheng-Zhen Zheng; Jun-Liang Wang; Xia Li; Bo-Kai Liu; Qi Wu; Xian-Fu Lin
- Source:
- Process biochemistry 2011 v.46 no.1 pp. 123-127
- ISSN:
- 1359-5113
- Subject:
- Bacillus subtilis; acylation; carbon tetrachloride; drugs; galactose; glucose; maltose; mannose; pancreas; partition coefficients; proteinases; pyridines; solubility; solvents; succinic acid; sucrose; swine; transesterification; yields
- Abstract:
- ... An efficient protocol to prepare metoprolol–saccharide conjugates by a selective enzymatic synthesis method was developed. Firstly, the transesterification of metoprolol with three divinyl dicarboxylates (divinyl succinate, divinyl adipate and divinyl sebacate) was performed. The influences of organic solvents, sources of enzymes and acylating reagents on the synthesis of N-(vinyloxycarbonyl)metop ...
- DOI:
- 10.1016/j.procbio.2010.07.028
- https://doi.org/10.1016/j.procbio.2010.07.028
- Author:
- Chen, Z.G.; Zong, M.H.; Li, G.J.
- Source:
- Process biochemistry 2006 v.41 no.7 pp. 1514-1520
- Subject:
- enzymatic treatment; triacylglycerol lipase; Amorphophallus konjac; acylation; molecular weight; konjac mannan; water activity; stereochemistry
- DOI:
- 10.1016/j.procbio.2006.02.013
- https://doi.org/10.1016/j.procbio.2006.02.013