Enhanced lipase-catalyzed synthesis of sugar fatty acid esters using supersaturated sugar solution in ionic liquids.

Abstract:

:A solvent-mediated method (SMM) was used to prepare supersaturated sugar solutions in hydrophobic and mixture of hydrophilic/hydrophobic ionic liquids (ILs), namely, [Bmim][Tf2N] and [Bmim][TfO]/[Bmim][Tf2N], respectively. In this method, sugars were first solubilized in a mixture of organic solvent and water (i.e. methanol:water, 1:1 v/v), and then added to [Bmim][Tf2N] and/or [Bmim][TfO]/[Bmim][Tf2N] mixture. Supersaturated sugar solution in ILs were obtained by removing organic solvents and water under vacuum evaporation. Sugar solubilities in ILs, especially in hydrophobic IL ([Bmim][Tf2N]) and in [Bmim][TfO]/[Bmim][Tf2N] mixture prepared by SMM were greater than in ILs prepared using water-mediated method (WMM), which suggested methanol aided sugar solvation in hydrophobic media. In addition, interactions between glucose molecules and between glucose and methanol, water, and IL were investigated by all-atom molecular dynamics (MD) simulation. The MD simulation results showed that initial water and water/methanol molecules around glucose were gradually replaced by IL anions. Notably, SMM resulted in stronger interaction between IL anions and glucose than WMM, which was attributed to greater solubility of sugar in ILs prepared by SMM. Resultantly, the productivity of lipase-catalyzed production of glucose laurate using supersaturated glucose solution in [Bmim][TfO]/[Bmim][Tf2N] mixture prepared by SMM was at least 1.76-fold greater than that obtained in IL mixture prepared by WMM.

journal_name

Enzyme Microb Technol

authors

Shin DW,Mai NL,Bae SW,Koo YM

doi

10.1016/j.enzmictec.2019.03.004

subject

Has Abstract

pub_date

2019-07-01 00:00:00

pages

18-23

eissn

0141-0229

issn

1879-0909

pii

S0141-0229(19)30035-3

journal_volume

126

pub_type

杂志文章
  • A novel cold-adapted phospholipase A(1) from Serratia sp. xjF1: Gene cloning, expression and characterization.

    abstract::The gene encoding a cold-adapted phospholipase A(1) (PLA(1)) from a psychrotrophic, glacier soil bacterium Serratia sp. xjF1 was cloned by two-step PCR (general PCR and TAIL-PCR). The full-length fragment comprised two open reading frames plA and plS. The gene product of plA encoding 320 amino acids with a molecular w...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2007.09.004

    authors: Fu J,Huang H,Meng K,Yuan T,Yao B,Shi Y,Ouyang P

    更新日期:2008-01-01 00:00:00

  • Conversion of cysteine to 3-mercaptopyruvic acid by bacterial aminotransferases.

    abstract::3-Mercaptopyruvate (3MPy), a structural analog of 3-mercaptopropionic acid, is a precursor compound for biosynthesis of polythioesters in bacteria. The cost-effectiveness and sustainability of the whole process could be greatly improved by using the cysteine degradation pathway for an intracellular supply of 3MPy. Tra...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2017.01.004

    authors: Andreeßen C,Gerlt V,Steinbüchel A

    更新日期:2017-04-01 00:00:00

  • Measurement of hybridoma cell number, viability, and morphology using fully automated image analysis.

    abstract::A novel automated image analysis method is described for characterizing the viability and morphology of animal cells from suspension cultures. With the aid of the exclusion dye Trypan Blue, the total and viable cell counts and the percentage of dead cells present are found. The area, perimeter, equivalent diameter, an...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/0141-0229(94)90106-6

    authors: Tucker KG,Chalder S,al-Rubeai M,Thomas CR

    更新日期:1994-01-01 00:00:00

  • A bifunctional beta-xylosidase-xylose isomerase from Streptomyces sp. EC 10.

    abstract::beta-Xylosidase (1,4-beta-D-xylan xylohydrolase EC 3.2.1.37) and xylose isomerase (D-xylose ketol-isomerase EC 5.3.1.5) produced by Streptomyces sp. strain EC 10, were cell-bound enzymes induced by xylan, straw, and xylose. Enzyme production was subjected to a form of carbon catabolite repression by glycerol. beta-Xyl...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/s0141-0229(00)00182-4

    authors: Belfaquih N,Penninckx MJ

    更新日期:2000-07-01 00:00:00

  • Evaluation and modelling the utility of SCCO2 to support efficient lipase mediated esterification.

    abstract::Supercritical fluids offer environmental advantages over chemical solvents, while providing enhanced separation and chemical selectivity. The use of supercritical fluids for the recovery of products from biomass and the transformation of selected molecules (to add value) was studied. Free fatty acids were bio-catalyti...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2011.07.004

    authors: Baig MN,Santos RC,Zetzl C,King J,Pioch D,Bowra S

    更新日期:2011-09-10 00:00:00

  • The kinetics of affinity-mediated cell-surface attachment.

    abstract::Data and a semi-empirical model are presented that describe the affinity interaction of yeast cells with a Concanavalin A derivatised surface. The model uses 3 parameters to describe the time course of cell attachment from a flowing suspension of yeast cells, over a range of flow rates, and gives an effective global f...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/s0141-0229(99)00161-1

    authors: Ming F,Eisenthal R,Whish WJ,Hubble J

    更新日期:2000-02-01 00:00:00

  • Intermittent light irradiation with second- or hour-scale periods controls anthocyanin production by strawberry cells*

    abstract::Anthocyanin production by strawberry cells depends not only on light intensity but also on the light/dark cycle operation with hour- or second-scale periods. These findings are useful for designing and operating photobioreactors for enhanced anthocyanin production. Intermittent illumination with a second-scale period ...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/s0141-0229(00)00143-5

    authors: Kurata H,Mochizuki A,Okuda N,Seki M,Furusaki S

    更新日期:2000-05-01 00:00:00

  • Overexpression of NAD kinases improves the L-isoleucine biosynthesis in Corynebacterium glutamicum ssp. lactofermentum.

    abstract::NADPH is the key cofactor in L-isoleucine (Ile) biosynthetic pathway. To increase the Ile biosynthesis in Corynebacterium glutamicum ssp. lactofermentum JHI3-156, NADPH supply needs to be enhanced. Here NAD kinase, the key enzyme for the de novo biosynthesis of NADP(+) and NADPH, were cloned and expressed in JHI3-156,...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2012.04.003

    authors: Shi F,Huan X,Wang X,Ning J

    更新日期:2012-07-15 00:00:00

  • Acyl transfer reactions catalyzed by native and modified alpha-chymotrypsin in acetonitrile with low water content.

    abstract::The characterization of the S' subsite specificity of native and ethylated alpha-chymotrypsin has been studied via acyl transfer reaction in acetonitrile containing 10 vol% of water. Using Ac-Tyr-OEt as acyl donor, we investigated the partitioning of acyl-chymotrypsins between water and amino acid and peptide-derived ...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/0141-0229(94)90125-2

    authors: Cerovský V,Jakubke HD

    更新日期:1994-07-01 00:00:00

  • Direct and selective enzymatic synthesis of trehalose unsaturated fatty acid diesters and evaluation of foaming and emulsifying properties.

    abstract::Trehalose diesters are Gemini-type surfactants that might have better surface activity than conventional surfactants. A one-step method for the preparation of trehalose unsaturated fatty acid diesters has been successfully developed. The yield of trehalose diester of different unsaturated fatty acids was between 78 % ...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2020.109516

    authors: Ji S,Jia C,Cao D,Li S,Zhang X

    更新日期:2020-05-01 00:00:00

  • Production of glutaric acid from 5-aminovaleric acid using Escherichia coli whole cell bio-catalyst overexpressing GabTD from Bacillus subtilis.

    abstract::Glutaric acid is one of the promising C5 platform compounds in the biochemical industry. It can be produced chemically, through the ring-opening of butyrolactone followed by hydrolysis. Alternatively, glutaric acid can be produced via lysine degradation pathways by microorganisms. In microorganisms, the overexpression...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2018.07.002

    authors: Hong YG,Moon YM,Hong JW,No SY,Choi TR,Jung HR,Yang SY,Bhatia SK,Ahn JO,Park KM,Yang YH

    更新日期:2018-11-01 00:00:00

  • Over-expression of DAAO and catalase in Kluyveromyces marxianus through media optimization, permeabilization and GA stabilization techniques.

    abstract::The selected thermotolerant, lactose-utilizing yeast strain Kluyveromyces marxianus NBIMCC 8362 possesses high specific d-amino acid oxidase activity (60Ug(-1)), which was increased nine-fold (545Ug(-1)) by design of the growth medium and conditions for d-amino oxidase induction. Applying an optimized simple and rapid...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2007.08.010

    authors: Kostova DD,Petrova VY,Kujumdzieva AV

    更新日期:2008-01-01 00:00:00

  • Enhanced detection of RNA by MMLV reverse transcriptase coupled with thermostable DNA polymerase and DNA/RNA helicase.

    abstract::Detection of mRNA is a valuable method for monitoring the specific gene expression. In this study, we devised a novel cDNA synthesis method using three enzymes, the genetically engineered thermostable variant of reverse transcriptase (RT), MM4 (E286R/E302K/L435R/D524A) from Moloney murine leukemia virus (MMLV), the ge...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2016.10.003

    authors: Okano H,Katano Y,Baba M,Fujiwara A,Hidese R,Fujiwara S,Yanagihara I,Hayashi T,Kojima K,Takita T,Yasukawa K

    更新日期:2017-01-01 00:00:00

  • The effect of gas double-dynamic on mass distribution in solid-state fermentation.

    abstract::The mass distribution regularity in substrate of solid-state fermentation (SSF) has rarely been reported due to the heterogeneity of solid medium and the lack of suitable instrument and method, which limited the comprehensive analysis and enhancement of the SSF performance. In this work, the distributions of water, bi...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2014.02.007

    authors: Chen HZ,Zhao ZM,Li HQ

    更新日期:2014-05-10 00:00:00

  • Antibacterial activity of emulsions containing unsaturated fatty acid ergosterol esters synthesized by lipase-mediated transesterification.

    abstract::Ergosterol, like cholesterol, has many beneficial physiological activities, and because it has no adverse clinical problem with cholesterol, it is a substance that can be used as a biomaterial in the food and cosmetics industry. However, ergosterol has low oil solubility and is easily crystallized, which is problemati...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2020.109581

    authors: Park SH,Kim HK

    更新日期:2020-09-01 00:00:00

  • Kinetic resolution of sec-alcohols catalysed by Candida antarctica lipase B displaying Pichia pastoris whole-cell biocatalyst.

    abstract::Kinetic resolution of sec-alcohols is a green process with biocatalyst. Candida antarctica lipase B (CALB) displayed on Pichia pastoris cell-surface (Pp-CALB) was characterized in kinetic resolution of sec-alcohols with different structures. The reaction parameters including acyl donors, molar ratio of substrates, sol...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2017.11.005

    authors: Zhang K,Pan Z,Diao Z,Liang S,Han S,Zheng S,Lin Y

    更新日期:2018-03-01 00:00:00

  • Structural and functional consequences of replacement of His403 with Arg near the catalytic site of Anoxybacillus flavithermus cyclomaltodextrinase.

    abstract::The hydrolytic activity of a thermophilic cyclomaltodextrinase (CMD) from Anoxybacillus flavithermus ZNU-NGA and a representative single mutant were investigated against soluble substrates including α-, β- and γ-cyclomaltodestrines (CDs). Based on the occurrence of arginine (Arg) at position 403 in some homologue prot...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2019.109421

    authors: Mirzaee Z,Jafarian V,Shirdel SA,Khalifeh K

    更新日期:2019-12-01 00:00:00

  • Synthesis of esters using a nylon-immobilized lipase in batch and continuous reactors.

    abstract::Direct esterifications using a nylon-immobilized lipase from Candida cylindracea were carried out in batch and continuous-flow reactors. The immobilized enzyme was effective in catalyzing the synthesis of ethylpropionate, isoamylpropionate, and isoamylbutyrate. With ethanol dissolved in hexane as a substrate, the maxi...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/0141-0229(92)90054-r

    authors: Carta G,Gainer JL,Gibson ME

    更新日期:1992-11-01 00:00:00

  • Enhancement of the thermostability of Streptomyces kathirae SC-1 tyrosinase by rational design and empirical mutation.

    abstract::This study aimed to improve the thermostability of a newly cloned tyrosinase from Streptomyces kathirae SC-1. The POPMuSiC algorithm was applied to predict the folding free energy change (ΔDG) of amino acid substitution. Site-directed mutagenesis was used to construct mutants (Q7K, G234P, and Q7K/G234P), and the mutan...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2015.06.002

    authors: Guo J,Rao Z,Yang T,Man Z,Xu M,Zhang X,Yang ST

    更新日期:2015-09-01 00:00:00

  • Covalent immobilization of a flavoprotein monooxygenase via its flavin cofactor.

    abstract::A generic approach for flavoenzyme immobilization was developed in which the flavin cofactor is used for anchoring enzymes onto the carrier. It exploits the tight binding of flavin cofactors to their target apo proteins. The method was tested for phenylacetone monooxygenase (PAMO) which is a well-studied and industria...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2015.09.006

    authors: Krzek M,van Beek HL,Permentier HP,Bischoff R,Fraaije MW

    更新日期:2016-01-01 00:00:00

  • Factors relevant to the production of (R)-(+)-glycidol (2,3-epoxy-1-propanol) from racemic glycidol by enantioselective oxidation with Acetobacter pasteurianus ATCC 12874.

    abstract::Acetobacter pasteurianus oxidizes glycidol with high activity, comparable to the oxidation of ethanol. The organism has a preference for the S-enantiomer, and the kinetic resolution process obeys a simple relationship, indicating an enantiomeric ratio (E) of 19. The compound is converted into glycidic acid, although a...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/0141-0229(94)90143-0

    authors: Geerlof A,Jongejan JA,van Dooren TJ,Racemakers-Franken PC,van den Tweel WJ,Duine JA

    更新日期:1994-12-01 00:00:00

  • Microbial surface displaying formate dehydrogenase and its application in optical detection of formate.

    abstract::In the present work, NAD(+)-dependent formate dehydrogenase (FDH), encoded by fdh gene from Candida boidinii was successfully displayed on Escherichia coli cell surface using ice nucleation protein (INP) from Pseudomonas borealis DL7 as an anchoring protein. Localization of matlose binding protein (MBP)-INP-FDH fusion...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2016.06.002

    authors: Liu A,Feng R,Liang B

    更新日期:2016-09-01 00:00:00

  • Fast, affordable and eco-friendly enzyme kinetic method for the assay of α-ketoglutaric acid in medical product and sports supplements.

    abstract::A novel kinetic method was developed for the quantitation of α-ketoglutaric acid (AKG) in cardioplegic solution and athletic supplements. The assay relied on an enzymatic transamination of AKG and d-4-hydroxyphenylglycine to form 4-hydroxybenzoylformic acid and l-glutamic acid using d-phenylglycine aminotransferase. S...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2018.05.013

    authors: Rojanarata T,Laiwattanapaisal W,Ngawhirunpat T,Opanasopit P,Worrawethanakul K,Chantadee T,Fuangwattana T

    更新日期:2018-09-01 00:00:00

  • Enzymatic production of glycerol acetate from glycerol.

    abstract::In this study, we report the enzymatic production of glycerol acetate from glycerol and methyl acetate. Lipases are essential for the catalysis of this reaction. To find the optimum conditions for glycerol acetate production, sequential experiments were designed. Type of lipase, lipase concentration, molar ratio of re...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2014.11.004

    authors: Oh S,Park C

    更新日期:2015-02-01 00:00:00

  • Peptide synthesis by proteases in organic solvents: medium effect on substrate specificity.

    abstract::The substrate specificities of alpha-chymotrypsin and subtilisins for peptide synthesis in hydrophilic organic solvents were investigated. Chymotrypsin exhibited high specificity to aromatic amino acids as acyl donors, while subtilisin Carlsberg and subtilisin BPN' were specific to aromatic and neutral aliphatic amino...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/0141-0229(92)90102-t

    authors: Nagashima T,Watanabe A,Kise H

    更新日期:1992-10-01 00:00:00

  • Glucosylation of the flavonoid, astragalin by Leuconostoc mesenteroides B-512FMCM dextransucrase acceptor reactions and characterization of the products.

    abstract::Astragalin (kaempferol-3-O-β-D-glucopyranoside, Ast) glucosides were synthesized by the acceptor reaction of a dextransucrase produced by Leuconostoc mesenteroides B-512FMCM with astragalin and sucrose. Each glucoside was purified and their structures were assigned as kaempferol-3-O-β-D-glucopyranosyl-(1→3)-O-α-D-gluc...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2011.09.007

    authors: Kim GE,Kang HK,Seo ES,Jung SH,Park JS,Kim DH,Kim DW,Ahn SA,Sunwoo C,Kim D

    更新日期:2012-01-05 00:00:00

  • Penicillin amidase-catalysed transfer of low specific acyl moiety. Synthesis of 7-benzoxazolonylacetamido desacetoxycephalosporanic acid.

    abstract::The methyl ester of 2-benzoxazolon-3-yl-acetic acid was used as an acyl donor in the penicillin amidase-catalysed transfer reaction to 7-aminodesacetoxycephalosporanic acid. The synthesis of 7-(2-benzoxazolon-3-yl-acetamido)-desacetoxycephalosporanic acid was carried out as a kinetically controlled reaction. A charact...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/0141-0229(92)90144-d

    authors: Stambolieva N,Mincheva Z,Galunsky B,Kalcheva V

    更新日期:1992-06-01 00:00:00

  • Purification, characterisation and expression in Saccharomyces cerevisiae of LipG7 an enantioselective, cold-adapted lipase from the Antarctic filamentous fungus Geomyces sp. P7 with unusual thermostability characteristics.

    abstract::A lipase, LipG7, has been purified from the Antarctic filamentous fungus Geomyces sp. P7 which was found to be cold-adapted and able to retain/regain its activity after heat denaturation. The LipG7 exhibits 100% residual activity following 1h incubation at 100°C whilst simultaneously showing kinetic adaptations to col...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2013.03.021

    authors: Florczak T,Daroch M,Wilkinson MC,Białkowska A,Bates AD,Turkiewicz M,Iwanejko LA

    更新日期:2013-06-10 00:00:00

  • A new strategy for strain improvement of Aurantiochytrium sp. based on heavy-ions mutagenesis and synergistic effects of cold stress and inhibitors of enoyl-ACP reductase.

    abstract::Developing a strain with high docosahexaenoic acid (DHA) yield and stable fermenting-performance is an imperative way to improve DHA production using Aurantiochytrium sp., a microorganism with two fatty acid synthesis pathways: polyketide synthase (PKS) pathway and Type I fatty acid synthase (FAS) pathway. This study ...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2016.08.019

    authors: Cheng YR,Sun ZJ,Cui GZ,Song X,Cui Q

    更新日期:2016-11-01 00:00:00

  • Enhanced bioconversion rate and released substrate inhibition in (R)-phenylephrine whole-cell bioconversion via partial acetone treatment.

    abstract::An approach was developed to enhance the efficiency for the bioconversion of 1-(3-hydroxyphenyl)-2-(methyamino)-ethanone to (R)-phenylephrine. The strain Serratia marcescens N10612, giving the benefit of 99% enantiomeric excess in (R)-PE conversion, was used. The fermentation was devised to harvest cells with high hyd...

    journal_title:Enzyme and microbial technology

    pub_type: 杂志文章

    doi:10.1016/j.enzmictec.2015.11.004

    authors: Kan SC,Zang CZ,Yeh CW,Chang WF,Lin CC,Hung TH,Shieh CJ,Liu YC

    更新日期:2016-05-01 00:00:00