Cyclodextrin glucosyltransferase immobilization on polydopamine-coated Fe3O4 nanoparticles in the presence of polyethyleneimine for efficient β-cyclodextrin production

Zhang, Jianguo; Mao, Hongli; Li, Mengla; Su, Erzheng

doi:10.1016/j.bej.2019.107264

Cited by 19 publications

(7 citation statements)

References 33 publications

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“…The bacteria used for obtaining CGTase for the production of CD are selected based on the preferred type of CD. For instance, CGTase produced from Bacillus pseudalcaliphilus 8SB has been reported to exhibit no α activity, high β activity, and low γ activity [ 13 ].…”

Section: Cyclodextrin Glycosyltransferasementioning

confidence: 99%

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MOFs as Potential Matrices in Cyclodextrin Glycosyltransferase Immobilization

Ogunbadejo

Al‐Zuhair

2021

Molecules

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Cyclodextrins (CDs) and their derivatives have attracted significant attention in the pharmaceutical, food, and textile industries, which has led to an increased demand for their production. CD is typically produced by the action of cyclodextrin glycosyltransferase (CGTase) on starch. Owing to the relatively high cost of enzymes, the economic feasibility of the entire process strongly depends on the effective retention and recycling of CGTase in the reaction system, while maintaining its stability. CGTase enzymes immobilized on various supports such as porous glass beads or glyoxyl-agarose have been previously used to achieve this objective. Nevertheless, the attachment of biocatalysts on conventional supports is associated with numerous drawbacks, including enzyme leaching prominent in physical adsorption, reduced activity as a result of chemisorption, and increased mass transfer limitations. Recent reports on the successful utilization of metal–organic frameworks (MOFs) as supports for various enzymes suggest that CGTase could be immobilized for enhanced production of CDs. The three-dimensional microenvironment of MOFs could maintain the stability of CGTase while posing minimal diffusional limitations. Moreover, the presence of different functional groups on the surfaces of MOFs could provide multiple points for attachment of CGTase, thereby reducing enzyme loss through leaching. The present review focuses on the advantages MOFs can offer as support for CGTase immobilization as well as their potential for application in CD production.

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Section: Cyclodextrin Glycosyltransferasementioning

confidence: 99%

“…In another study, Fe 3 O 4 nanoparticles functionalized with polydopamine (PDA) were used [ 13 ]. It has been reported that PDA contains various surface functional groups such as amino and catechol which influence enzyme immobilization [ 30 , 31 ].…”

Section: Cgtase Immobilizationmentioning

confidence: 99%

MOFs as Potential Matrices in Cyclodextrin Glycosyltransferase Immobilization

Ogunbadejo

Al‐Zuhair

2021

Molecules

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“…Moreover, steadily immobilizing enzymes on particles is crucial for PIB as well, and a common approach to achieve this is covalent binding. However, most of the reported works usually involve complex processes to generate functional groups such as amino, aldehyde, and carboxyl groups on particle surfaces. − Although much progress has been made, the complexity of these modification methods hinders their application. Therefore, it is necessary to build a facile method to modify and functionalize particles for promoting the application of PIB in practical production.…”

Section: Introductionmentioning

confidence: 99%

Enzyme Anchoring Amphiphilic Polymer Nanoparticles for Enhanced Pickering Interfacial Biocatalysis

Tian

Zhang

Yan³

et al. 2023

ACS Appl. Polym. Mater.

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Pickering interfacial biocatalysis has been attracting much attention from researchers as the chemical industry needs to become cleaner and more efficient.The key to Pickering interfacial biocatalysis is the preparation of enzyme-loaded particles, which usually involves the modification and functionalization of particles. Although many studies have been reported, the complex modification and functionalization processes involved in these works hinder their application. Herein, we use a one-step method to generate polymer nanoparticles with innate carboxyl functional groups. The wettability of these nanoparticles can be easily adjusted by changing the composition of the polymer. In addition, the enzymes immobilized on nanoparticles show excellent reusability and storage stability with limited activity loss during the immobilization process. When enzyme-loaded nanoparticles were applied to Pickering interfacial biocatalysis, the initial reaction rate could be increased to 2.4fold that of pristine organic−aqueous biphasic reactions. Furthermore, the small-scale continuous Pickering interfacial biocatalysis sheds some light on the applications of these polymer nanoparticles.

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“…1 As is known to all, cyclodextrins, a kind of natural cyclic oligosaccharides, possess much better chiral recognition ability for many chiral compounds. 2,3 This chiral recognition ability is responsible for which they can be easy-to-generate complexes with diverse guest molecules and thus change the nature of guest molecules. 4 2-Hydroxypropyl-β-cyclodextrin (HP-β-CD), one of the β-CD derivatives, possesses better chiral recognition ability and solubility in aqueous solution than native β-cyclodextrin (β-CD).…”

Section: Introductionmentioning

confidence: 99%

“…Up to now, high‐performance liquid chromatography (HPLC) has become an essential tool for enantiomer separation of chiral compounds in the pharmaceutical, agrochemical, perfume, textile, or food industries 1 . As is known to all, cyclodextrins, a kind of natural cyclic oligosaccharides, possess much better chiral recognition ability for many chiral compounds 2,3 . This chiral recognition ability is responsible for which they can be easy‐to‐generate complexes with diverse guest molecules and thus change the nature of guest molecules 4 .…”

Section: Introductionmentioning

confidence: 99%

Enantioseparation of mandelic acid and substituted derivatives by high‐performance liquid chromatography with hydroxypropyl‐β‐cyclodextrin as chiral mobile additive and evaluation of inclusion complexes by molecular dynamics

et al. 2021

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The enantioseparation and resolution mechanism of mandelic acid (MA), 4-methoxymandelic acid (MMA), and 4-propoxymandelic acid (PMA) were investigated by reversed-phase high-performance liquid chromatography (HPLC) with 2-hydroxypropyl-β-cyclodextrin (HP-β-CD) as a chiral mobilephase additive and molecular dynamics simulation. The suitable chromatographic conditions for the enantioseparation of MA, MMA, and PMA were obtained. Under the selected chromatographic conditions, these enantiomers could achieve baseline separation. The results of thermodynamic parameter analysis revealed that the main driven forces for the enantioseparation of MA, MMA, and PMA could be van der Waals forces and hydrogen-bonding interactions and the chromatographic retention of these chiral compounds was an enthalpy-driven process. The results of the molecular simulation revealed that their chiral resolution mechanism on HP-β-CD was responsible for the formation of inclusion complexes of enantiomers with HP-β-CD with different conformations and binding energies. And the binding energy of HP-β-CD with (S)-isomer was larger than that with (R)-isomer, which is consistent with the experimental results of the first elution of (S)-isomer. Additionally, it is also confirmed that the interaction energies included the van der Waals energy (ΔE vdw ), electrostatic energy (ΔE elec ), polar solvation energy, and SASA energy (ΔE sasa ), and the separation factor (α) was closely connected with the disparity in the binding energies of optical isomers and HP-β-CD complexes. Meanwhile, from molecular dynamics simulation, it can be found that the Δ (ΔE binding ), (Δ(ΔE binding ) = ΔE binding,R À ΔE binding,S ) value was in order of MA-HP-β-CD complex > MMA-HP-β-CD complex > PMA-HP-β-CD complex, which was consistent with the order of Δ(ΔG) values obtained from van't Hoff plot. This indicated that the molecular dynamics simulation has predictive function for chiral resolution.

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Cyclodextrin glucosyltransferase immobilization on polydopamine-coated Fe3O4 nanoparticles in the presence of polyethyleneimine for efficient β-cyclodextrin production

Cited by 19 publications

References 33 publications

MOFs as Potential Matrices in Cyclodextrin Glycosyltransferase Immobilization

MOFs as Potential Matrices in Cyclodextrin Glycosyltransferase Immobilization

Enzyme Anchoring Amphiphilic Polymer Nanoparticles for Enhanced Pickering Interfacial Biocatalysis

Enantioseparation of mandelic acid and substituted derivatives by high‐performance liquid chromatography with hydroxypropyl‐β‐cyclodextrin as chiral mobile additive and evaluation of inclusion complexes by molecular dynamics

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