Effect of ionic liquid on the enzymatic synthesis of cello-oligosaccharides and their assembly into cellulose materials

Zhong, Chao; Zajki-Zechmeister, Krisztina; Nidetzky, Bernd

doi:10.1016/j.carbpol.2022.120302

Cited by 3 publications

(3 citation statements)

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“…Typically, synthesis reactions with cellodextrin or β-1,3-glucan phosphorylases that are carried out with a 50 mM acceptor and 200 mM donor terminate eventually at the production of an insoluble precipitate due to the low water solubility of the reaction products. In fact, efforts have been made to prevent the precipitation of cellulose oligomers during synthesis using, for example, organic solvents and ionic liquids. , Correspondingly, cellulose synthesis reactions with Ct CDP resulted in the production of insoluble precipitates in all cases (Figure b, Table S2). The yields of insoluble product for cellulose synthesis reactions carried out with Glc, Glc-2NP, Glc-4NP, and Glc-MNP were 10.3 ± 0.4, 12.3 ± 0.4, 10.0 ± 0.1, and 14.0 ± 0.9 mg/mL, corresponding to 25 ± 1, 26 ± 1, 21 ± 0, and 28 ± 2% of theoretical maximum.…”

Section: Results and Discussionmentioning

confidence: 97%

Glycoside Phosphorylase Catalyzed Cellulose and β-1,3-Glucan Synthesis Using Chromophoric Glycosyl Acceptors

Pylkkänen,

Maaheimo,

Liljeström

et al. 2024

Biomacromolecules

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Glycoside phosphorylases are enzymes that are frequently used for polysaccharide synthesis. Some of these enzymes have broad substrate specificity, enabling the synthesis of reducing-end-functionalized glucan chains. Here, we explore the potential of glycoside phosphorylases in synthesizing chromophore-conjugated polysaccharides using commercially available chromophoric model compounds as glycosyl acceptors. Specifically, we report cellulose and β-1,3-glucan synthesis using 2-nitrophenyl β-d-glucopyranoside, 4-nitrophenyl β-d-glucopyranoside, and 2-methoxy-4-(2-nitrovinyl)phenyl β-d-glucopyranoside with Clostridium thermocellum cellodextrin phosphorylase and Thermosipho africanus β-1,3-glucan phosphorylase as catalysts. We demonstrate activity for both enzymes with all assayed chromophoric acceptors and report the crystallization-driven precipitation and detailed structural characterization of the synthesized polysaccharides, i.e., their molar mass distributions and various structural parameters, such as morphology, fibril diameter, lamellar thickness, and crystal form. Our results provide insights for the studies of chromophore-conjugated low molecular weight polysaccharides, glycoside phosphorylases, and the hierarchical assembly of crystalline cellulose and β-1,3-glucan.

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Section: Results and Discussionmentioning

confidence: 97%

Glycoside Phosphorylase Catalyzed Cellulose and β-1,3-Glucan Synthesis Using Chromophoric Glycosyl Acceptors

Pylkkänen,

Maaheimo,

Liljeström

et al. 2024

Biomacromolecules

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“…COS is one of the many oligosaccharides that have been documented to be useful in a variety of industries. Due to its wide application potential, in recent years, there have already been many endeavors trying to produce COS from either polymeric agricultural residues (Barbosa et al 2020;Kendrick et al 2022;Zhong et al 2023) or simple sugars (such as glucose and cellobiose) . Cellulasecatalyzed depolymerization is the solution for the agricultural residue feedstocks.…”

Section: Discussionmentioning

confidence: 99%

“…However, because of the complexity and recalcitrance of polymeric lignocellulose, this process has to be assisted by the use of additional agents (e.g. ionic liquids) (Zhong et al 2023) or pretreatment measures (e.g. phosphoric acid swelling) (Kendrick et al 2022), which can be toxic to downstream application or increase the cost of production.…”

Section: Discussionmentioning

confidence: 99%

Production of cello-oligosaccharides from corncob residue by degradation-synthesis reactions

Liang,

Ji,

Sun

et al. 2024

Appl Microbiol Biotechnol

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The cellulose-rich corncob residue (CCR) is an abundant and renewable agricultural biomass that has been under-exploited. In this study, two strategies were compared for their ability to transform CCR into cello-oligosaccharides (COS). The first strategy employed the use of endo-glucanases. Although selected endo-glucanases from GH9, GH12, GH45, and GH131 could release COS with degrees of polymerization from 2 to 4, the degrading efficiency was low. For the second strategy, first, CCR was efficiently depolymerized to glucose and cellobiose using the cellulase from Trichoderma reesei. Then, using these simple sugars and sucrose as the starting materials, phosphorylases from different microorganisms were combined to generate COS to a level up to 100.3 g/L with different patterns and degrees of polymerization. Using tomato as a model plant, the representative COS obtained from BaSP (a sucrose phosphorylase from Bifidobacterium adolescens), CuCbP (a cellobiose phosphorylase from Cellulomonas uda), and CcCdP (a cellodextrin phosphorylase from Clostridium cellulosi) were shown to be able to promote plant growth. The current study pointed to an approach to make use of CCR for production of the value-added COS. Key points• Sequential use of cellulase and phosphorylases effectively generated cello-oligosaccharides from corncob residue.• Cello-oligosaccharides patterns varied in accordance to cellobiose/cellodextrin phosphorylases.• Spraying cello-oligosaccharides promoted tomato growth.

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Bottom‐Up Synthesized Glucan Materials: Opportunities from Applied Biocatalysis

Zhong,

Nidetzky

2024

Advanced Materials

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Linear D‐glucans are natural polysaccharides of simple chemical structure. They are comprised of D‐glucosyl units linked by a single type of glycosidic bond. Noncovalent interactions within, and between, the D‐glucan chains give rise to a broad variety of macromolecular nanostructures that can assemble into crystalline‐organized materials of tunable morphology. Structure design and functionalization of D‐glucans for diverse material applications largely relies on top‐down processing and chemical derivatization of naturally derived starting materials. The top‐down approach encounters critical limitations in efficiency, selectivity, and flexibility. Bottom‐up approaches of D‐glucan synthesis offer different, and often more precise, ways of polymer structure control and provide means of functional diversification widely inaccessible to top‐down routes of polysaccharide material processing. Here we describe the natural and engineered enzymes (glycosyltransferases, glycoside hydrolases and phosphorylases, glycosynthases) for D‐glucan polymerization and show the use of applied biocatalysis for the bottom‐up assembly of specific D‐glucan structures. We further show advanced material applications of the resulting polymeric products and discuss their important role in the development of sustainable macromolecular materials in a bio‐based circular economy.This article is protected by copyright. All rights reserved

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Effect of ionic liquid on the enzymatic synthesis of cello-oligosaccharides and their assembly into cellulose materials

Cited by 3 publications

References 58 publications

Glycoside Phosphorylase Catalyzed Cellulose and β-1,3-Glucan Synthesis Using Chromophoric Glycosyl Acceptors

Glycoside Phosphorylase Catalyzed Cellulose and β-1,3-Glucan Synthesis Using Chromophoric Glycosyl Acceptors

Production of cello-oligosaccharides from corncob residue by degradation-synthesis reactions

Bottom‐Up Synthesized Glucan Materials: Opportunities from Applied Biocatalysis

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