Chemoenzymatic Synthesis of Fluorinated Cellodextrins Identifies a New Allomorph for Cellulose‐Like Materials**

Andrade, Peterson de; Muñoz–García, Juan C.; Pergolizzi, Giulia; Gabrielli, Valeria; Nepogodiev, Sergey A.; Iuga, Dinu; Fábián, László; Nigmatullin, Rinat; Johns, Marcus A.; Harniman, Robert L.; Eichhorn, Stephen J.; Angulo, Jesús; Khimyak, Yaroslav Z.; Field, Robert A.

doi:10.1002/chem.202003604

Cited by 24 publications

(29 citation statements)

References 62 publications

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“…10) and longer chains (up to DP 15). Furthermore, advanced solid-state NMR methods enabled deciphering of the water-exposed and interior chemical environments for different carbon sites [ 91 ].…”

Section: Glycoside Phosphorylasesmentioning

confidence: 99%

Recent advances in enzymatic synthesis of β-glucan and cellulose

Andrade

Field

et al. 2021

Carbohydrate Research

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Bottom-up synthesis of β-glucans such as callose, fungal β-(1,3)(1,6)-glucan and cellulose, can create the defined compounds that are needed to perform fundamental studies on glucan properties and develop applications. With the importance of β-glucans and cellulose in high-profile fields such as nutrition, renewables-based biotechnology and materials science, the enzymatic synthesis of such relevant carbohydrates and their derivatives has attracted much attention. Here we review recent developments in enzymatic synthesis of β-glucans and cellulose, with a focus on progress made over the last five years. We cover the different types of biocatalysts employed, their incorporation in cascades, the exploitation of enzyme promiscuity and their engineering, and reaction conditions affecting the production as well as in situ self-assembly of (non)functionalised glucans. The recent achievements in the application of glycosyl transferases and β-1,4- and β-1,3-glucan phosphorylases demonstrate the high potential and versatility of these biocatalysts in glucan synthesis in both industrial and academic contexts.

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Section: Glycoside Phosphorylasesmentioning

confidence: 99%

Recent advances in enzymatic synthesis of β-glucan and cellulose

Andrade

Field

et al. 2021

Carbohydrate Research

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“…Some enzymes offer the flexibility to produce modified cellulose structures. Cellulose oligomers with fluorine substitution at C-2, C-3 or C-6 position were prepared by cellodextrin phosphorylases [ 78 ]. Mono- or multi-fluorinated compounds were obtained in good yields (30–47%) with average DPs ranging from 9 to 15.…”

Section: Reviewmentioning

confidence: 99%

Progress and challenges in the synthesis of sequence controlled polysaccharides

Fittolani¹,

Tyrikos‐Ergas²,

Vargová³

et al. 2021

Beilstein J. Org. Chem.

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The sequence, length and substitution of a polysaccharide influence its physical and biological properties. Thus, sequence controlled polysaccharides are important targets to establish structure–properties correlations. Polymerization techniques and enzymatic methods have been optimized to obtain samples with well-defined substitution patterns and narrow molecular weight distribution. Chemical synthesis has granted access to polysaccharides with full control over the length. Here, we review the progress towards the synthesis of well-defined polysaccharides. For each class of polysaccharides, we discuss the available synthetic approaches and their current limitations.

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“…Detailed description of chemoenzymatic synthesis of fluorinated and nonfluorinated cellodextrin has been previously reported …”

Section: Experimental Sectionmentioning

confidence: 99%

“…Monofluorinated EpC formed the same allomorphs. However, unnatural multi-6F-EpC formed a new allomorph of cellulose-like material . Herein, we demonstrate postsynthesis reassembly of enzymatically produced cellulosic oligomers (EpC), cellodextrins, into highly ordered 2D structures of large lateral dimensions unattainable for cellulose particles formed during either “bottom up” or “top down” synthesis.…”

Section: Introductionmentioning

confidence: 98%

Postsynthesis Self- And Coassembly of Enzymatically Produced Fluorinated Cellodextrins and Cellulose Nanocrystals

et al. 2021

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The design of new functional materials and devices substantially relies on self-assembly of hierarchical structures. Formation of 2D platelets is known in the enzymatic synthesis of cellulose-like polymers. Here we demonstrate the feasibility of postsynthesis assembly of novel fluorinated cellodextrins. Highly ordered 2D structures of large lateral dimensions, unattainable in the polymerization process, can be formed because of postsynthesis assembly of the cellodextrins. These cellodextrins were also involved in coassembly with cellulose nanocrystals (CNCs) leading to hybrid systems. The hybrid architectures obtained depend on the content of fluorine atoms in the fluorinated cellodextrins. Monofluorinated cellodextrins coassemble with CNCs into a nanoweb, while multifluorinated cellodextrins assemble around the CNCs.

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Chemoenzymatic Synthesis of Fluorinated Cellodextrins Identifies a New Allomorph for Cellulose‐Like Materials**

Cited by 24 publications

References 62 publications

Recent advances in enzymatic synthesis of β-glucan and cellulose

Recent advances in enzymatic synthesis of β-glucan and cellulose

Progress and challenges in the synthesis of sequence controlled polysaccharides

Postsynthesis Self- And Coassembly of Enzymatically Produced Fluorinated Cellodextrins and Cellulose Nanocrystals

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