Hierarchically controlled assemblies from amylose analog aminopolysaccharides by reductive amination: From nano‐ to macrostructures

Nakauchida, Takuya; Yamamoto, Katsuhiro; Kadokawa, Jun‐ichi

doi:10.1002/app.45890

Cited by 5 publications

(3 citation statements)

References 37 publications

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“…[ 168a ] Interchain crosslinking via reductive amination led to hierarchically controlled chain assemblies of these glycans (Figure 9), where the morphology of the resulting material depended on the feed ratio of reductant (e.g., NaBH 3 CN) to the reducing end of α‐1,4‐linked polymer chains. [ 196 ] Furthermore, maltooligosaccharides with carboxylate groups on both ends were synthesized and crosslinked with water‐soluble chitin to form cryogels. [ 197 ] Additionally, partially 2‐deoxygenated amylose with an average DP of ∼103 was synthesized, where the ratios of 2‐deoxygenated glucose units was dependent on the molar ratio of donor d ‐glucal to αGlc1P.…”

Section: Enzymatically Synthesized α‐Glucan Materialsmentioning

confidence: 99%

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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Section: Enzymatically Synthesized α‐Glucan Materialsmentioning

confidence: 99%

Bottom‐Up Synthesized Glucan Materials: Opportunities from Applied Biocatalysis

Zhong,

Nidetzky

2024

Advanced Materials

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“…However, the cationic amylosamine formed a double helix with anionic amylouronic acid (α(1→4)-linked GlcA polymer), another amylose analog polysaccharide, by electrostatic interaction between amino and carboxylate groups [58]. Furthermore, reductive amination of amylosamine formed hierarchically controlled assemblies to obtain nanoparticles, microaggregates, and macrohydrogels depending on reaction conditions [59]. The reductive amination of amylosamine was carried out in the presence of NaBH 3 CN as a reductant in 0.1 mol/L acetic acid aq.…”

Section: Thermostable Gp-catalyzed Enzymatic Oligomerization and Polymentioning

confidence: 99%

α-Glucan Phosphorylase-Catalyzed Enzymatic Reactions Using Analog Substrates to Synthesize Non-Natural Oligo- and Polysaccharides

Kadokawa

2018

Catalysts

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As natural oligo- and polysaccharides are important biomass resources and exhibit vital biological functions, non-natural oligo- and polysaccharides with a well-defined structure can be expected to act as new functional materials with specific natures and properties. α-Glucan phosphorylase (GP) is one of the enzymes that have been used as catalysts for practical synthesis of oligo- and polysaccharides. By means of weak specificity for the recognition of substrates by GP, non-natural oligo- and polysaccharides has precisely been synthesized. GP-catalyzed enzymatic glycosylations using several analog substrates as glycosyl donors have been carried out to produce oligosaccharides having different monosaccharide residues at the non-reducing end. Glycogen, a highly branched natural polysaccharide, has been used as the polymeric glycosyl acceptor and primer for the GP-catalyzed glycosylation and polymerization to obtain glycogen-based non-natural polysaccharide materials. Under the conditions of removal of inorganic phosphate, thermostable GP-catalyzed enzymatic polymerization of analog monomers occurred to give amylose analog polysaccharides.

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“…Thus, the degradability of carrier materials is of great significance in new pesticide formulations used in agricultural industry. Naturally, degradable materials mostly include polysaccharides and proteins, which are not only cheap and easy to obtain, but may also degrade by chemical or microbiological processes without causing significant environmental pollution . Besides, the degradation of some natural materials may also facilitate the production of crops and increase the production output .…”

Section: Introductionmentioning

confidence: 99%

Elaboration of a feather keratin/carboxymethyl cellulose complex exhibiting pH sensitivity for sustained pesticide release

Lin

Chen

Zhou

et al. 2018

J of Applied Polymer Sci

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Feather keratin (FK) and carboxymethyl cellulose (CMC) were used as raw materials to prepare a FK/CMC polyelectrolyte complex via electrostatic interactions. Using avermectin (AVM) as a model drug and elevated temperature, an FK/CMC@AVM drugcarrying complex was obtained. The structure and morphology of FK/CMC@AVM were both analyzed by Fourier transform infrared spectroscopy, dynamic light scattering, and scanning electron microscopy (SEM). Furthermore, the encapsulation efficiency, anti-ultraviolet, sustained release, and toxicity properties of FK/CMC@AVM were studied. The results showed that the average particle size of FK/CMC@AVM was 386.57 nm and the encapsulation efficiency was 67.06%. Under UV light irradiation, FK/CMC@AVM significantly improved the stability of AVM and the half-life of AVM was found to be delayed from 354 to 1800 min. Moreover, the sustained release of AVM featured pH sensitivity and was consistent with the Korsmeyer-Peppas model. Upon increasing the pH from 1.5 to 9.5, the release mechanism of AVM changed from Fick diffusion to non-Fick diffusion. Finally, the toxicity characteristics of FK/CMC@AVM were not significantly different from those of nonmodified AVM.

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Hierarchically controlled assemblies from amylose analog aminopolysaccharides by reductive amination: From nano‐ to macrostructures

Cited by 5 publications

References 37 publications

Bottom‐Up Synthesized Glucan Materials: Opportunities from Applied Biocatalysis

Bottom‐Up Synthesized Glucan Materials: Opportunities from Applied Biocatalysis

α-Glucan Phosphorylase-Catalyzed Enzymatic Reactions Using Analog Substrates to Synthesize Non-Natural Oligo- and Polysaccharides

Elaboration of a feather keratin/carboxymethyl cellulose complex exhibiting pH sensitivity for sustained pesticide release

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