Enzymatic Synthesis of Amylose Brushes Revisited: Details from X‐<scp>R</scp>ay Photoelectron Spectroscopy and Spectroscopic Ellipsometry

Mazzocchetti, Laura; Tsoufis, Τheodoros; Rudolf, Petra; Loos, Katja

doi:10.1002/mabi.201300273

Cited by 16 publications

(13 citation statements)

References 67 publications

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“…Vlist et al synthesized amylose and branched polysaccharide brushes on silica surfaces via enzymatic polymerization . More recently, the same research group used this strategy to modify a gold surface . Such polysaccharide‐grafted surfaces have potential applications as antifouling materials for ship hulls, underwater pipes, and biomedical implants because of the highly hydrophilic nature of the polysaccharide.…”

Section: Enzymatic Synthesis Of Amylose Hybrids By Phosphorylasesmentioning

confidence: 99%

Amylose engineering: phosphorylase‐catalyzed polymerization of functional saccharide primers for glycobiomaterials

Nishimura

Akiyoshi

2016

WIREs Nanomed Nanobiotechnol

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Interest in amylose and its hybrids has grown over many decades, and a great deal of work has been devoted to developing methods for designing functional amylose hybrids. In this context, phosphorylase‐catalyzed polymerization shows considerable promise as a tool for preparing diverse amylose hybrids. Recently, advances have been made in the chemoenzymatic synthesis and characterization of amylose‐block‐polymers, amylose‐graft‐polymers, amylose‐modified surfaces, hetero‐oligosaccharides, and cellodextrin hybrids. Many of these saccharides provide clear opportunities for advances in biomaterials because of their biocompatibility and biodegradability. Important developments in bioapplications of amylose hybrids have also been made, and such newly developed amylose hybrids will help promote the development of new generations of glyco materials. WIREs Nanomed Nanobiotechnol 2017, 9:e1423. doi: 10.1002/wnan.1423For further resources related to this article, please visit the WIREs website.

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Section: Enzymatic Synthesis Of Amylose Hybrids By Phosphorylasesmentioning

confidence: 99%

Amylose engineering: phosphorylase‐catalyzed polymerization of functional saccharide primers for glycobiomaterials

Nishimura

Akiyoshi

2016

WIREs Nanomed Nanobiotechnol

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“…In our group, we have successfully prepared many polymers via enzymatic polymerization . Recently, we reported a total green approach for the synthesis of unsaturated poly(butylene succinate‐ co ‐itaconate) (PBSI) by CALB‐catalyzed copolymerization of biobased diethyl succinate, dimethyl itaconate, and 1,4‐butanediol .…”

Section: Introductionmentioning

confidence: 99%

“…[26][27][28][29][30][31][32][33][34][35] In our group, we have successfully prepared many polymers via enzymatic polymerization. [36][37][38][39][40][41][42][43] Recently, we reported a total green approach for the synthesis of unsaturated poly(butylene succinate-co -itaconate) (PBSI) by CALB-catalyzed copolymerization of biobased diethyl succinate, dimethyl itaconate, and 1,4-butanediol. [ 38 ] We found that the molar percentage of the unsaturated monomeric segments can be tuned from 0% to 24% by adjusting the feed ratio of itaconate from 0% to 25%.…”

Section: Introductionmentioning

confidence: 99%

Fully Biobased Unsaturated Aliphatic Polyesters from Renewable Resources: Enzymatic Synthesis, Characterization, and Properties

Jiao

Ekenstein

Woortman

et al. 2014

Macro Chemistry & Physics

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Fully biobased saturated and unsaturated aliphatic polyesters and oligoesters are successfully prepared by Candida antarctica lipase B (CALB)‐catalyzed polycondensations of succinate, itaconate, and 1,4‐butanediol. The effects of monomer substrates and polymerization methods on enzymatic polycondensation are investigated. The CALB‐catalyzed polycondensations of succinic acid, itaconic acid, and 1,4‐butanediol only yield oligomers. By replacing the unactivated dicarboxylic acids with the alkyl diesters, polyesters with various chemical compositions are successfully obtained. The molar compositions and molecular weights of poly(butylene succinate‐co‐itaconate) (PBSI) are significantly affected by the applied polymerization method. Compared with the two‐stage enzymatic polymerization in bulk and in diphenyl ether, the enzymatic azeotropic polymerization in the mixture of cyclohexane and toluene is the best method to synthesize high‐molecular‐weight PBSI with tunable molar compositions. The 13C NMR study reveals that CALB is capable of producing more I‐B‐I‐3 microstructures in the mixture of cyclohexane and toluene by azeotropic distillation. Moreover, the crystalline properties of the obtained polyesters are characterized by wide‐angle X‐ray diffraction (WAXD) and DSC. Furthermore, the thermal and mechanical properties of the crosslinked PBSI are studied.

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“…Reductive amination using NaBH 3 CN as a reducing agent can be used to couple maltoheptaose to the synthesized telechelic amine terminated PTHF. The resulting maltoheptaose‐ b ‐PTHF ‐b ‐maltoheptaose is expected to be able to act as a primer for the enzymatic polymerization of glucose‐1‐phosphate (G 1 P) to prepare amylose‐ b ‐PTHF‐ b ‐amylose . In this case, potato phosphorylase is used as a biocatalyst for the enzymatic polymerization (Scheme ).…”

Section: Introductionmentioning

confidence: 99%

“…The resulting maltoheptaose-b -PTHFb -maltoheptaose is expected to be able to act as a primer for the enzymatic polymerization of glucose-1-phosphate (G 1 P) to prepare amylose-b -PTHF-b -amylose. [29][30][31][32][33] In this case, potato phosphorylase is used as a biocatalyst for the enzymatic polymerization (Scheme 1 ).…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Telechelic and Three-Arm Polytetrahydrofuran-block-amylose

Rachmawati

Gier

Woortman

et al. 2015

Macromol. Chem. Phys.

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Telechelic amine terminated polytetrahydrofuran (PTHF) is prepared via cationic ring opening polymerization (CROP) of THF, initiated by trifluoromethanesulphonic anhydride (triflic anhydride). Hexamethylene tetramine (HMTA) is used as a terminating agent. The resulting HMTA terminated PTHF is hydrolyzed to result in an amine terminated PTHF. Reductive amination is carried out by reacting the PTHF with maltoheptaose resulting in maltoheptaose‐b‐PTHF‐b‐maltoheptaose. The product is prepared as a primer for the enzymatic polymerization to synthesize amylose‐b‐PTHF‐b‐amylose. In addition, a three‐arm PTHF is prepared via CROP of THF. The initiator is synthesized in situ by the reaction of triflic anhydride and triethanol amine. The resulting amine terminated three‐arm PTHF is reacted with maltoheptaose to synthesize a three‐arm PTHF‐b‐maltoheptaose which can be used for the enzymatic synthesis of three‐arm PTHF‐b‐amylose. Characterization of the products is difficult due to the amphiphilic behavior of both telechelic amylose‐b‐PTHF‐b‐amylose and three‐arm PTHF‐b‐amylose. Therefore, the analysis of the products is mainly based on attenuated total reflectance Fourier transform infrared spectroscopy.

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Enzymatic Synthesis of Amylose Brushes Revisited: Details from X‐Ray Photoelectron Spectroscopy and Spectroscopic Ellipsometry

Cited by 16 publications

References 67 publications

Amylose engineering: phosphorylase‐catalyzed polymerization of functional saccharide primers for glycobiomaterials

Amylose engineering: phosphorylase‐catalyzed polymerization of functional saccharide primers for glycobiomaterials

Fully Biobased Unsaturated Aliphatic Polyesters from Renewable Resources: Enzymatic Synthesis, Characterization, and Properties

Synthesis of Telechelic and Three-Arm Polytetrahydrofuran-block-amylose

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