Preparation of Enzymatically Recyclable Hydrogels Through the Formation of Inclusion Complexes of Amylose in a Vine‐Twining Polymerization

Kaneko, Yoshirō; Fujisaki, Kazuya; Kyutoku, Tsuyoshi; Furukawa, Hidemitsu; Kadokawa, Jun‐ichi

doi:10.1002/asia.201000012

Cited by 26 publications

(18 citation statements)

References 63 publications

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“…[24][25][26][27][28][29][30][31][32][33][34][35] This result indicates that IC-0.61 is an inclusion complex composed of amylose and the guest P(GA-co-CL).…”

Section: Resultsmentioning

confidence: 81%

“…By means of these enzymatic methods for direct construction of the polysaccharides, [17][18][19][20][21][22][23] we have developed a new methodology for the preparation of inclusion complexes composed of amylose and synthetic polymers, [24][25][26][27][28][29][30][31][32][33][34][35] which was achieved by the phosphorylase-catalyzed polymerization forming amylose in the presence of guest polymers. The representation of this reaction system is similar to the way that vines of plants grow twining around a rod.…”

Section: Introductionmentioning

confidence: 99%

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Preparation of inclusion complexes composed of amylose and biodegradable poly(glycolic acid-co-ɛ-caprolactone) by vine-twining polymerization and their lipase-catalyzed hydrolysis behavior

Nomura

Kyutoku

Shimomura

et al. 2011

Polym J

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In this study, we found that amylose-poly(glycolic acid-co-e-caprolactone) (P(GA-co-CL)) inclusion complexes were formed when phosphorylase-catalyzed enzymatic polymerization was performed in the presence of biodegradable P(GA-co-CL)s according to a vine-twining polymerization process. The X-ray diffraction patterns of the products showed the typical diffraction peaks due to inclusion complexes composed of amylose and guest compounds. In addition, the 1 H NMR spectra of the products showed the signals due to amylose and P(GA-co-CL), in spite of washing with good solvents for P(GA-co-CL), such as acetone and chloroform. These results suggested that the products were inclusion complexes composed of amylose and P(GA-co-CL). The compositional ratio of GA unit to CL unit in P(GA-co-CL)s did not affect the inclusion behavior of amylose. On the other hand, the results in the vine-twining polymerization using amorphous P(GA-co-CL)s and a crystalline poly(glycolic acid-block-ecaprolactone) (P(GA-b-CL)) as guest polymers indicated that the crystallinity of the guest copolymers strongly affected the formation of inclusion complexes with amylose. In addition, we found that lipase-catalyzed hydrolysis of P(GA-co-CL) in the inclusion complex was partly inhibited, probably because amylose, which surrounded P(GA-co-CL), prevented the approach of lipase.

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“…[24][25][26][27][28][29][30][31][32][33][34][35] This result indicates that IC-0.61 is an inclusion complex composed of amylose and the guest P(GA-co-CL).…”

Section: Resultsmentioning

confidence: 81%

Section: Introductionmentioning

confidence: 99%

Preparation of inclusion complexes composed of amylose and biodegradable poly(glycolic acid-co-ɛ-caprolactone) by vine-twining polymerization and their lipase-catalyzed hydrolysis behavior

Nomura

Kyutoku

Shimomura

et al. 2011

Polym J

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“…Because amylose can enzymatically be prepared and hydrolyzed by the phosphorylase and amylase catalyses, respectively [17][18][19][20][21][22]49], hydrogels with cross-linking structures based on amylose have a possibility for enzymatic disruption and reproduction behaviors by two enzyme-catalyzed reactions, i.e., the amylase-catalyzed hydrolysis of amylose and the formation of amylose by the phosphorylase-catalyzed polymerization. Therefore, the preparation of hydrogels through the formation of inclusion complexes of amylose in the vine-twining polymerization was investigated [50]. This was achieved by the phosphorylase-catalyzed polymerization of G-1-P from G 7 in the presence of a water-soluble copolymer having the hydrophobic PVL graft chains; poly(acrylic acid sodium salt-graft-δ-valerolactone) (P(AA-Na-g-VL)) ( Figure 11).…”

Section: Preparation Of Hydrogels Through Formation Of Inclusion Compmentioning

confidence: 99%

Preparation and Applications of Amylose Supramolecules by Means of Phosphorylase-Catalyzed Enzymatic Polymerization

Kadokawa

2012

Polymers

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This paper reviews preparation and applications of amylose supramolecules by means of phosphorylase-catalyzed enzymatic polymerization. When the enzymatic polymerization of α-D-glucose 1-phosphate (G-1-P) as a monomer was carried out in the presence of poly(tetrahydrofuran) (PTHF) of a hydrophobic polyether as a guest polymer, the supramolecule, i.e., an amylose-PTHF inclusion complex, was formed in the process of polymerization. Because the representation of propagation in the polymerization is similar to the way that vines of plants grow twining around rods, this polymerization method for the preparation of amylose-polymer inclusion complexes was proposed to be named -vine-twining polymerization‖. Various hydrophobic polyethers, polyesters, poly(ester-ether), and polycarbonates were also employed as the guest polymer in the vine-twining polymerization to produce the corresponding inclusion complexes. To obtain the inclusion complex from a strongly hydrophobic guest polymer, the parallel enzymatic polymerization system was developed as an advanced extension of the vine-twining polymerization. In addition, it was found that amylose selectively includes one side of the guest polymer from a mixture of two resemblant guest polymers, as well as a specific range in molecular weights of the guest PTHF. Amylose also exhibited selective inclusion behavior toward stereoisomers of poly(lactide)s. Moreover, the preparation of hydrogels through the formation of inclusion complexes of amylose in vine-twining polymerization was achieved.

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“…The polysaccharide supramolecules have increasingly been attracting a great deal of attention because of their potential for application as new functional materials in many research fields, such as medicine and pharmaceutics. Therefore, the present vine-twining polymerization method will be applied to the additional architecture of various amylose supramolecules with regularly controlled nanostructures, and accordingly contributes to providing new functional bio-based materials in the future [53,54]. …”

Section: Discussionmentioning

confidence: 99%

Architecture of Amylose Supramolecules in Form of Inclusion Complexes by Phosphorylase-Catalyzed Enzymatic Polymerization

Kadokawa

2013

Biomolecules

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This paper reviews the architecture of amylose supramolecules in form of inclusion complexes with synthetic polymers by phosphorylase-catalyzed enzymatic polymerization. Amylose is known to be synthesized by enzymatic polymerization using α-d-glucose 1-phosphate as a monomer, by phosphorylase catalysis. When the phosphorylase-catalyzed enzymatic polymerization was conducted in the presence of various hydrophobic polymers, such as polyethers, polyesters, poly(ester-ether), and polycarbonates as a guest polymer, such inclusion supramolecules were formed by the hydrophobic interaction in the progress of polymerization. Because the representation of propagation in the polymerization is similar to the way that a vine of a plant grows, twining around a rod, this polymerization method for the formation of amylose-polymer inclusion complexes was proposed to be named “vine-twining polymerization”. To yield an inclusion complex from a strongly hydrophobic polyester, the parallel enzymatic polymerization system was extensively developed. The author found that amylose selectively included one side of the guest polymer from a mixture of two resemblant guest polymers, as well as a specific range in molecular weights of the guest polymers poly(tetrahydrofuran) (PTHF) in the vine-twining polymerization. Selective inclusion behavior of amylose toward stereoisomers of chiral polyesters, poly(lactide)s, also appeared in the vine-twining polymerization.

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Preparation of Enzymatically Recyclable Hydrogels Through the Formation of Inclusion Complexes of Amylose in a Vine‐Twining Polymerization

Cited by 26 publications

References 63 publications

Preparation of inclusion complexes composed of amylose and biodegradable poly(glycolic acid-co-ɛ-caprolactone) by vine-twining polymerization and their lipase-catalyzed hydrolysis behavior

Preparation of inclusion complexes composed of amylose and biodegradable poly(glycolic acid-co-ɛ-caprolactone) by vine-twining polymerization and their lipase-catalyzed hydrolysis behavior

Preparation and Applications of Amylose Supramolecules by Means of Phosphorylase-Catalyzed Enzymatic Polymerization

Architecture of Amylose Supramolecules in Form of Inclusion Complexes by Phosphorylase-Catalyzed Enzymatic Polymerization

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