Enzymatic Polymer Synthesis: An Opportunity for Green Polymer Chemistry

Kobayashi, Shiro; Makino, Akihiro

doi:10.1021/cr900165z

Cited by 573 publications

(452 citation statements)

References 716 publications

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“…Polysaccharides are theoretically produced by the repeated glycosylations of a glycosyl donor with a glycosyl acceptor to form a glycosidic linkage [5][6][7][8]. To synthesize polysaccharides by such repeated glycosylations, the in vitro approach by enzymatic catalysis has been significantly investigated because enzymes have remarkable catalytic advantages compared with other types of catalysts in terms of the stereo-and regioselectivities [9][10][11][12][13]. The enzymatic glycosylation is a very powerful tool for the stereo-and regioselective construction of the glycosidic linkages under mild conditions, where a glycosyl donor and a glycosyl acceptor can be employed in their unprotected forms, leading to the direct formation of an unprotected glycoside in aqueous media [14,15].…”

Section: Introductionmentioning

confidence: 99%

“…The representation of propagation in the polymerization is similar as the way that vines of plants grow twining around rods. Accordingly, it has been proposed that this polymerization method for the preparation of amylose-polymer inclusion complexes is named -vine-twining polymerization‖ (Figure 3) [11][12][13][30][31][32]. In this review article, the author describes the principal results, discussion, and applications of vine-twining polymerization.…”

Section: Introductionmentioning

confidence: 99%

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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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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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

Kadokawa

2012

Polymers

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“…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%

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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“…[1][2][3][4][5][6][7] In particular, horseradish peroxidase (HRP) has been used for enzymatic oxidative polymerization of phenolic compounds. Dordick and co-workers 8,9 reported HRP-catalyzed polymerization of arbutin, a glucose-bearing phenol derivative.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of polyarbutin by oxidative polymerization using PEGylated hematin as a biomimetic catalyst

Kohri

Fukushima

Taniguchi

et al. 2010

Polym J

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Enzymatic Polymer Synthesis: An Opportunity for Green Polymer Chemistry

Cited by 573 publications

References 716 publications

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

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

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

Synthesis of polyarbutin by oxidative polymerization using PEGylated hematin as a biomimetic catalyst

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