Formation of Amylose–Poly(tetrahydrofuran) Inclusion Complexes in Ionic Liquid Media

Kaneko, Yoshirō; Kyutoku, Tsuyoshi; Shimomura, Naoyuki; Kadokawa, Jun‐ichi

doi:10.1246/cl.2011.31

Cited by 26 publications

(19 citation statements)

References 33 publications

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“…[1][2][3][4][5][6][7] However, only limited research has been reported regarding the formation of inclusion complexes between amylose and polymeric compounds. [8][9][10][11][12][13][14] Amylose in solid-state constructs stabilized crystalline structures associated with the formation of double helixes. 15 In addition, single-stranded amylose in an aqueous solution gradually forms a double helix, resulting in a water-insoluble product.…”

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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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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“…Therefore, hydrophobicity is required as the property of guest molecules to be included by amylose. However, only limited studies had been reported regarding the formation of inclusion complexes composed of amylose and polymeric guest molecules [23][24][25][26][27][28][29]. Because the driving force incorporating guest molecules into the cavity of amylose is the weak hydrophobic interaction, amylose does not have sufficient ability to include the long chains of polymeric guests into its cavity.…”

Section: Introductionmentioning

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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“…This is composed of glucose residues linked through α-(1 → 4)-glucosidic bonds. Although inclusion nanocomplexes of amylose with polymeric guest compounds are also interesting as functional eco-friendly polymeric materials, only limited studies have been reported regarding the direct complexation of amylose and polymeric molecules (Frampton et al 2008;Ikeda et al 2006;Kaneko et al 2011a;Kida et al 2007Kida et al , 2008Shogren 1993;Shogren et al 1991). The driving force for complexation of guest molecules in the cavity is mainly hydrophobic interaction as the inside of the amylose helix has a hydrophobic nature due to the presence of hydrophilic hydroxy groups in the glucose residues on outer part of the helix.…”

Section: Discussionmentioning

confidence: 99%

Eco-friendly Polymer Nanocomposites

Thakur¹,

Thakur²

2015

Advanced Structured Materials

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Formation of Amylose–Poly(tetrahydrofuran) Inclusion Complexes in Ionic Liquid Media

Cited by 26 publications

References 33 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

Eco-friendly Polymer Nanocomposites

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