Large-ring Cyclodextrins

Endō, Takeshi

doi:10.4052/tigg.23.79

Cited by 22 publications

(19 citation statements)

References 77 publications

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“…AtDPE1 produced cycloamyloses in the range DP 16 to 50 with maximum intensity at DP 18, while cycloamyloses produced by MeDPE1 showed maximum intensity at DP 19 but range up to DP>60. Products analysis by MALDI-TOF-MS showed molecular masses corresponding to cyclic molecules containing different numbers of glucose units, with regular mass differences between peaks corresponding to the mass of one glucosyl unit (162 Da) in a polysaccharide chain ( Figure 4B), and correlated well to the theoretical molecular weight of cycloamyloses previously reported [29].…”

Section: Identification Of Reaction Products 324supporting

confidence: 84%

Expression and characterization of 4-α-glucanotransferase genes from Manihot esculenta Crantz and Arabidopsis thaliana and their use for the production of cycloamyloses

Tantanarat

O’Neill

Rejzek

et al. 2014

Process Biochemistry

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4-α-Glucanotransferase or disproportionating enzyme (D-enzyme, DPE) catalyzes the α-1,4 glycosyl transfer between oligosaccharides. Type I D-enzyme (DPE1) can transfer maltosyl unit from one 1,4-α-D-glucan to an acceptor mono-or oligo-saccharide, which reflects the physiological role of DPE1 in plant starch metabolism. In this study, the genes encoding DPE1 from Arabidopsis thaliana (AtDPE1) and Manihot esculenta Crantz cultivar KU50 (MeDPE1) were cloned and expressed in Escherichia coli and purified to homogeneity. MeDPE1 encoded 585 amino acid residues, including a 56 residue signal peptide, while AtDPE1 encoded 576 amino acid residues with a 45 residue signal peptide. The molecular mass of both mature enzymes, estimated from deduced amino acid sequence, were the same at 59.4 kDa, with a pI of 5.13. The predicted structures of both enzymes showed the conserved 250's loop and three catalytic amino acid residues, characteristics of disproportionating enzymes in the GH77 glycoside hydrolase family. Biochemical characterization showed that both purified recombinant enzymes were homodimers in solution, with similar optimum pH and temperature for disproportionating activity at pH 6-8 and 37 °C. Using potato amylose as a substrate, AtDPE1 can produce cycloamyloses in the range 16-50 glucose residues, while products from the action of MeDPE1 on the same substrate were in a wider range of 16 to DP>60. These recombinant enzymes are useful tools for elucidation of their functional roles in starch metabolism and for applications in the starch industry.

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Section: Identification Of Reaction Products 324supporting

confidence: 84%

Expression and characterization of 4-α-glucanotransferase genes from Manihot esculenta Crantz and Arabidopsis thaliana and their use for the production of cycloamyloses

Tantanarat

O’Neill

Rejzek

et al. 2014

Process Biochemistry

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“…out for the separation and quantification of LR-CDs. For a precise quantification of LR-CDs, tedious multiple chromatographic steps are often required (Endo, 2011;Larsen, 2002). Colorimetric methods developed for regular CD quantification (Cramer, 1952;Kato & Horikoshi, 1984;Lejeune, Sakaguchi, & Imanaka, 1989;Wang, Qi, & Wang, 2006) are not applicable for LR-CDs due to the different nature of their inclusion complex formation abilities (Ivanov et al, 2014;Ueda, 2002).…”

Section: Introductionmentioning

confidence: 99%

Multi-wavelength colorimetric determination of large-ring cyclodextrin content for the cyclization activity of 4-α-glucanotransferase

Wang

Wei

Tian

et al. 2015

Carbohydrate Polymers

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“…These are «molecular containers» that are capable of holding non-polar, non-ionized molecules of the «guest» substance in the internal cavity. This leads to the formation of complexes, which include a hydrophobic molecule of the «guest» substance, a unique property to dissolve in the aqueous phase due to the hydrophilic outer surface of the molecular container [7][8][9][10][11][12]. Molecules of cyclodextrins contain both polar and non-polar parts.…”

Section: Introductionmentioning

confidence: 99%

“…They form very complex structures: micelles, vesicles, layers and more complex forms. The formation of all these complex forms is governed by the hydrophobic effect [8][9][10][11].…”

Section: Introductionmentioning

confidence: 99%

“…Cyclodextrins can form higher-order drug / cyclodextrin complexes, depending on the nature and structure of the ligand-substrate, in a 1:2 ratio: Currently, CDs are widely used in the food, cosmetic, pharmaceutical industries, in analytical chemistry, and in protecting the environment from ecotoxicants and others [9][10][11][12]. Further prospects for the use of diabetes in pharmacology and medicine are associated with the development of so-called targeted drugs for antitumor and gene therapy [16][17][18][19].…”

Section: Introductionmentioning

confidence: 99%

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Supramolecular inclusion complexes of functionally substituted N-benzylidene-and allylidene-isonicotinohydrazides with oligosaccharides and their properties

Фазылов¹,

Issayeva²,

Mukasheva³

et al. 2020

Bull. of the Kar. Univ. "Chem". Ser.

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Supramolecular inclusion complexes of functionally substituted N-benzylideneand allylidene-isonicotinohydrazides with oligosaccharides and their propertiesThis paper presents the results of a study of the synthesis and structural features of supramolecular inclusion complexes of N-benzylidene-and allylidene-isonicotinohydrazides with cyclic oligosaccharides (with βand 2-hydroxypropyl-β-cyclodextrins). The results of studying the synthesis and structural features of supramolecular inclusion complexes of N-benzylidene and allylideneisonicotinohydrazides with cyclic oligosaccharides (β-and 2-hydroxypropyl-β-cyclodextrins) are presented. The structure of the obtained supramolecular inclusion complexes was studied using one-dimensional 1 H, 13 C and DEPT NMR and two-dimensional spectroscopy of COSY ( 1 H-1 H), HMQC ( 1 H-13 C) and TOCSY ( 1 H-1 H). The formation of supramolecular inclusion complexes was established on the basis of changes in the chemical shifts of the NMR of the substrate and receptor atoms. Based on the analysis of spectral data, the proposed schemes of the obtained supramolecular inclusion complexes are presented. It was found that the interaction of the studied hydrazone substrates with cyclodextrins forms inclusion complexes 1:1 and 1:2 with the entry of the substrate molecule into the internal cavity of the receptor. The resulting products are able to dissolve in water or form stable aqueous dispersions. The antiradical effect of the synthesized supramolecular inclusion complexes with respect to the 2,2-diphenyl-1-picrylhydrazide radical was evaluated. Under the conditions of this test system, antiradical activity was detected in the supramolecular complex of N-(diethylamino)benzylidene-isonicotinohydrazide. The concentration of the complex was determined, capable of reducing the optical density of 100 μM of the test system solution by 50 %.

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Large-ring Cyclodextrins

Cited by 22 publications

References 77 publications

Expression and characterization of 4-α-glucanotransferase genes from Manihot esculenta Crantz and Arabidopsis thaliana and their use for the production of cycloamyloses

Expression and characterization of 4-α-glucanotransferase genes from Manihot esculenta Crantz and Arabidopsis thaliana and their use for the production of cycloamyloses

Multi-wavelength colorimetric determination of large-ring cyclodextrin content for the cyclization activity of 4-α-glucanotransferase

Supramolecular inclusion complexes of functionally substituted N-benzylidene-and allylidene-isonicotinohydrazides with oligosaccharides and their properties

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