Development and Application of Cyclodextrin Hydrolyzing Mutant Enzyme Which Hydrolyzes β- and γ-CD Selectively

Koo, Ye-Seul; Ko, Dam-Seul; Jeong, Da-Woon; Shim, Jae‐Hoon

doi:10.1021/acs.jafc.7b00269

Cited by 9 publications

(5 citation statements)

References 36 publications

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“…Its substrate specificity was similar to that of CDases from Paenibacillus sp [23]. However, the CDases from P. furiosus [24] and Thermofilum pendens [25] were reported to hydrolyze not only CDs, but also pullulan and soluble starch, as they were identified as multispecific enzymes that possessed the activities of both α-amylase and a cyclodextrinase [26].…”

Section: Substrate Specificity Of Tscdasementioning

confidence: 84%

Cyclodextrinase from Thermococcus sp expressed in Bacillus subtilis and its application in the preparation of maltoheptaose

Wang

Zhang

et al. 2020

Microb Cell Fact

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Background: Maltoheptaose as malto-oligosaccharides with specific degree of polymerization, has wide applications in food, medicine and cosmetics industries. Currently, cyclodextrinase have been applied as prepared enzyme to prepare maltoheptaose. However, the yield and proportion of maltoheptaose was lower, which is due to limited substrate and product specificity of cyclodextrinase (CDase). To achieve higher maltoheptaose yield, cyclodextrinase with high substrate and product specificity should be obtained. Results: In this study, cyclodextrinase derived from Thermococcus sp B1001 (TsCDase) was successfully expressed and characterized in Bacillus subtilis for the first time. The specific activity of TsCDase was 637.95 U/mg under optimal conditions of 90 °C and pH 5.5, which exhibited high substrate specificity for cyclodextrins (CDs). When the concentration of β-CD was 8%, the yield of maltoheptaose achieved by TsCDase was 82.33% across all reaction products, which exceeded the yields of maltoheptaose in other recent reports. Among malto-oligosaccharides generated as reaction products, maltoheptaose was present in the highest proportion, about 94.55%. Conclusions: This study provides high substrate and product specificity of TsCDase. TsCDase is able to prepare higher yield of maltoheptaose through conversion of β-CD in the food industry.

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Section: Substrate Specificity Of Tscdasementioning

confidence: 84%

Cyclodextrinase from Thermococcus sp expressed in Bacillus subtilis and its application in the preparation of maltoheptaose

Wang

Zhang

et al. 2020

Microb Cell Fact

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“…Complexation with cyclodextrins may be regarded as a special case of cocrystal formation, particularly useful when the active molecule cannot undergo proton exchange for salt formation, nor it possesses functional groups able to form strong intermolecular interactions, like hydrogen or halogen bonds. Cyclodextrins (CDs) are cyclic oligosaccharides produced from starch, − not from fossil resources, and are nontoxic; all native cyclodextrins are accepted as food additives and “generally recognized as safe” (GRAS). , Thanks to their hydrophilic outer surface and internal hydrophobic cavities, CDs are able to host many nonpolar guest compounds having a suitable size and shape to fit the cavity, thus forming inclusion complexes soluble in aqueous media. The principal advantage is that the guest is not permanently bound but is in a dynamic equilibrium with the CD host, therefore dissociation of the inclusion complex with the consequent guest release may occur in certain conditions, e.g., following a large increase in the number of water molecules in the surrounding environment. , For these reasons, encapsulation of molecules in cyclodextrins has been extensively investigated in the last decades, and stable inclusion complexes have been obtained with useful applications in many fields, ranging from drug delivery , to pesticides , and from cosmetics ,− to sunscreens. , …”

Section: Introductionmentioning

confidence: 99%

Tuning the Solubility of the Herbicide Bentazon: from Salt to Neutral and to Inclusion Complexes

Azzali

D’Agostino

Grepioni

2021

ACS Sustainable Chem. Eng.

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We report on the mechanochemical synthesis of inclusion complexes obtained by reacting the neutral crystalline herbicide bentazon (HBtz) with native cyclodextrins (CDs). The reaction of HBtz with γ-CD resulted in the formation of the inclusion complexes [β-CD·HBtz]·6H2O and [γ-CD·HBtz]·8H2O, which were characterized via a combination of X-ray diffraction, Fourier transform infrared (FTIR) spectroscopy, and calorimetric measurements. No complexation, on the contrary, was achieved upon the reaction of HBtz with α-CD. The salt NaBtz·1.75H2O, widely used as a water-soluble salt of bentazon for the manufacturing of agrochemicals, was also synthesized and structurally characterized, and its solubility and dissolution properties were compared to those of neutral HBtz and of the β-CD and γ-CD inclusion complexes. It was found that the behavior of [β-CD·HBtz]·6H2O and [γ-CD·HBtz]·8H2O in water is similar, with dissolution rates of 28.4 ng·L–1·min–1 and 39.8 ng·L–1·min–1, respectively, and is intermediate between those of NaBtz·1.75H2O (228 ng·L–1·min–1) and neutral bentazon (3.5 ng·L–1·min–1). These results were also compared with those of the dehydrated inclusion complexes, which displayed intermediate dissolution rates between hydrous complexes and NaBtz·1.75H2O. All findings indicate that the inclusion of HBtz in β-CD and γ-CD might represent a viable alternative for the preparation of environmentally friendly agrochemicals with controlled bentazon release to be used in the formulation of herbicides.

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“…Cyclodextrins (CDs) are cyclic oligosaccharides that consist of glucose monomer units obtained biotechnologically via enzymatic degradation of starch using enzyme glycosyl transferase isolated from Bacillus maceranc [11]. These systems show the capacity to incorporate guest molecules in their cavities [12,13].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of β-Cyclodextrin/poly(1-naphthylamine) Inclusion Complex and In-Vitro Release Studies of Metformin Hydrochloride

Khan¹,

Aazam²,

Jain³

2020

J Polym Environ

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The present preliminary study reports the synthesis of β-cyclodextrin/poly(1-naphthylamine) (PNA) inclusion complexes at varying concentrations of 1-naphthylamine as monomer. The synthesized complexes were investigated for their spectral and morphological characteristics. IR studies confirmed that with the increase the loading of PNA, the hydrogen bonding interaction between NH of PNA and OH of β-cyclodextrin increased which was corroborated by the increase in the peak intensity corresponding to the OH stretching vibration of pristine β-cyclodextrin. UV studies confirmed the presence of higher number of quinoid units in PNA and tits interaction with β-cyclodextrin upon higher loading. The occurrence of phase transition during complex formation was confirmed by XRD analysis. Morphological studies highlighted the core-shell like morphology of the complexes. Metformin hydrochloride (MET-HCl) was chosen as a model drug to study the in-vitro drug release characteristics of these inclusion complexes. The validity of kinetic models for the adsorption of MET-HCl was studied using pseudo-first order model, pseudo-second order model, Elovich kinetic model and Intra-Particle Diffusion kinetic model and it was found that highest correlation coefficient was shown by pseudo-second-order model as well as by Elovich kinetic model. Hence the drug adsorption predominantly followed the pseudo-second order kinetics model. The drug release was investigated at gastric fluid (pH 1.2) and intestinal fluid (pH value 7.4) for a period of 1 h. The model with the highest correlation coefficient was confirmed to be of zero order and the value of n at gastrointestinal as well as intestinal fluids was calculated to be 1.2781 and 1.3262 respectively indicating super case-II transport mechanism.

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Development and Application of Cyclodextrin Hydrolyzing Mutant Enzyme Which Hydrolyzes β- and γ-CD Selectively

Cited by 9 publications

References 36 publications

Cyclodextrinase from Thermococcus sp expressed in Bacillus subtilis and its application in the preparation of maltoheptaose

Cyclodextrinase from Thermococcus sp expressed in Bacillus subtilis and its application in the preparation of maltoheptaose

Tuning the Solubility of the Herbicide Bentazon: from Salt to Neutral and to Inclusion Complexes

Synthesis and Characterization of β-Cyclodextrin/poly(1-naphthylamine) Inclusion Complex and In-Vitro Release Studies of Metformin Hydrochloride

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