• Title/Summary/Keyword: alkyl ${\beta}$-glucoside

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Enzymatic Production of Alkyl β-Glucoside Based on Transglycosylation Activity of Celluclast (효소적 당전이 반응을 이용한 Alkyl β-Glucoside의 생산)

  • Yong, Hwan-Ung;Kim, Seonmi;Shim, Jae-Hoon
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.41 no.10
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    • pp.1417-1422
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    • 2012
  • Alkyl glucosides were synthesized using the transglycosylation reaction of Celluclast, the cellulase from Trichoderma reesei, with cellobiose and various alcohols. Glucose as a by-product of the reaction was removed using the immobilized yeast system. Among the alkyl glucoside products, the acceptor products of methanol and ethanol were confirmed as methyl ${\beta}$-D-glucopyranoside and ethyl ${\beta}$-D-glucopyranoside via MALDI-TOF MS and enzymatic analysis. Optimal yields of methyl ${\beta}$-glucoside and ethyl ${\beta}$-glucoside were 65.3% (mol/mol) and 59.0% (mol/mol), respectively, based on cellobiose consumed.

Hanseniaspora thailandica BC9 β-Glucosidase for the Production of β-ᴅ-Hexyl Glucoside

  • Phongprathet, Sujittra;Vichitphan, Kanit;Han, Jaehong;Vichitphan, Sukanda;Sawaengkaew, Jutaporn
    • Journal of Microbiology and Biotechnology
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    • v.28 no.4
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    • pp.579-587
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    • 2018
  • For biotechnological production of high-valued ${\beta}-{\text\tiny{D}}$-hexyl glucoside, the catalytic properties of Hanseniaspora thailandica BC9 ${\beta}$-glucosidase purified from the periplasmic fraction were studied, and the transglycosylation activity for the production of ${\beta}-{\text\tiny{D}}$-hexyl glucoside was optimized. The constitutive BC9 ${\beta}$-glucosidase exhibited maximum specific activity at pH 6.0 and $40^{\circ}C$, and the activity of BC9 ${\beta}$-glucosidase was not significantly inhibited by various metal ions. BC9 ${\beta}$-glucosidase did not show a significant activity of cellobiose hydrolysis, but the activity was rather enhanced in the presence of sucrose and medium-chain alcohols. BC9 ${\beta}$-glucosidase exhibited enhanced production of ${\beta}-{\text\tiny{D}}$-hexyl glucoside in the presence of DMSO, and 62% of ${\beta}-{\text\tiny{D}}$-hexyl glucoside conversion was recorded in 4 h in the presence of 5% 1-hexanol and 15% DMSO.

A Study on Alkyl Glucoside Synthesis by Amphiphilic Phase Enzyme Reaction (양친매상 효소반응에 의한 알킬글루코시드의 합성연구)

  • 허주형;임교빈김해성
    • KSBB Journal
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    • v.11 no.5
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    • pp.511-517
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    • 1996
  • An amphiphilic phase enzyme reaction was used to synthesize alkyl glucosides from glucose and alkyl alcohol with immobilized ${\beta}$-glucosidase using four glycol ether cosolvents(monoglyme, diglyme, 2-methoxyethanol, and 1,4-dioxane). Monoglyme was shown to be the best cosolvent for the amphiphilic phase medium composed of water/cosolvent/alkyl alcohol admixture. To obtain high yield of alkyl glucoside by amphiphilic phase enzyme reaction, hydrophilicity-hydrophobicity of amphiphilic media and enzyme microenvironment was optimized from the viewpoints of substrate solubility, enzyme activity, water activity, and dynamic equilibrium between glucose alcoholysis and glucoside hydrolysis. Under optimum reaction conditions, the highest concentrations of hexyl, octyl, decyl, and dodecyl glucosides were 18.2, 9.68, 7.27, and 6.03g/L, respectively.

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Cloning and Identification of Essential Residues for Thermostable β-glucosidase (BgIB) from Thermotoga maritima (Thermotoga maritima로부터 고온성 β-glucosidase (BgIB)의 클로닝과 필수아미노산 잔기의 확인)

  • Hong, Su-Young;Cho, Kye-Man;Kim, Yong-Hee;Hong, Sun-Joo;Cho, Soo-Jeong;Cho, Yong-Un;Kim, Hoon;Yun, Han-Dae
    • Journal of Life Science
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    • v.16 no.7 s.80
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    • pp.1148-1157
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    • 2006
  • A hyperthermophilic bacterium Thernotoga maritima produced thermostable ${\beta}-glucosidase$. The gene encoding ${\beta}-glucosidase$ from T. maritima MSB8 was cloned and expressed in Escherichia coli. The en-zyme (BgIB) hydrolyzed ${\beta}-glucosidase$ linkages between glucose and alkyl, aryl of saccharide groups such as salicin, arbutin, and $_pNPG$. The insert DNA contained ORF with 2,166 bp encodes a 721 amino acids (calculated molecular mass of 80,964 and pl of 4.93). The amino a.id sequence of BglB showed the similarity to family 3 glycosyl hydrolases. The molecular weight of the enzyme was estimated to be approximately 81kDa by MUG-nondenaturing PAGE (4-methylumbelliferyl 13-D-glucoside-nondenaturing polyacrylamide gel electophoresis) and SDS-PACE. The ${\beta}-glucosidase$ exhibited maximal activity at pH 7.0 and $80^{\circ}C$. By exchanging two possible residues (Glu-232 and Asp-242) to Ala by site-directed mutagenesis method, it was found that these were essential for enzymatic activity.