• Title/Summary/Keyword: Alkyl 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.

A New Phenylpropanoid Glucoside from the Fruits of Illicium verum

  • Lee, Sung-Won;Li, Gao;Lee, Kyong-Sun;Song, Dong-Keun;Son, Jong-Keun
    • Archives of Pharmacal Research
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    • v.26 no.8
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    • pp.591-593
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    • 2003
  • One new phenylpropanoid glucoside (3), along with one known phenylpropanoid (1), and one known alkyl glucoside (2) were isolated from the fruits of Illicium verum and their chemical structures were elucidated on the basis of spectroscopic studies.

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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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.

Leaf Spray Control Efficacy of the Entomopathogenic Nematode, Steinernema carpocapsae Weiser, Supplemented with the Selected Antidesiccant, Keltrol-F, on the Beet Armyworm, Spodoptera exigua(Hubner) (선발 내건제 Keltrol-F를 이용한 곤충병원선충(Steinernema carpocapsae Weiser)의 파밤나방(Spodoptera exigua(Hubner))에 대한 엽면살포 방제 효과)

  • 이성섭;김용균;한상찬
    • Korean journal of applied entomology
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    • v.39 no.3
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    • pp.199-205
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    • 2000
  • The field control efficacy of entomopathogenic nematode, Steinernema carpocapsae Weiser, was evaluated on the beet armyworm, Spodoptera exigua (Hiibner). The insect pest has been known to be a defoliator at the aerial part of the crop and difficult to be controlled effectively with most commercial chemical insecticides due to its insecticide resistance. To overcome the susceptibility of the nematodes to desiccation when they were applied by leaf spray in field condition, we screened several commercial antidesiccants (alkyl glucoside, CMC, glycerol, Keltrol-F, Kunipia-G, and Laponite LXG) optimal for survival of the nematodes. Keltrol-F (0.1 %) was selected as a candidate supplement for field application of the nematodes. Leaf spray of the nematodes at 5,000 infective juveniles/ml of distilled water containing 0.1 % Keltrol-F resulted in 87.7% control efficacy on the 3rd instar larvae of Sp. exigua.

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Synergy effect for performance of anionic SDS/ADS mixtures with amphoteric and nonionic surfactants

  • Noh, Hongche;Kang, Taeho;Ryu, Ji Soo;Kim, Si Yeon;Oh, Seong-Geun
    • Journal of the Korean Applied Science and Technology
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    • v.33 no.3
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    • pp.449-458
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    • 2016
  • Detergency and surface active properties of mixed anionic surfactants with amphoteric and nonionic were investigated. Sodium dodecyl sulfate (SDS) and ammonium dodecyl sulfate (ADS) as anionic surfactants and cocamidopropyl betaine (CAPB) as an amphoteric surfactant were used. Nonionic surfactants, which are butyl glucoside (BG), octyl glucoside (OG), decyl glucoside (DG), lauryl dimethylamine oxide (AO) and saponin were also used. To study the synergy effects of mixed SDS/ADS anionic surfactant systems, amphoteric and nonionic surfactants were added into the mixed anionic surfactants. Investigated properties of surfactant mixtures were critical micelle concentration (CMC), surface tension (${\gamma}$), wettability. In addition, based on these properties, detergency of each sample was examined. Surfactant mixtures are anionics (SDS/ADS), anionic/amphoteric/nonionic (SDS/ADS/CAPB/saponin), and anionic/nonionic (SDS/ADS/BG/saponin, SDS/ADS/OG/saponin, SDS/ADS/DG/saponin, and SDS/ADS/AO/saponin). With the addition of amphoteric and nonionic to mixed anionic surfactants, CMC and ${\gamma}$ were decreased. Addition of CAPB, which is amphoteric, showed the best property at CMC and ${\gamma}$. Furthermore, as the chain length of hydrocarbon in alkyl glucosides was increased, the CMC and ${\gamma}$ were enhanced. However, the wettability did not exactly match up with CMC and ${\gamma}$. The surfactant mixture, which contained DG, showed the best performance at wetting time. Detergency was measured at various temperatures ($15^{\circ}C$, $30^{\circ}C$, $50^{\circ}C$). The cleaning performance was enhanced by increasing washing temperature. Moreover, detergency was influenced by not only CMC and ${\gamma}$ but also wettability. Although CMC and ${\gamma}$ were not minimum at surfactant mixture that included DG, the best cleaning performance showed in that sample.

Structure Analysis of Liquid Crystal Emulsions Using X-ray Scattering Analysis (X선 산란분석법을 이용한 액정에멀젼 구조분석)

  • Park, So Hyun;Kim, Su Ji;Noh, Min Joo;Lee, Jun Bae;Park, Soo Nam
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.42 no.3
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    • pp.297-302
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    • 2016
  • In this study, we prepared liquid crystal emulsions composed of $C_{12-20}$ alkyl glucoside, $C_{14-22}$ alcohol, and behenyl alcohol and performed structure analysis using various analytical equipment. First, as an important characteristic of liquid crystal emulsions, maltese cross patterns and multi-layer structure were observed by a polarized microscope and cryo-SEM. Also, formation of liquid crystal phase was confirmed by DSC and multi-layer lamellar structure having an interlayer spacing approximately $305{\AA}$ was confirmed by small angle x-ray scattering (SAXS). The alkyl chain arrangement formed orthorhombic structure of a lamellar structure of the liquid crystal emulsion was confirmed by wide angle x-ray scattering (WAXS). These results suggest that information on the various physical properties obtained through the research of liquid crystal emulsion structure is expected to be widely used in cosmetics development in the future.

RETINOL STABILIZATION BY PSEUDO-LIPOSOME AND LAMELLAR LIQUID CRYSTAL

  • Lee, Seung-Ji;Jo, Byoung-Kee;Lee, Young-Jin;Ryu, Chang-Suk;Kim, Beom-Jun;Suk, Chang-Hyun
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.24 no.3
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    • pp.116-122
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    • 1998
  • It is well known that all-trans-retinol is not only very unstable in heat, light, air, and water, but also skin-irritant despite a good anti-wrinkle effect. Therefore, it is very difficult to stabilize retinol and make the safe retinol containing cosmetics by using a certain concentration of retinol with real effect. In order to dissolve these problems and apply retinol for skin care cream, firstly retinol is to be encapsulated in the vesicle called Liposphere (pseudo-liposome) which is made by homogenizing under high pressure the mixtures of lecithin, retinol, caprylic/capric triglyceride, and hydroalcoholic solution ; and then this retinol containing Liposphere is to be intercalated in lamellar liquid crystal layer which is prepared by emulsifying in an optimal ratio the mixtures composed of non-ionic emulsifier (cetearyl glucoside, sorbitan stearate & sucrose cocoate etc), cetearyl alcohol, stearic acid, cholesterol, and ceramide. In addition, the stability of the retinol containing oil in water cream by adding the polymeric emulsifier such as acrylate /C10-30 alkyl alkylate crosspolymer is to be ensured even at 55 C. Retinol containing oil in water cream prepared through above procedure could be very stable at 45 C for at least 50 days. The structure identification of lamellar liquid crystal was determined using polarized light microscope and electron microscope Conclusively, we could make the very stable retinol containing oil in water cream by triple procedure, that is, encapsulation of retinol in Liposphere, intercalation of retinol in lamellar liquid crystal layer, and assurance of the high temperature stability of cream even at 55 C.

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Preparation of Liquid Crystal Emulsion for Transdermal Delivery of Glycyrrhizic Acid and Physical Characteristics and In Vitro Skin Permeation Studies (글리시리직애씨드의 경피 전달을 위한 액정 에멀젼의 제조와 물리적 특성 및 In Vitro 피부투과 연구)

  • Jung, Jin Woo;Yoo, Cha Young;Park, Soo Nam
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.41 no.4
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    • pp.315-324
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    • 2015
  • In this study, we prepared liquid crystal emulsion composed of amphiphilic substance $C_{14-22}$ alcohol, $C_{12-20}$ alkyl glucoside, behenyl alcohol and studied liquid crystal emulsion of properties and in vitro skin permeation. The results of formulation experiments, the clear liquid crystalline structure was observed in the ratio of $C_{14-22}$ alcohol 0.8%, $C_{12-20}$ alkyl glucoside 3.2%, behenyl alcohol 4% in the formulation. The results of physical property measurements, the viscosity of liquid crystal emulsion and O/W emulsion applied as a control group was respectively $1871.26{\sim}1.15Pa{\cdot}s$, $1768.69{\sim}1.14Pa{\cdot}s$ and the shear stress of O/W emulsion was 178.68 ~ 909.18 Pa, that of liquid crystal emulsion was 190.45 ~ 919.38 Pa. The storage modulus of O/W emulsion was 3428.53 ~ 9157.45 Pa, that of liquid crystal emulsion was 4487.82 ~ 8195.59 Pa. The tan (delta) value of O/W emulsion which means a ratio of viscosity to elasticity was 0.43 ~ 0.19, and that of liquid crystal emulsion was 0.23 ~ 0.25. The water content value on the skin for liquid crystal emulsion was significantly higher from 1 h to 6 h compared with that of O/W emulsion and the transepidermal water loss on the skin was significantly superior in skin moisture loss suppression from 30 min to 4 h compared with that of O/W emulsion. The results of skin permeation using glycyrrhizic acid, the result of skin permeation amount of liquid crystal emulsion for 24 h was $64.58{\mu}g/cm^2$, that of O/W emulsion was $37.07{\mu}g/cm^2$, that of butylene glycol solution was $41.05{\mu}g/cm^2$. Hourly permeability results, it is showed that skin penetration effect of the liquid crystal emulsion increases after 8 h. These results suggest that liquid crystal emulsions are effective for skin moisturizing effect and function as potential efficacy ingredient delivery system for the transdermal delivery.

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.