• 제목/요약/키워드: L-fucose

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Effect of Monosaccharide L-fucose and Polysaccharide Fucoidan on Sperm ${\alpha}$-L-fucosidase Activity and Relation to Sperm-oocyte Interaction in Pig

  • Song, X.X.;Park, C.K.;Piao, Y.J.;Niwa, K.
    • Asian-Australasian Journal of Animal Sciences
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    • 제20권3호
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    • pp.351-358
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    • 2007
  • Carbohydrate-protein interactions are known to be important in gamete interactions. Several evidence indicated that a fucose-containing sulfated polysaccharide fucoidan was potential inhibitor of fertilization in vitro and thus fucose seemed to be part of the recognition signal of gamete interaction in mammals. In recent investigation we found that ${\alpha}$-L-fucosidase activity was present in boar spermatozoa and it was related to sperm binding to and penetration into zona pellucida (ZP) in vitro. The objective of this study was to determine the effects of monosaccharide L-fucose and polysaccharide fucoidan on sperm ${\alpha}$-L-fucosidase activity and relation to sperm-oocyte interaction in pig. Results indicated that the activity of sperm ${\alpha}$-L-fucosidase was largely inhibited (62%) when sperm suspension was treated with monosaccharide L-fucose. It also significantly inhibited the number of sperm binding to ZP (32%) and penetration into zona-intact oocytes (72%), but did not inhibit penetration into zona-free oocytes when fertilization medium contained L-fucose. The chlorotetracycline (CTC) assessment showed that L-fucose did not affect induction of sperm capacitation and acrosome reaction. In contrast, the activity of sperm ${\alpha}$-L-fucosidase was not inhibited when sperm suspension was treated with polysaccharide fucoidan but sperm-ZP binding was greatly inhibited (85%) and completely blocked sperm penetration into zona-intact or zona-free oocytes. The CTC assessment showed that fucoidan increased the F pattern and decreased the AR pattern sperm. These results suggested that the different inhibitory mechanisms were present between monosaccharide L-fucose and polysaccharide fucoidan on sperm-oocyte interaction, the inhibition effect of ${\alpha}$-L-fucose on sperm binding and penetrating into ZP caused sperm ${\alpha}$-L-fucosidase inhibited by ${\alpha}$-L-fucose.

A Simple Enzymatic Method for Quantitation of 2'-Fucosyllactose

  • Seydametova, Emine;Shin, Jonghyeok;Yu, Jiwon;Kweon, Dae-Hyuk
    • Journal of Microbiology and Biotechnology
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    • 제28권7호
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    • pp.1141-1146
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    • 2018
  • 2'-Fucosyllactose (2'-FL) is one of the most important human milk oligosaccharides and has several health benefits for infants. The levels of 2'-FL in breast milk or samples from other sources can be quantified by high-performance liquid chromatography. However, this method cannot be used for simultaneous detection of the target compound in numerous samples. Here, we developed a simple method for quantifying 2'-FL in a microplate format. The method involves two steps: (i) release of $\text\tiny{L}$-fucose from 2'-FL by ${\alpha}$-(1-2,3,4,6)-$\text\tiny{L}$-fucosidase and (ii) measurement of NADPH formed during the oxidation of $\text\tiny{L}$-fucose by $\text\tiny{L}$-fucose dehydrogenase. This method enables measurement of up to 5 g/l 2'-FL in 50 min using a 96-well microplate. The efficiency and simplicity of the proposed method make it suitable for the analyses of a large number of samples simultaneously.

생쥐 부정소 부위별 당쇄 분포의 차이 (Regional Difference in Distribution of Glycoconjugates in Mouse Epididymis)

  • 계명찬
    • 한국발생생물학회지:발생과생식
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    • 제5권2호
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    • pp.167-173
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    • 2001
  • Ulex europaeus agglutinin I(UEA I), succinylated wheat germ agglutinin(sWGA), Griffonia simplicifolia lectin-I(GSL-I)을 이용하여 생쥐 부정소 조직내 당쇄의 분포를 조사하였다. 당쇄의 측쇄 말단의 $\alpha$-L-fucose 잔기에 특이적으로 결합하는 UEA I은 체부 및 미부 부정소를 제외한 두부 부정소 선단의 세정관 상피를 강하게 표지하였으나 관강은 중간 정도의 강도로 모두 표지되어 $\alpha$-L-fucose 잔기를 갖는 부정소 항원들은 부정소 선단부에서 주로 합성된 후 분비되는 것으로 추정된다. 이와 반대로 당쇄 말단의 $\alpha$-D-galactose 잔기에 특이적으로 결합하는 GSL-I은 두부 부정소를 제외한 체부와 미부 부정소 상피의 투명세포의 세포질과 섬모 및 기저세포를 표지하였다. 다당 사슬 및 복잡한 구조를 갖는 glycan의 당쇄의 N-acetyl-giucosamine 잔기에 특이적으로 결합하는sWCA는 부정소 부위별로 커다란 차이를 보이지 않았으나, 체부와 미부 부정소의 투명세포는 주세포에 비해 더 강하게 표지되어 sWGA 표지는 투명세포 기능분화의 표식자로 추측된다. UEA I 및 sWGA에 의한 관강의 표지 강도는 체부보다는 미부에서 약하게 관찰되어 미부 부정소 관강내에 $\alpha$-L-fucose 및 N-acetyl-glucosamine 잔기의 절단과 관련된 효소활성이 존재하는 것으로 추정된다. 요약하면 $\alpha$-L-fucose, $\alpha$-D-galactose, N-acetyl-glucosamine 잔기를 갖는 당쇄의 분포가 상피세포의 종류 및 부정소의 길이를 따라 차이를 보임을 확인하였다. 이는 정자의 성숙을 조절하는 부정소 각 절편 및 특정 절편 내 소관상피 세포의 기능적 분화를 대변하는 것으로 사료된다.

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Inflammation, Oxidative Stress and L-Fucose as Indispensable Participants in Schistosomiasis-Associated Colonic Dysplasia

  • Soliman, Nema Ali;Keshk, Walaa Arafa;Shoheib, Zeinab Salah;Ashour, Dalia Salah;Shamloula, Maha Moustafa
    • Asian Pacific Journal of Cancer Prevention
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    • 제15권3호
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    • pp.1125-1131
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    • 2014
  • Background: Schistosomiasis is a parasitic disease causing chronic ill health in humans with a serious consequences for socio-economic development in tropical and subtropical regions. There is also evidence linking Schistosoma mansoni to colonic carcinoma occurrence. The aim of this study was to evaluate some inflammatory and oxidative stress biomarkers, as well as L-fucose as linkers between intestinal schistosomiasis and colonic dysplasia development in mice. Materials and Methods: This study was conducted upon 80 mice that were divided the control group (10 non infected mice) and infected group which was subdivided into 7 sub-groups (10 mice each) according to the time of sacrifaction in the post infection (p.i.) period, 10 mice being sacrificed every two weeks from 6 weeks p.i. to 18 weeks p.i. Tumor necrosis factor alpha (TNF-${\alpha}$), inducible nitric oxide synthase (iNOS), and pentraxin 3 (PTX3) levels were estimated by immunoassay. The L-fucose level, and thioredoxin reductase (TrxR) and lactate dehydrogenase (LDH) activities were also evaluated in colonic tissue. Results: The current study revealed statistically significant elevation in the studied biochemical markers especially at 16 and 18 weeks p.i. The results were confirmed by histopathological examination that revealed atypical architectural and cytological changes in the form of epithelial surface serration and nuclear hyper-chromatizia at 14, 16 and 18 weeks p.i. Conclusions: inflammation, oxidative stress and L-fucose together may form an important link between Schistosomal mansoni infection and colonic dysplasia and they can be new tools for prediction of colonic dysplasia development in experimental schistosomiasis.

Rhamnose-rich and fucose-rich oligo- and polysaccharides (RROP-s and FROPs), agonists and antagonists of cell-membrane receptors as new active principles against skin aging.

  • Robert, L.;Robert, A.M.;Gesztes, J.L.;Luppi, E.
    • 대한화장품학회:학술대회논문집
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    • 대한화장품학회 2003년도 IFSCC Conference Proceeding Book I
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    • pp.352-373
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    • 2003
  • Rhamnose-rich (RROP-s) and fucose-rich (FROP-s) oligo-and polysaccharides were prepared and extensively characterised by physical and chemical procedures [1,2] and compared to L-fucose. Their biological properties were then studied on human skin fibroblast cell cultures, human skin explant cultures and on hairless rat skin, using a variety of cell-biological, biochemical and computerised morphometrical procedures. Among the most important properties we could establish, the following are of particular interest for the tretment and prevention of age-dependent modifications of human skin (loss of skin-tissue, cells and matrix, wrinkle formation and others) : stimulation of cell proliferation (by $^3$[H]-thymidine incorporation and the MTT test), scavenging of reactive oxygen species (ROS) using several different procedures, and protease (MMP-2 and MMP-9) down-regulation. A topical preparation, using RROP-s and FROP-s, and/or L-fucose, was shown to increase cell proliferation, dermal matrix synthesis, efficient scavenging of ROS-s and to increase also the thickness of dermal tissue when applied for 4 weeks on hairless rat skin, accompanied by the densification of collagen bundles as well as by an increase of elastin synthesis. Using fluorescent labeled FROPs, it could be shown that these oligosaccharides react with cell-membrane receptors and especially with the elastin-laminin-receptor and the fucose-mannose receptor, but they penetrate also in the cell nucleus, suggesting the possibility of a direct action on the regulation of gene expression. When applied to the human skin of a team of voluntary women encompassing all age-groups, the efficiency of FROP-containing preparation could be confirmed using indentometry and computerised evaluation of skin micro-relief, as well as evaluation of periorbital wrinkles. It appears therefore that these preparations correspond to all the requirements of active anti-aging principles.

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Enhanced Enzyme Activities of Inclusion Bodies of Recombinant ${\beta}$-Galactosidase via the Addition of Inducer Analog after L-Arabinose Induction in the araBAD Promoter System of Escherichia coli

  • Jung, Kyung-Hwan
    • Journal of Microbiology and Biotechnology
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    • 제18권3호
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    • pp.434-442
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    • 2008
  • We observed that an inclusion body (IB) of recombinant ${\beta}$-galactosidase that was produced by the araBAD promoter system in Escherichia coli (E. coil) showed enzyme activity. In order to improve its activity, the lowering of the transcription rate of the ${\beta}$-galactosidase structural gene was attempted through competition between an inducer (L-arabinose) and an inducer analog (D-fucose). In the deep-well microtiter plate culture and lab-scale fermentor culture, it was demonstrated that the addition of D-fucose caused an improvement in specific ${\beta}$-galactosidase production, although ${\beta}$-galactosidase was produced as an IB. In particular, the addition of D-fucose after induction led to an increase in the specific activity of ${\beta}$-galactosidase IB. Finally, we confirmed that the addition of D-fucose after induction caused changes in the structure of ${\beta}$-galactosidase IB, with higher enzyme activity. Based on these results, we expect that an improved enzyme IB will be used as a biocatalyst of the enzyme bioprocess, because an enzyme IB can be purified easily and has physical durability.

Synthesis of Novel 9-Fluoroanthracycline Derivatives

  • Rho, Young S.;박시호;Kim, Sun Y.;조인호;이철현;정채준;Kang, Heun S.
    • Bulletin of the Korean Chemical Society
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    • 제19권1호
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    • pp.74-78
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    • 1998
  • Synthesis of novel 9-fluoroanthracyclines carrying L-fucose as a sugar component is described. Compound 3 containing a fluorine at the C-9 position was synthesized from an epoxide 2 and HF/Pyr (7 : 3). Bromination and hydrolysis of compound 3 resulted in synthesis of an aglycone, 9-fluoroanthracyclinone 6. The α-(1b) and β -anomers (1a) of the final product were obtained in high yields by a coupling reaction with the L-fucose.

Comparison of Serum Fucose Levels in Leukoplakia and Oral Cancer Patients

  • Rai, Narendra Prakash;Anekar, Jayaprasad;Shivaraja, Shankara YM;Divakar, Darshan Devang;Al Kheraif, Abdulaziz Abdullah;Ramakrishnaiah, Ravikumar;Sebastian, Roopa;Raj, AC;Al-Hazmi, Ali;Mustafa, habil Mohamed
    • Asian Pacific Journal of Cancer Prevention
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    • 제16권17호
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    • pp.7497-7500
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    • 2015
  • Background: Tumor markers, designated as a broad group of substances produced by malignancies, could be in the form of biochemical substances, immunological substances, cell surface changes and genetic alterations. Cancer, a disorder of cellular behavior is characterized by alteration of serum glycoproteins. L-fucose, a hexose, which is the terminal sugar in most of the plasma glycoproteins, may be useful as a tumor marker for the detection, monitoring and prognostic assessment of malignancies. The aim of the study was to ascertain the role of serum fucose as a biomarker for early detection of oral cancer and to compare serum fucose levels in healthy controls, leukoplakia and oral cancer patients. Materials and Methods: The study included 60 (100.0%) subjects, who were grouped as 20 (33.3%) control subjects, 20 (33.3%) squamous cell carcinoma patients and 20 (33.3%) leukoplakia patients. Fucose estimation was done using UV-visible spectrophotometry based on the method as adopted by Winzler using cysteine reagent. The results were analyzed statistically using ANOVA with Bonferroni post hoc tests. Results: Results showed a high significance in serum fucose in oral squamous cell carcinoma (OSCC) and leukoplakia subjects compared to normal controls. There was a gradual increase in the values noted from control to leukoplakia and to squamous cell carcinoma. Conclusions: Estimation of serum fucose may be a reliable marker and can be used as an effective diagnostic biomarker in oral squamous cell carcinoma patients.

곰피에서 정제한 Fucoidan Sulfate의 특성 (Characteristic Properties of Fucoidan Sulfate Purified from Gompi, Ecklonia stolonifera)

  • 이홍수;진성현;김희숙;류병호
    • 한국식품과학회지
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    • 제27권5호
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    • pp.716-723
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    • 1995
  • 갈조류인 한국산 곰피(Ecklonia stolonifera)에서 fucoidan을 추출 정제하여 분자 구조적 특성을 조사하고 항혈액 응고 활성을 측정하였다. 건조곰피 20.0kg을 $100^{\circ}C$에서 2시간동안 2회 열수 추출하고 ethanol로 침전시켜 crude fucoidan 151.1g을 얻었다. Crude fucoidan을 염화칼슘과 cetyl pyridium chloride(CPC)로서 정제하여 Fucoidan-1을 얻었고 수율은 35.2%였다. 이 Fucoidan-1을 여러조건하에서 DEAE-Toyopearl 650 M 이온교환 chromatography법을 이용하여 정제한 결과 cellulose acetate 막 전기영동상에서 하나의 band를 나타내는 순도가 높은 곰피 Fucoidan-5을 얻었으며 dextran을 표준품으로 gel filtration chromatography를 행한 결과 분자량은 21,000∼23,000이었다. 곰피 Fucoidan-5의 구성당은 fucose 35.7%와 galactose 4.3%이였고, fucose와 황산기의 mole 비는 약 1 : 1이었다. 적외선 흡수 spectrum 에서 $1240\;cm^{-1}$$850\;cm^{-1}$ 부근에서 흡수가 확인되었으며 비선광도가 $-127.2^{\circ}$인 것으로 보아 황산기는 주로 ${\alpha}-L-fucose$의 4번 위치의 탄소에 결합되어 있는 것으로 추정할 수 있었다. 또한 곰피 Fucoidan-5를 methyl화하여 가수분해하고 methyl alditol acetate를 만든 후 gas chromatography를 행한 결과 Fucoidan-5는 주로 황산기를 C4에 가진 fucose가 ${\alpha}l-2$결합 또는 ${\alpha}l-3$결합으로 이루어진 다당류임을 추정할 수 있었다. 곰피 Fucoidan-5의 항 thrombin 활성은 heparin(140 units/mg)의 약 1.4배이었다. 이상의 결과에서 CPC법과 이온교환 chromatography법을 사용하여 갈조류인 곰피로부터 분리 정제한 곰피 Fucoidan-5는 순도가 높은 fucoidan임을 알 수 있었고 수율은 28.1%였다.

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해산 극피동물 중의 당단백질의 특성과 이용 I. 해삼 당단백질 및 황산콘드로이친의 화학조성과 특성 (Chemical Compositions of Glycoprotein and Chondroitin Sulfates from Sea Cucumber(Stichopus japonicus))

  • 류홍수;문정혜;서재수
    • 한국식품영양과학회지
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    • 제26권1호
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    • pp.72-80
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    • 1997
  • 식용 및 약용으로 이용한 역사가 오래인데도 불구하고 구성성분의 조성에 대하여 충분한 연구가 되어 있지 않은 해삼에서 당단백질과 황산콘드로이친을 추출정량하여 이들의 화학적 조성과 구조적 특성을 GC. MS및 IR로 검토하였다. 동결건조 해삼분말의 화학적인 조성은 sulfate esters함량이 0.90~l.21%, 다당류 함량이 23.08~26.97%였고 이를 구성하고 있는 구성단당류는 fucose의 함량이 30%이상을 차지하는 것을 비롯하여 glucose, N-acetylglucosamine, mannuronic acid, ribose의 5종이 거의 88%이상을 차지하고 있었고 그외 mannose, galactose, N-acetylgalactosaminne, D-glucuronic acid도 소량 검출되었다. 추출당단백질의 sulfate esters의 함량은 0.96~l.13%, 다당류의 함량은 58.7%~62.7%로 나타나고 주요 구성당은 fucose가 30%내외로 가장 많았으며 mannose, glucose와 ribose가 86%이상을 차지하며 galactose, N-acetylgalactosamine, D-glucuronic acid, N-acetylglucosamine도 소량 함유하고 있었다. 동결건조 해삼분말에서 추출한 황산콘드이친의 황산기의 함량은 3.52~3.72%이었다. 이들의 구성성분은 fucose, N-acetylgalactosamine 및 D-glucuronic acid 이며 IR spectrum에서 1240$cm^{-1}$ /의 S=0신축진동과 850$cm^{-1}$ /나 820$cm^{-1}$ /의 C-O-S 신축진동이 나타나 fucose의 $C_4$의 결합위치를 나타내고 있었다.

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