• 제목/요약/키워드: rhamnose

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Tragacanth gum 의 신다당류(新多糖類) C 의 화학구조(化學構造) - Tragacanth gum의 신다당류(新多糖類)에 관(關)한 연구(硏究) 제2보(第二報) - (Studies on the Chemical Structure of the New Polysaccharide C - (The New Polysaccharides of Gum Tragacanth. II) -)

  • 이성환
    • Applied Biological Chemistry
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    • 제3권
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    • pp.25-48
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    • 1962
  • tragacanth gum의 화학구조(化學構造)를 구명(究明)하기 위(爲)하여 미국(美國) 약전(藥典)의 tragacanth gum 분말(粉末)을 가지고 다음의 실험(實驗)을 통(通)하여 이의 성분(成分)의 하나인 polysaccharide C를 분리(分離)하여 이의 화학구조(化學構造)를 밝혔다. (1) tragacanth gum을 85% 주정(酒精)으로 처리(處理)해서 중성다당류(中性多糖類)로 polysaccharide C를 분리(分離)하였으며 구성당(構成糖)으로 L-rhamnose, D-xylose, L-arabinose 및 D-galactose를 paper chromatography와 Cellulose column chromatography로 분리(分離), 동정(同定)하였다. 이의 molar ratio는 2:1:17:9이며 비선광도(比旋光度)는 $[{\alpha}]^{30}_D-72.2이다. (2) 구성당(構成糖)의 결합위치(結合位置)를 구명(究明)하기 위(爲)해 Hawarth 법(法)과 Purdietldir(試藥)을 가지고 methyl화(化)시켜 methyl화(化) polysaccharide C를 얻었으며 비선광도(比旋光度) $[{\alpha}]^{22}_D-102를 보였다. 이것을 가수분해(加水分解)시켜 paper chromatography와 column chromatography를 통(通)해 methyl화단당(化單糖)으로 1,3,5-tri-O-methyl-L-arabofuranose, 3,4-di-O-methyl-L-rhamnose, 2,3-di-O-methyl-D-xylose, 2,3,4-tri-O-methyl-D-galactopyranose, 2,4-di-O-methyl-L-arabopyronose, 2,4-di-O-methyl-D-galactose, 2-O-methyl-L-arabinose 및 L-arabinose를 분리(分離), 동정(同定)하였다. (3) 산(酸)의 각종농도(各種濃度)에 따른 부분적(部分的) 가수분해(加水分解)를 시켜 polysaccharide C의 end group, 측지(側枝) 또는 주쇄(主鎖)를 이루는 구성당(構成糖)을 밝히기 위(爲)하여 0.05 N-HCl로 제1차(第一次) 가수분해(加水分解). 0.1N-HCl로 제2차(第二次) 가수분해(加水分解), 0.3N-HCl로 제3차(第三次) 가수분해(加水分解)를 하여 가수분해물(加水分解物)과 비가수분해물(非加水分解物)에서 각각(各各) 다음과 같은 구성단당(構成單糖)을 검출(檢出)하고 이들의 molar ratio를 측정(測定)하였다. 제1차(第一次) 가수분해물(加水分解物)(A)에서 L-arbinose, 비가수분해물(非加水分解物)(A')에서 L-rhamnose, D-xylose, L-arabinose 및 D-galactose; 제2차(第二次) 가수분해물(加水分解物)(B)에서 L-arabinose와 D-galactose, 비가수분해물(非加水分解物)(B')에서 L-rhamnose, D-xylose, L-arabinose, 및 D-galactose; 제3차(第三次) 가수분해물(加水分解物)(C)에서 L-rhamnose, D-xylose, L-arabinose 및 D-galactose, 비가수분해물(非加水分解物)(C')에서 D-xylose와 D-galactose를 검출(檢出)하였다. (4) 구성당(構成糖)의 형태(形態)와 구조(構造)를 밝히기 위(爲)해 polysaccharide C에 대한 periodate산화(酸化) 실험(實驗)을 하여 $C_5H_8O_4$당(當) periodate의 소비(消費)와 formic acid의 생성량(生成量)을 측정(測定)하였는데 periodate의 소비량(消費量)은 1.23 mole, formic acid의 생성량(生成量)은 0.78 mole이다.

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Biosynthesis of Glycosylated Derivatives of Tylosin in Streptomyces venezuelae

  • Han, Ah-Reum;Park, Sung-Ryeol;Park, Je-Won;Lee, Eun-Yeol;Kim, Dong-Myung;Kim, Byung-Gee;Yoon, Yeo-Joon
    • Journal of Microbiology and Biotechnology
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    • 제21권6호
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    • pp.613-616
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    • 2011
  • Streptomyces venezuelae YJ028, bearing a deletion of the entire biosynthetic gene cluster encoding the pikromycin polyketide synthases and desosamine biosynthetic enzymes, was used as a bioconversion system for combinatorial biosynthesis of glycosylated derivatives of tylosin. Two engineered deoxysugar biosynthetic pathways for the biosynthesis of TDP-3-O-demethyl-D-chalcose or TDP-L-rhamnose in conjunction with the glycosyltransferaseauxiliary protein pair DesVII/DesVIII were expressed in a S. venezuelae YJ028 mutant strain. Supplementation of each mutant strain capable of producing TDP-3-O-demethyl-D-chalcose or TDP-L-rhamnose with tylosin aglycone tylactone resulted in the production of the 3-O-demethyl-D-chalcose, D-quinovose, or L-rhamnose-glycosylated tylactone.

Biosynthesis of Rhamnosylated Anthraquinones in Escherichia coli

  • Nguyen, Trang Thi Huyen;Shin, Hee Jeong;Pandey, Ramesh Prasad;Jung, Hye Jin;Liou, Kwangkyoung;Sohng, Jae Kyung
    • Journal of Microbiology and Biotechnology
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    • 제30권3호
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    • pp.398-403
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    • 2020
  • Rhamnose is a naturally occurring deoxysugar present as a glycogenic component of plant and microbial natural products. A recombinant mutant Escherichia coli strain was developed by overexpressing genes involved in the TDP-ʟ-rhamnose biosynthesis pathway of different bacterial strains and Saccharothrix espanaensis rhamnosyl transferase to conjugate intrinsic cytosolic TDP-ʟ-rhamnose with anthraquinones supplemented exogenously. Among the five anthraquinones (alizarin, emodin, chrysazin, anthrarufin, and quinizarin) tested, quinizarin was biotransformed into a rhamoside derivative with the highest conversion ratio by whole cells of engineered E. coli. The quinizarin glycoside was identified by various chromatographic and spectroscopic analyses. The anti-proliferative property of the newly synthesized rhamnoside, quinizarin-4-O-α-ʟ-rhamnoside, was assayed in various cancer cells.

Acinetobacter calcoaceticus Glucose-1-phosphate Thymidylyltransferase: Cloning, Sequencing, and Expression in E.coli

  • Eun, Suk-Ho;Kim, Dae-Jin;Kim, Yu-Sam
    • BMB Reports
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    • 제34권3호
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    • pp.230-236
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    • 2001
  • dTDP-rhamnose is synthesized from dTTP and glucose-1-phosphate by four enzymatic steps in the gram-negative bacteria. By using a homologous PCR product, a gene cluster encoding four genes (rfbA, rfbB, rfbC, rfbD) involved in L-rhamnose biosynthesis by Acinetobacter calcoaceticus was isolated and sequenced. The four genes were clustered on the biosynthetic operon in the order of rfbB, D, A, C. A gene, rfbA, encoding glucose-l-phosphate thymidylyltransferase (RfbA), was cloned from A. calcoaceticus pathogenic and encapsulated in the gram-negative bacterium. This enzyme catalyzes the formation of dTDP-D-glucose From $\alpha$-D-glucose-1-phosphate and dTTP.RfbA was amplified by PCR and inserted into the $T_7$ expression system. The activity of RfbA was determined by the capillary electrophoresis. The $K_m$ values for dTTP and $\alpha$-D-glucose-1-phosphate were calculated to be 1.27 mM and 0.80 mM, respectively by using the Line-Weaver Burk plot. RfbA is inactivated by diethylpyrocarbonate.

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세포벽분해효소의 처리에 따른 감과실의 세포벽 유리 다당류의 변화 (Changes on the Components of Free Polysaccharide from Cell Wall of Persimmon Fruit by Treatments of Cell Wall Degrading Enzymes)

  • 신승렬;김미현
    • 한국식품저장유통학회지
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    • 제2권1호
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    • pp.173-183
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    • 1995
  • This paper was carried out to investigate changes in chromatograms of polysacctatides and soluble pectins on Sephadex G-50 and non-cellulosic neutral sugars of polysaccharides isolated from cell wall of persimmon fruits treated with polygalacturonase and $\beta$-galactosidase in vitro. The chromatogram pattern of soluble pectins extracted from cell wall treated with $\beta$-galactosidase on Sephacryl S-500 column were similar to those of untreatment, but contents of soluble pectins treated with $\beta$-galactosidase were different from those of untreatment. The patterns of chromatograms In soluble pectins extracted from cell wall treated with polygalacturonase were more complex and lower molecular polymer than those of other cell wall-degrading enzyme treatments. Non-cellulosic neutral sugar of polysaccharides in fraction I of soluble material treated with polygalacturonase was rhamnose, those in fraction II were similar to those in fraction III and contents of arabinose, xylose and glucose were higher than contents of other non-cellulosic neutral sugars. Non-cellulosic neutral sugars of polysaccharides in fraction I in soluble material by $\beta$-galactosidase treatment were rhamnose, arabinose, galactose and mannose. Content of glucose of polysaccharides in fraction II was higher than that in fraction I . Non-cellulosic neutral sugars treated with mixed enzyme were rhamnose, fucose, arabinose, xylose, mannose, galactose and glucose. Compositions of non-cellulosic neutral sugars of polysaccharides in fraction I were similar to those in fraction II and III.

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Characterization of Ribose-5-Phosphate Isomerase B from Newly Isolated Strain Ochrobactrum sp. CSL1 Producing ʟ-Rhamnulose from ʟ-Rhamnose

  • Shen, Min;Ju, Xin;Xu, Xinqi;Yao, Xuemei;Li, Liangzhi;Chen, Jiajia;Hu, Cuiying;Fu, Jiaolong;Yan, Lishi
    • Journal of Microbiology and Biotechnology
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    • 제28권7호
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    • pp.1122-1132
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    • 2018
  • In this study, we attempted to find new and efficient microbial enzymes for producing rare sugars. A ribose-5-phosphate isomerase B (OsRpiB) was cloned, overexpressed, and preliminarily purified successfully from a newly screened Ochrobactrum sp. CSL1, which could catalyze the isomerization reaction of rare sugars. A study of its substrate specificity showed that the cloned isomerase (OsRpiB) could effectively catalyze the conversion of $\text\tiny{L}$-rhamnose to $\text\tiny{L}$-rhamnulose, which was unconventional for RpiB. The optimal reaction conditions ($50^{\circ}C$, pH 8.0, and 1 mM $Ca^{2+}$) were obtained to maximize the potential of OsRpiB in preparing $\text\tiny{L}$-rhamnulose. The catalytic properties of OsRpiB, including $K_m$, $k_{cat}$, and catalytic efficiency ($k_{cat}/K_m$), were determined as 43.47 mM, $129.4sec^{-1}$, and 2.98 mM/sec. The highest conversion rate of $\text\tiny{L}$-rhamnose under the optimized conditions by OsRpiB could reach 26% after 4.5 h. To the best of our knowledge, this is the first successful attempt of the novel biotransformation of $\text\tiny{L}$-rhamnose to $\text\tiny{L}$-rhamnulose by OsRpiB biocatalysis.

해동피성분(海桐皮成分)에 관(關)한 연구(硏究) ( II ) - Hederine의 분리(分離)및 동정(同定)에 대(對)하여 - (Studies on the Constituents of Kalopanax Pictum Nakai var Typicum Nakai ( II ) - Isolation and Identification of Hederine-)

  • 김학성;박재영
    • Journal of Pharmaceutical Investigation
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    • 제5권1호
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    • pp.23-27
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    • 1975
  • Hederine, m. p. $256{\sim}257^{\circ}\;C_{41}H_{64}O_{11}\;{\cdot}\;2H_{2}O$ : $23-hydroxy-3{\beta}-({\beta}-{\alpha}-arabinosidor hamnoside)-olenana-12-ene-oique,$ was obtained from the cortex of Kalopanax pictum. Acid hydrolysis of hederine yielded hederagenin, arabinose and rhamnose. Hederagenin was identified by comparison of it's mixed melting point and IR spectra against authentic sample. Arabinose and rhamnose were identified by TLC against standards.

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표고버섯(Lentinus edodes) 저장중의 유리당과 당알콜성분의 변화 (Changes of Free Sugars & Free Sugar Alcohols in Lentinus edodes during Storage.)

  • 이가순;이주찬
    • 한국식품저장유통학회지
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    • 제5권2호
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    • pp.154-161
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    • 1998
  • Changes of free sugars and sugar alcohols of fresh shiitake were measured during storage. Shiitake were stored at 1$^{\circ}C$ and -4$^{\circ}C$, with non-packaging, wrapping, 0.03mm polyethylene(PE)film packaging(unpunched and punched, unprecooled and precooled before storage), 0.05mm PE film (vacuum packaging). Chanties of glycerol, arabitol and arabinose contents were not marked during storage. The content chanties of $\beta$-rhamnose, fructose, glucose, mannitol, sucrose and maltose were the smallest until 40days storage and were increased significantly after 40 days and then decreased significantly after 50days. Content of $\beta$-rhamnose during storage when was treated unprecooling, 0.03mm PE film punched and unpunched at -4$^{\circ}C$ was the highest 25.08% and 34.86%, respectively in 50~60days. Content of mannitol was not changed at -4$^{\circ}C$.

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메밀 발아 중 $\alpha$-Amylase 활성도와 유리당 함량의 변화 (Changes in $\alpha$-Amylase Activity and Free Sugar Contents of Buckwheat during Germination)

  • 이명헌;손흥수
    • 한국식품영양학회지
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    • 제8권1호
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    • pp.32-36
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    • 1995
  • Changes in the w-amylase activity and free sugar contents were Investigated during buckwheat (Fagopyrum esculentum Moench) germination at 1$0^{\circ}C$ for 7 days. The a-amylase activity in ungerminated seeds was 1.66 U. It increased for the 1st day of germination, but then decreased until 3rd day, and thereafter Increased. The free sugar contents In ungerminated seeds were as follows. The maltose, fructose, glucose and rhamnose were 1.81mg%, 0.42mg%, 7.71mg%, 6.80mg% on dry weight basis, respectively. The maltose and fructose contents decreased in the initial stage of germination, but then gradually increased. The glucose contents decreased for the 3rd day, but sharply Increased afterwords. The rhamnose contents decreased until 1 day, and then there was no significant change for the 6 days.

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