• Title/Summary/Keyword: Epimer

Search Result 26, Processing Time 0.023 seconds

Epimers/Metabolites of Tetracycline Derivatives; Biological Activity and Regulation Aspects for MRL in Food (생물학적활성을 기초로 한 테트라싸이클린계 항생물질 잔류스크리닝법의 개선과 식품 중 잔류허용기준 설정 개선)

  • Kwon, Jin-Wook;Yun, Hyo-In;Lee, Kyu-Seung
    • Korean Journal of Environmental Agriculture
    • /
    • v.30 no.1
    • /
    • pp.82-88
    • /
    • 2011
  • BACKGROUND: Tetracyclines (TCs) are mainly regulated as parent compounds by bioactivity-based screening methods in food. Especially with respect to antimicrobial residues, their metabolites/epimers are also highly concerning chemicals and traditionally applied microbial detection methods are needed to improve with validation for regulatory control. METHODS AND RESULTS: Detection capability and biological activity of tetracycline (TC), chlortetracycline (CTC), oxytetracycline (OTC) and their epimers; anhydrotetracycline (ATC), epianhydrotetracycline (EATC), epitetracycline (ETC), 4-epi-chlortetracycline (ECTC), 4-epianydrochlotetra-cycline (EACTC), 4-epioxychlortetracycline (EOTC), were measured by microbial growth inhibition screening method of Korea Food Code. CONCLUSION(S): Limited detection capabilities were found, B. megarerium and B. subtilis showed for TC and CTC, and B. subtilis for OTC. Biological potency of each epimer was also presented against various microorganisms, at the level from 50% to 96%, comparing with parent TCs. It is recommended that more advanced microbial screening methods with validation are needed, and biologically active epimers are to be considered as marker residues for MRL setting of regulatory control purpose.

Studies for Reestabilishment of Approval Toxin Amount in Paralytic Shellfish Poison-Infested Shellfish 5. Comparison of Toxicity and Toxin Composition of Paralytic Shellfish Poison between Blue mussel, Mytilus edulis and Oyster, Crassostrea gigas

  • Shin, Il-Shik;Kim, Young-Man
    • Journal of Food Hygiene and Safety
    • /
    • v.15 no.4
    • /
    • pp.287-292
    • /
    • 2000
  • The toxicity and toxin composition between blue mussel, Mytilus edulis and oyster, Crassostrea gigas collected at Woepori in Ko je island in South Coast of Korea in 1996 and 1997 were compared. The highest toxicity score was about 10 times higher in blue mussel than oyster (blue mussel, 8,670 $\mu\textrm{g}$; oyster, 860$\mu\textrm{g}$ in 1996, blue mussel, 5,657 $\mu\textrm{g}$/100g in 1997). The blue mussel also retained its toxicity for slightly longer period than oyster. In the both shellfish, PSP was composed almost exclusively of C toxicity (Cl and C2, 20~65%) and gonyautoxins (GTXl, 2, 3, and 4, 38~78%). In the early period of toxin accumulation, the ratio of 11$\beta$-epimer toxins (C2, GTX4) whose amount was 25~56 mole% (5th March to 12th April in 1996) and 25~80 mole% (18th March to 7th April in 1997), were higher than that of 11-epimer toxins (Cl, GTX2) whose amount was 41~57 mol%(27th May to 3rd June in 1996) and 25~56 mole% (29th April to 12th May in 1997), became higher than that of 11-epimer toxins. The toxin compositions in the both samples changed on a daily basis, presumably owing to metabolism of the toxin in the bivalves.

  • PDF

Efficient Synthesis of Benzoprostacyclins Using Free-Radical and Palladium-Catalyzed Tandem Alkene Insertion Strategies

  • Lee, Nam Ho;Richard C. Larock
    • Bulletin of the Korean Chemical Society
    • /
    • v.22 no.8
    • /
    • pp.857-866
    • /
    • 2001
  • Efficient syntheses of PGI2 analogue 2a and its epimer 3 have been accomplished. Using aryl iodide 6 as the common intermediate, either radical or palladium-assisted tandem alkene insertion strategies have been employed for construction of the benzoprostacyclin framework.

Regioselective Synthesis of Ginsenoside $Rh_2$ (진세노사이드 $Rh_2$의 방향선택적 합성)

  • 신명희;정지형;장은하;임광식
    • YAKHAK HOEJI
    • /
    • v.45 no.4
    • /
    • pp.328-333
    • /
    • 2001
  • Ginsenoside Rh$_2$, a minor glycoside constituent of the red ginseng is known as an unique antitumor compound. Several attempts to prepare it in a large scale including semisynthesis from betulafolientriol, an 3-epimer of 20(S)-protopanaxadiol, has been reported. We have previously reported a synthesis of ginsenoside Rh$_2$from 20(S)-protopanaxadiol obtained by alkaline hydrolysis of total ginsenoside. The regioselective synthesis of this compound was achieved by protection of 12-OH group.

  • PDF

Coordination Chemistry of Chlorophylls: Which Side of the Chlorin Macrocycle is Favored for the Ligand Coordination\ulcorner

  • Oba, Toru;Tamiaki, Hitoshi
    • Journal of Photoscience
    • /
    • v.9 no.2
    • /
    • pp.362-363
    • /
    • 2002
  • Since chlorophyll a and bacteriochlorophyll a are asymmetric molecules, an external ligand can coordinate to the central Mg atom either from the chiorin macrocycle side where the C13$^2$-methoxycarbonyl moiety protrudes (denoting as the 'back' side) or frome the other side (the 'face' side). We investigated which side of the macrocycle is favored for the ligand coordination, by survey of the highly resolved crystal structures of various photosynthetic proteins and theoretical model calculations. It is found that chlorophyll a as well as bacteriochlorophyll a and b in the photosynthetic proteins mostly bind their ligands on the 'back' sides. This finding was confirmed by the theoretical calculations for methyl chlorophyllide a and methyl bacteriochlorophyllide a as models: the 'back' type ligand-(bacterio )chlorophyll complex was more stable than the 'face' type one. The calculations predicted influence of the Cl3$^2$-stereochemistry on the choice of the side of the ligand coordination, which is discussed in relation to the presence of the Cl3$^2$-epimer of chlorophyll a in photosystem I reaction center [I].

  • PDF

Universal Existence of One Chlorophyll a' Molecule in Photosystem I of Oxygenic Photosynthetic Organisms

  • Nakamura, Akimasa;Yoshida, Emi;Taki, Takashi;Watanabe, Tadashi
    • Journal of Photoscience
    • /
    • v.9 no.2
    • /
    • pp.367-369
    • /
    • 2002
  • Chlorophyll (ChI) a' is the Cl3$^2$-epimer of ChI a which is the constituent of P700, the primary electron donor of Photosystem (PS) I, of a thrmophilic cyanobacterium, Synechococcus elongatus, whose structure was recently determined by X-ray crystallography. To determine whether PS I of diverse oxygenic photosynthetic organisms universally contain one molecule of ChI a ’, pigment compositions of thylakoid membranes and PS I complexes isolated from cyanobacteria, green algae, red algae and higher plants were determined by reversed-phase HPLC. The results show that involvement of one ChI a'molecule in PS I is the universal feature for Chi a-based PS I of oxygenic photosynthetic organisms.

  • PDF

Phenolic Compounds from the Inner Bark of Paulownia coreana

  • Si, Chuan-Ling;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
    • /
    • v.35 no.5
    • /
    • pp.93-99
    • /
    • 2007
  • Paulownia coreana inner bark was collected, extracted in 70% acetone, concentrated under reduced pressure and sequentially fractionated using n-hexane, $CH_2Cl_2$, EtOAc and $H_2O$, then freeze dried to give brown powders. A portion of the EtOAc soluble powder was chromatographed on a Sephadex LH-20 column using a serious of aqueous methanol and ethanol-hexane mixture as eluting solvents. Two phenolic acid, $\rho$-courmaric acid and caffeic acid, two isomeric phenylethanoid glycosides, verbascoside and iso-verbascoside, and one epimeric phenylpropanoid glycoside, cistanoside F, were isolated and their structures were elucidated by spectroscopic analysis such as NMR and MS.

The Function of eryBVII Gene is to Epimerize TDP-6-Deoxy-L-threo-D-glycero-4-hexulose in the Biosynthesis of Erythromycin A

  • Kim, Won-Young;Kim, Choon-Keun;Han, Ok-Soo
    • BMB Reports
    • /
    • v.32 no.1
    • /
    • pp.72-75
    • /
    • 1999
  • In an effort to understand the function of the eryBVII gene in the erythromycin biosynthetic gene cluster, we overexpressed the eryBVII gene in E. coli and TDP-6-deoxy-L-threo-D-glycero-4-hexulose was used as a substrate of the overexpressed EryBVII enzyme. The enzymatic reaction product was chemically modified by reduction and peracetylation. Structural analysis of the derivatized enzymatic products by GC-Mass Spectrophotometry indicated that TDP-6-deoxy-L-threo-D-glycero-4-hexulose could be converted into its epimer by EryBVII enzyme. Based on this result, TDP-6-deoxy-L-threo-D-glycero-4-hexulose was indeed the substrate of EryBVII enzyme and the function of the eryBVII gene was confirmed.

  • PDF

Selective Reduction of Orgainc Compounds with Al-Fluorodiisobutylalane

  • Cha, Jin Soon;Park, Seung Jin
    • Journal of Integrative Natural Science
    • /
    • v.2 no.3
    • /
    • pp.185-189
    • /
    • 2009
  • The new MPV-type reagent, Al-fluorodiisobutylalane (DIBAF), has been prepared and their reducing characteristics in the reduction of selected organic compounds containing representative functional groups have been examined in order to find out a new reducing system with unique applicability in organic synthesis. In general, the reagent is extremely mild, showing only reactivity toward aldehydes, ketones, and epoxides. The reagent achives a clean 1,2-reduction of enals to the corresponding allylic alcohols in a 100% purity, but shows no reactivity toward enones. The reagent also shows an excellent regioselective cleavage of substituted epoxides. In addition, DIBAF produces the thermodynamically more stable alcohol epimer in high stereoselectivity in the reduction of cyclic ketones.

  • PDF