• Title/Summary/Keyword: 6-APA

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Concentration of 6-Amonopenicillanic Acid from Penicillin Bioconversion Solution and Its Mother Liquor by Nanofiltration Membrane

  • Xuejun Cao;Wu, Xing-Yan;Tong Wu;Keming Jin;Hur, Byung-Ki
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.6 no.3
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    • pp.200-204
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    • 2001
  • In this study, nanofiltration was applied to the concentration of the 6-aminopenicillinic acid (6-APA) from bioconverted penicillin solution and also to its mother liquor. The 6-APA in the solution was concentrated from 0.211 mol/L to 0.746 mol/L by nanofiltration. The final maximum concentration was 3.6 times higher than the initial concentration an the recovery yield was 97% to 99% of the original 6-APA. The concentrated solution was crystallized with the yields of 88.9-90.2% and the purity of the crystallized product was about 98%. The concentration of 6-APA in the mother liquor after crystallization was 0.014 mol/L and thus was concentrated 20-30 fold by nanofiltration and crystallization. The recovery of 6-APA was over 98%. The salts contained in the mother liquor, such as NH$_4$Cl and KCl, could be removed by allowing them to permeate through the membrane.

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The Synthesis of 6-Fluoroquinolone Carboxamidopenicillin Derivatives (6-Fluoroquinolone Carboxamidopenicillin 유도체의 합성)

  • 임철부;김정주
    • YAKHAK HOEJI
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    • v.31 no.2
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    • pp.92-97
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    • 1987
  • The N-[1H-6-fluoro-1,4-dihydro-4-oxo-7-chloroquinoline-3-carboxy] succinimide was reacted with amoxicillin, ampicillin and 6-APA to give 6-[D-(-)-$\alpha$-{1H-6-fluoro-1,4-dihydro-4-oxo-7-chloroguinoline-3-carboxamido} p-hydroxyphanyl acetamido] penicillanic acid [1], 6-[D-(-)-$\alpha$-{1H-6-fluoro-1,4-dihydro-4-oxo-7-chloroquinoline-3-carboxamido} phenylacetamido] penicillanic acid [10] and 6-[1H-6-fluoro-1,4-dihydro-4-oxo-7-chloroquinoline-3-carboxamido] penicillanic acid [19]. The 1-alkyl-6-fluoro-1,4-dihydro-4-oxo-7-substituted quinoline-3-carboxylic acids were reacted with ethyl chloroformate for making mixed anhydride; these mixed anhydrides were reacted with amoxicillin, ampilcillin and 6-APA to give 6-[D-(-)-$\alpha$-{1-alkyl-6-fluoro-1,4-dihydro-4-oxo-7-substituted quinoline-3-carboxamido} p-hydroxyphenylacetamido] penicillanic acid [2-9], 6-[D-(1)-$\alpha$-{1-alkyl-6-fluoro-1,4-dihydro-4-oxo-7-substituted quinoline-3-carboxamido} phenylacetamidod penicillanic acid [11-18] and 6-[1-alkyl-6-fluoro-1,4-dihydro-4-oxo-7-substituted quinoline-3-carboxamido] penicillanic acid [20-27].

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Preliminary Studies on the Relationship between Reed and Bacterial Communities in the Salt Marsh Environment of Namyang Bay, Korea

  • Kwon, Kae-Kyoung;Je, Jong-Geel
    • Ocean and Polar Research
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    • v.24 no.1
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    • pp.47-53
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    • 2002
  • To evaluate the effect of reed population on the distribution and activities of microorganisms, vertical distribution of heterotrophic bacteria, degradation rate of cellulose, extracellular aminopeptidase activity (APA) and metabolic diversity based on GN2 Microlog plate were measured at two salt marsh stations in Hogok-ri, Namyang Bay, west coast of Korea. The number of heterotrophic bacteria at station 1 (reed population inhabited area) showed 2 to 6 times higher than that of station 2 (exposed area) with exception in the surface layer. Cellulose degradation rates in station 1 showed more than 50%. month-I and higher than that of station 2 (10.2 to 38.4%. $month^{-1}$). Yet the APA at two stations did not show difference except surface layer and suggested that APA might not be a significant factor in degrading marsh plant debris. Lipid class compounds, cell wall polymers and L-alanine were widely used by microorganisms. The number and activities of bacterial populations especially concerned in plant debris degradation seemed to be stimulated by the reed communities.

Synthetic Studies on Penems and Carbapenems(IV). Practical Preparation of (3R,4R)-4-Acetoxy-3-[(1R)-1-hydroxyethyl]azetidin-2-one Derivatives from 6-Aminopenicillanic Acid

  • Goo, Yang-Mo;Lee, Young-Bok;Kim, Ho-Hyun;Lee, Youn-Young;Lee, Woo-Young
    • Bulletin of the Korean Chemical Society
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    • v.8 no.1
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    • pp.15-19
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    • 1987
  • Preparation of optically pure (3R, 4R)-4-acetoxy-3-[(1R)-1-hydroxyethyl]azetidin-2-o ne derivatives, which can be employed as starting materials for synthesis of carbapenem and penem antibiotics, was established in high efficiency from 6-amino-penicillanic acid (6-APA). 6-APA was diazotized and brominated to give 6, 6-dibromopenicillanic acid and its methyl ester was metalated with methylmagnesium bromide and condensed with acetaldehyde. The product, methyl 6-bromo-6-(1-hydroxyethyl)penicillanate was reduced with Zn-$NH_4Cl-NH_4OH$-acetone efficiently to give methyl 6-(l-hydroxyethyl)-penicillanate, which was protected either with ${\beta},{\beta},{\beta}$ -trichloroethoxycarbonyl group or with t-butyldimethylsilyl group. The thiazolidine rings of these compounds were cleaved by treatment of mercury(II) acetate in acetic acid and permangante in acetone in sequence to afford the desired optically pure final products.

Sedative Activity of Aporphine and Cyclopeptide Alkaoids Isolated from the Seeds of Zizyphus Vulgaris var. Spinosus, and the Fruits and Stem Bark of Zizyphus Jujuba var. Inermis in mice (산조인 및 대추, 대추나무로부터 단리한 아포르핀과 환상 펩티드 알칼로이드의 생쥐에 대한 진정작용)

  • 한병훈;박명환;한용남
    • YAKHAK HOEJI
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    • v.37 no.2
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    • pp.143-148
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    • 1993
  • The objective of this study was to evaluate the sedative activity of four aporphine alkaloids (APA) and nine cyclopeptide alkaloids(CPA), which had been isolated from the seeds (sanjoin) of Zizyphus vulgaris var. spinosus, and the fruits and stem bark of Zizyphus jujuba var. inermis. The assessment of sedative activity was carried out, employing a hexobarbital-induced sleeping time method in mice. When the relative sedative potency of sanjoinine-A(CPA) was given as one unit, those of nuciferine (APA), lysicamine (APA), chlorpromazine (positive control), and sanjoinine -Ahl (an epimer of sanjoinine-A) were 13, 6.5, 5, and 3, respectively. The sedatvie activities of other CPAs were much lower than those of sanjoinine-A and -Ahl, and other APAs were not active. On heat treatment, nuciferine and lysicamine were degraded into some artifacts which exhibited no sedative activity, while sanjoinine-A was converted into sanjoinine-Ahl which showed more potent sedative activity. These results suggested that nuciferine and sanjoinine-A were major sedative components of native sanjoin, and that sanjoinine-A and its epimeric artifact, sanjoinineAhl were the active principles of roasted sanjoin. It provides a scientific basis for heat-processing (roasting) of this Oriental medicine.

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Studies on the Penicillin Acylase Production of Genus Escherichia (Escherichia속 세균의 Penicillin Acylase 생산에 관한 연구)

  • Kang, Hyo-Won;Lee, Ju-Kyung;Bae, Moo
    • Microbiology and Biotechnology Letters
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    • v.8 no.1
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    • pp.33-39
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    • 1980
  • In order to invertigate penicillin acylase produced by a strain of Genus Escherichia, 47 strains of Genus Escherichia were isolated and examined to the extend of the inactivation of penicillins and the ability of 6-amino penicillanic acid (6-APA) production. Among them, 12 strains were found to produce penicillin acylase and to form 6-APA. The strain No. 11 of the isolates was selected to be the most excellent one producing the acylase. Optimum culture conditions for the production of the acylase of the strain were found as follows : pH at 7.6~8.0, time on 18 hrs, temperature at 34 to 38$^{\circ}C$. And effective levels of the medium were found to be contained 0.3% phenylacetic acid, 1.0% yeast extract, 1.0% peptone and 0.3% L-glutamate. And, the production of the acylase by the isolate was strongly inhibited by 1% glycerol and the growth was remarkably retarded by the addition of 1.0% n-butylacetate. The acylase was extracted from the isolate and the crude enzyme of the acylase was prepared and the characteristies of the enzyme were primary examined in optimum pH, temperature, stabilities and reaction time.

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Polymorphism of mitochondrial DNA in Jindo dogs and Japanese mongrels dogs (DNA 다형(多型)에 있어서 진도견(珍島犬)과 잡종견(雜種犬)과의 비교(比較))

  • Han, Bang-keun;Kim, Joo-heon;Kang, Ju-won;Ikemoto, Shigenori
    • Korean Journal of Veterinary Research
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    • v.33 no.1
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    • pp.43-51
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    • 1993
  • Mitochondrial DNA(mt DNA) of Mammalian is the circular one which the 16.5K base pairs and show the maternal inheritance. Evolutional speed of nucleotide sequence is very fast. So that polymorphic analysis of mt DNA provide the useful informations to investigate the genetic relations of interspecies. Authors trials were focussed to compare with the polymorphic differences of mitochondrial DNA between Jindo and Japanese mongrel dogs. DNA was extracted from bloods of 21 head of Jindo dogs and 20 head of Japanese dogs and isolated using 10 kinds of restriction endonucleases(Apa I, BamH I, Bgl II, EcoR I, EcoR V, Hinc II. Hind III, Pst I, Sty I, Xba I) and then separated by the agarose gel electrophoresis. After sourthern blotting hybridization was completed using the mtDNA of Japanese mongrel dogs as a probe. Autoradiography was used to compare the polymorphism of mtDNA both dogs. The results obtained were as follows; 1. mt DNA of Jindo dog showed polymorphism resulting cleavage with four kinds of restriction endonuclease, Apa I, EcoR V, Hinc II, Sty I. While in the Japanese mongrel dogs observed the polymorphism in the five kinds of restriction endonuclease supplemented with EcoR I. 2. Compared with both dogs the frequency differences of DNA polymorphism were recognized in the specific restriction endonuclease Apa I. Consequently in the restriction endonuclease Apa I both dogs classified with three types as A, B, C however in the Jindo dogs frequency of C type was 71.5 percent but in Japanese mongrel dogs observed 45 percent in the A type. 3. DNA polymorphism obtained from the use of five kinds of restriction endonuclease were classified with seven types. In Jindo dogs frequency was highest in the type 6 as 71.4 percent but in the Japanese mongrel dogs showed 35 percent in the type 5. 4. Genetic distances calculated by NEI method showed 0.0089 in Jindo dogs and was 0.0094 in the Japanese mongrel dogs.

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Cloning and Sequence Analysis of the Aminoglycoside Resistance Gene from a Nebramycin Complex Producer, Streptoalloteichus hindustanus

  • Hyun, Chang-Gu;Kim, Jong-Woo;Han, Jae-Jin;Choi, Young-Nae;Suh, Joo-Won
    • Journal of Microbiology and Biotechnology
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    • v.8 no.2
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    • pp.146-151
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    • 1998
  • The aminoglycoside multiple-resistance determinant from Streptoalloteichus hindustanus was cloned into Streptomyces lividans and named nbrB. The 1.2-kb ApaI- BclI fragment encompassing nbrB was located within a 2.6-kb ApaI fragment by successive subcloning experiments. The complete DNA nucleotide sequence of 1.2-kb containing nbrB was determined. The sequence contains an open reading frame that putatively encodes a polypeptide of 281 amino acids with a predicted molecular weight of 30,992. The deduced amino acid sequence of nbrB shows identities of 85.1% to kgmB of S. tenebrarius, 59.6% to sgm of Micromonospora zionensis, and 57.7% to grm of M. rosea. The similarity of nbrB to kgmB suggests that nbrB encodes a 16S rRNA methylase similar to that encoded by kgmB and that both genes might be derived from a common ancestral gene.

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Studies on Microbial Penicillin Amidase (Part 6) Immobilization of Penicillin Amidase from Bacillus megaterium by Adsorption and Acrylamide Gel Entrappment (미생물 페니실린 아미다제에 관한 연구 (제 6 보) 흡착효소의 아크릴아마이드젤 포괄방법에 의한 Bacillus megaterium의 변이주가 생산하는 페니실린 아미다제의 고정화에 관한 연구)

  • Seong, Baik-Lin;Son, Hyeung-Jin;Mheen, Tae-Ick;Moon H. Han
    • Microbiology and Biotechnology Letters
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    • v.9 no.4
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    • pp.197-205
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    • 1981
  • Penicillin amidase of Bacillus megaterium was recovered from the fermentation broth by adsorption on celite and immobilized by entrapping the adsorbed enzyme in acrylamide gel. The operational stability in column reactor was greatly increased by entrappment as compared with that of without entrappment. The optimum pH of the immobilized enzyme was 8.7 with broader activity profile than that of the free enzyme, while the most stable pH range appeared to be between pH 7.5 and 8.0. The optimum temperature was shifted to 5$0^{\circ}C$ from 45$^{\circ}C$ for the soluble enzyme. The values of Km and the inhibition constants for 6-APA( $K_{ia}$ ) and phenylacetic acid ( $K_{ip}$ ), were 4.55 mM, 36.5mM, and 10.5mM, respectively. No significant internal pore diffusion limitation was found since the value of effectiveness factor was 0.95. The operational half life in a column reactor at pH 8.0 was 6.8 days at 4$0^{\circ}C$ and 47 days at 3$0^{\circ}C$, whereas that of without entrappment was only 1 day and 4 days, respectively. The performance of a batch and a column reactor was also discussed with respect to the productivity. The results demonstrated that the entrappment of an adsorbed enzyme for the enhancement of the operational stability of the immobilized enzyme was useful especially when an extracellular enzyme was used.

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Synthesis and Antibiotic Activities of Poly (acrylic acid) Modified $\beta$-Lactam Cyclics ($\beta$-락탐계 항생물질의 폴리아크릴산 중합체의 합성 및 항균성)

  • 진정일;최성모;장민선;민신홍
    • YAKHAK HOEJI
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    • v.30 no.5
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    • pp.232-237
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    • 1986
  • A series of modified poly(acrylic acid)'s containing different levels of 6-aminopenicillanic acid (6-APA), 7-aminocephalosporanic acid (7-ACA) and 6-[D-(-)-$\alpha$-aminophenyl acetamido] penicillanic acid (ampicillin) as pendant groups were prepared. Antibiotic activities of the newly prepared drugs were examined against the various gram-positive and gram-negative bacteria. It was found that ampicillin modified composition posses antibiotic activities against the gram-negative as well as the gram-positive bacteria.

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