• Title/Summary/Keyword: Synthetic Amino Acids

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Synthesis of Peptides Containing Optically Active 2-Amino-3-Phosphonopropionic Acid (광학 활성 2-Amino-3-Phosphonopropionic Acid의 새로운 합성 방법과 그를 포함하는 펩티드의 합성)

  • Kim Sang Bum;Cho Sung Ki;Han Jeong Sik;Kim Yong Joon;Hong Suk-In
    • Journal of the Korean Chemical Society
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    • v.38 no.7
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    • pp.516-520
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    • 1994
  • New synthetic method of optically active 2-amino-3-phosphonopropionic acid from L-serine was developed and their phosphonotripeptides, phthalylglycylglycyl-2-amino-3-(diethylphosphono)-propionic acid methyl ester and phthalylglycyl-L-phenylalanyl-2-amino-3-(diethylphosphono)propionic acid methyl ester, were synthesized by coupling reaction of amino acids with 2-amino-3-phosphonopropionic acid methyl ester.

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Effects of Amino Acids on Larval Settlement and Metamorphosis in Haliotis discus hannai

  • Kang, Kyoung-Ho;Kim, Byoung-Hak;Kim, Jae-Min;Kim, Young-Hun
    • The Korean Journal of Malacology
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    • v.19 no.2
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    • pp.95-106
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    • 2003
  • The compositions of amino acid in 6 monocultured benthic diatoms used in aquaculture of Haliotis discus hannai were analyzed, and effects of 15 artificial synthetic amino acids on the settlement and metamorphosis of H. discus hannai larvae. Results showed that the content of L-aspartic acid was highest in all diatoms, and that of L-glutamic acid was second high. In experiment using settlement slat without benthic diatom attached, the highest settlement rate (33.3 ${\pm}$ 8.8%) was obtained with L-glutamic acid, and a higher value (16.7 ${\pm}$ 3.3%) was found with L-aspartic acid at 24 h after experimental commencement, compared to that of control (8.6 ${\pm}$ 5.1%). 80 h later the metamorphosis rates of L-glutamic acid (86.7 ${\pm}$ 10.7%) and L-aspartic acid (80.0 ${\pm}$ 3.3%) groups were higher than control group(0) and other amino acids significantly. The response rate of L-glutamic acid was the highest (62.0%), and those of L-aspartic acid (30.0%) and L-threonine (25.3%) groups were also significantly higher than control group. In the experiment using settlement slat with benthic diatom attached, the best effect of various amino acids on induction of larval settlement was obtained with L-glutamic (82.0 ${\pm}$ 6.9%) and L-aspartic acid (78.7 ${\pm}$ 5.1%) at 24 h after experimental commencement. The settlement rates of L-histidine, L-leucine, L-lysine, L-methionine, L-phenylalanine, and L-tyrosine groups were significantly lower than control group. The same differences in the metamorphosis rate at 56 h after experimental commencement and in the response rate were found. It should be noted that after 80 h the metamorphosis rates of L-histidine (74.0 ${\pm}$ 12.0%) and L-lysine (87.0 ${\pm}$ 8.8%) declined rapidly compared to those of 56 h (8.0 ${\pm}$ 12.0%; 7.7 ${\pm}$ 12.0%).

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Plant Protein Improvement by Synthetic Gene (합성유전자를 이용한 식물단백질의 향상)

  • 김태금;양문식
    • KSBB Journal
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    • v.7 no.3
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    • pp.155-160
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    • 1992
  • To improve the nutritional quality of plant proteins, a synthetic gene, called HEAAE (high essential amino acid encoding)-DNA, was introduced and expressed in tobacco plants. The synthetic gene, which is 292 basepair-long, codes for a protein composed of about 80% essential amino acids. To improve its expression level in plants, Cauliflower Mosaic Virus (CaMV) 355 and CaMV duplicate 35S promoters which are known as strong promoters were used with Nopaline Synthase promoter as a control. Transformed and regenerated tobacco plants were subject to analysis for introduction and expression of this gene. Integration of the gene into the plant genome and its expression into mRNAs and its proteins have been demonstrated using Southern, northern blot analysis and amino acid analysis. The differences of expression levels among CaMV duplicate 35S, CaMV 35S and Nopaline Synthase promoters are significant in term of mRNAs, but not in terms of proteins.

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Feeding and Management System to Reduce Environmental Pollution in Swine Production - Review -

  • Han, In K.;Lee, J.H.;Piao, X.S.;Li, Defa
    • Asian-Australasian Journal of Animal Sciences
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    • v.14 no.3
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    • pp.432-444
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    • 2001
  • In this manuscript, several effective feeding and management systems to reduce environmental pollution in swine production have been briefly introduced. It is logical that reducing the excretion of nutrients in manure should be the first step to reduce the environmental impact of pig production. it is evident that the excretion of nitrogen and phosphorus can be reduced when more digestible or available feedstuffs are used. Also, it is well known that proper feed processing can reduce anti nutritional factors (ANF) and improve nutrient digestibilities. Supplementation of effective feed additives can reduce excretion of nitrogen and phosphorus due to efficient feed utilization. These include enzymes (e.g., phytase), antibiotics, probiotics, organic acids and growth hormones ($\beta$-agonists and porcine somatotropin). One of the most effective ways to reduce pollutants from swine manure is to use synthetic amino acids in feed manufacturing. Many studies showed that reduction of 2 to 4% unit (U) of dietary protein with supplemental amino acid (AA) could dramatically reduce (15 to 20%) nitrogen excretion. Regarding feeding strategies, it has been recognized that phase feeding regimen could be used to reduce nitrogen and phosphorous excretion by feeding pigs in better agreement with age and physiological state. Feeding barrows and gilts separately, known as split sex feeding, can also decrease excretion of nitrogen and phosphorus. With the increasing concerns on the negative impact of animal production systems on the environment, animal nutritionists and producers should be aware that sustainability of animal agriculture is as important as high production performance. Therefore, some feeding and management strategies described in this manuscript will help to reduce environmental pollution in swine production. Proper combination of feeding regimen and environment-friendly diet formulation through nutritional approach will be more effective to reduce nutrient excretion in swine production system compared to single approach to do so.

Production of pediocin by Chemical Synthesis and Bactericidal Mode of Action

  • Koo, Min-Seon;Kim, Wang-June;Kwon, Dea-Young;Min, Kyung-Hee
    • Proceedings of the Korean Society for Applied Microbiology Conference
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    • 2001.06a
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    • pp.149-153
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    • 2001
  • To investigate the mode of bactericidal action for antimicrobial peptide, pediocin, synthetic and mutant pediocins were prepared by direct chemical synthesis. Native pediocin was purified from Pedio-coccus acidilactici M and its conformational structure and bactericidal functions were analyzed and compared to synthetic pediocin. Schematic mode of pediocin actions, how pediocin binds on the target cell membrane, penetrates and makes tunnel are proposed. For these purposes, primary and secondary structures of pediocin was analyzed and disulfide bond assignment was also done. The pediocin purified from P. acidilactici M had high effective bactericidal ability against gram positive bacteria, especially Listeria monocytogenes and was very stable at extreme pHs and even at high temperatures such as autoclaving temperature (121$^{\circ}C$). Pediocin was consisted of 44 amino acids with four cysteines. Novel synthetic peptides were achieved by solid phase peptide synthesis(SPPS) method. To explain the function of cysteine in C-terminal region, mutant pediocin, Ped[C24A+C44A], was synthesized and their structural and biological functions were analyzed. Second mutant pediocin, Ped[KllE], was prepared to explain the function of lysine at 11 of N-terminal part of pediocin, especially loop of $\beta$-sheet, and to predict the initial binding site of pediocin. The native and synthetic pediocins was showed random coil conformation by spectropolarimetry in moderate conditions. This conformation was observed in extreme conditions such as high temperature and low and high pHs, also. Circular dichroism(CD) data also showed the existence of $\beta$-turn structure in N-terminal part both native and synthetic pediocins. A structural model for pediocin predicts that 18 amino acids in the N-terminal part of the peptide assume a three-strand $\beta$-sheet conformation. This random coil in C-terminal part of pediocin was converted to folding structure, helix structure, in nonpolar solvents such as alcohol and TFE. The disulfide bond between $^{9}$ Cys and $^{14}$ Cys was concrete and inevitable, however, evidences of disulfide bond between $^{24}$ Cys and $^{44}$ Cys was not. Data of Ped[C24A+C44A], pediocin mutant showed that $^{44}$ Cys was required during killing the target cells but not inevitable, since Ped[C24A+C44A] still have bactericidal activity but much less than native pediocin. Another pediocin mutant, Ped[KllE], had still bactericidal activity, was controversial to propose that positive charge like as $^{11}$ Lys in loop or hinge in bacteriocin bound or helped to binding to microorganism with electrostatic interaction between cell membrane especially teichoic acid and positive amino acid nonspecifically. The conformation of pediocin among native, synthetic and mutant pediocins did not show big difference. The conformations between oxidized and reduced pediocin were almost similar regardless of native or synthetic.

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Synthesis of N-Aryl Phenylglycine Ο-Alkyl Esters Using Hydrolysis of 1,5-Diphenylhydantoins (1,5-Diphenylhydantoins의 가수분해에 의한 N-Aryl Phenylglycine Ο-Alkyl Esters의 합성)

  • 박해선;최희전;권순경;박명숙
    • YAKHAK HOEJI
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    • v.47 no.3
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    • pp.130-134
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    • 2003
  • For the development of new synthetic method for unnatural amino acid esters, N-aryl phenylglycine Ο-alkyl esters 4a∼i were synthesized through base-catalyzed hydrolysis of 1,5-diphenylhydantoins 1a∼b and Ο-alkylation in 16∼87% yield. An efficient and practical route for final 4a∼i was that the starting materials 1a∼b were heated in dil-methanol for 30 minute using sodium hydroxide or potassium hydroxide and evaporated. In addition, reaction mixture were refluxed for 1 h in DMF. All synthetic process from hydantoin to N-aryl phenylglycine Ο-alkyl esters 4a∼i could be carried out in one-pot without isolation of intermediates.

New Synthetic Method of Aminophosphonic Acid via Amination of Organoboranes (유기 붕소 화합물의 아민화 반응을 이용한 Aminophosphonic Acid의 새로운 합성방법)

  • Kim, Sang Beom;Jo, Gyeong Yeon;Hong, Seok In
    • Journal of the Korean Chemical Society
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    • v.38 no.9
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    • pp.682-686
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    • 1994
  • New synthetic method of aminophosphonic acids by the amination of organoboranes containing phosphorus was developed. Thus, the hydroboration of diethyl 2-propenylphosphonate, diethyl 2-methyl-2-propenyl-phosphonate, diethyl 3-butenylphosphonate with borane-THF, followed by amination of the resulting organoboranes with hydroxylamine-O-sulfonic acid gave diethyl 3-aminopropylphosphonate, diethyl 3-amino-2-methyl-2-propylphosphonate and diethyl 4-aminobutylphosphonate, respectively. 3-Aminopropylphosphonic acid and 4-aminobutylphosphonic, acid were obtained by the hydrolysis of the corresponding esters, respectively.

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Taste Compounds of Fresh-Water Fishes 8. Taste Compounds of Crucian Carp Meat (담수어의 정미성분에 관한 연구 8. 붕어의 정미성분)

  • YANG Syng-Taek;LEE Eung-Ho
    • Korean Journal of Fisheries and Aquatic Sciences
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    • v.17 no.3
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    • pp.170-176
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    • 1984
  • This study was directed to define the taste compounds of crucian carp, Carassius caressius, free amino acids, nucleotides and their related compounds, organic bases, sugars, organic acids and minerals in the extracts of crucian carp were analyzed, and then followed by sensory evaluation of synthetic extracts prepared from 44 pure chemicals on the basis of the analytical data. Taste panel assessments of synthetic extracts prepared with each extractive component omitted were carried out by a triangle difference test, and changes in taste profile were assessed. In free amino acid composition, histidine was dominant occupying $46\%$ of the total free amino acids. The other abundant free amino acids were glycine, lysine, alanine and taurine. As for the nucleotides, IMP was dominant showing about $80\%$ of the total of nucleotides. The most abundant organic base was total creatinine. The content of betaine was poor and TMAO were trace in content. The main organic acids were succinic, propionic, butyric and valeric acid. Small amount of glucose, fructose and inositol were detected and ribose and arabinose were trace in content $K^+,\;Na^+,\;PO_4^{3-}\;and\;Cl^-$ were found to be the major ions and small amount of $Ca^{++}\;and\;Mg^{2+}$ were deleted. Judging from the results of omission test, the major components which contribute to produce the taste were serine, glutamic acid, lysine, arginine, tyrosine, phenylalanine, IMP, $Na^+,\;K^+\;and\;PO_4^{3-}$.

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Self-Assembly of Helical Pores from Nonpolar Dendritic Dipeptides

  • Percec, Virgil
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.29-30
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    • 2006
  • The synthesis of dendritic dipeptides $(4-3,4-3,5)12G2-CH_{2}-Boc-_{L}-Tyr-X-OMe\;where\;X\;=\;Gly,\;_{L}-Val,\;_{L}-Leu,\;_{L}-Ile,\;_{L}-Phe$, and L-Pro will be discussed. Their self-assembly in bulk and in solution and the structural and retrostructural analysis of their periodic assemblies will be compared to that of the previously reported and currently reinvestigated dendritic dipeptide with $X=_{L}-Ala$. All dendritic dipeptides containing as X nonpolar ${\alpha}-amino$ acids self-assemble into helical porous columns. The principles via which the aliphatic and aromatic substituents of X program the structure of the helical pores indicate synthetic pathways to helical pores with bioinspired functions based on artificial nonpolar ${\alpha}-amino$ acids will be discussed.

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Synthesis of N-Aryl Phenylglycine Ο-Alkyl Esters and Its Substitution of Ester Moiety (N-Aryl Phenylglycine Ο-Alkyl Esters의 간편한 합성 및 에스테르 치환반응)

  • 박명숙;박해선
    • YAKHAK HOEJI
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    • v.47 no.5
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    • pp.276-282
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    • 2003
  • For the development of new synthetic method for unnatural amino acid esters, N-aryl phenylglycine Ο-alkyl esters 4a∼i were synthesized through esterification, bromination, C-N bond formation from commercially available phenylacetic acids. An efficient and practical reaction condition for esters 2a∼c was that the starting materials 1a∼c were refluxed in absolute methanol for 3 hours with catalytic concentrated hydrosulfuric acid. In addition, bromines 3a∼c were formated for 3h in dichloromethane at rt with N-bromosuccinimide. Bromines 3a∼c were also converted to 4a∼i through substitution of arylamines during refluxing for 24 hours in ethanol with triethylamine. Interestingly, ethyl esters 5a∼c were formed via transesterification reaction when the p-sulfamylanilino group was used as a nucleophile in ethanol solvent.