• Title/Summary/Keyword: Anthranilate

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Thermodynamic Parameters of Complexation of Lanthanides by L-proline (Lanthanides-L-proline 착물의 형성에 관한 열역학적 연구)

  • Choi Im-Yeon;Kim Young-Inn;Choi Sung-Nak;Hyun Myung-Ho
    • Journal of the Korean Chemical Society
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    • v.37 no.1
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    • pp.105-111
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    • 1993
  • The stability constants for lanthanides complexes with optically active L-proline (1 : 1) were determined in aqueous solution in the ionic medium of 0.1 M $NaClO_4$ at 25$^{\circ}C$ using a pH titration method. The results show called "gadolinium break" between lighter and heavier lanthanides. The linear relation between the stability constant (log$\beta$1) and the pKa values of ligands indicates that L-proline acts as a bidentate ligand in the complexation. The thermodynamic parameters (${\Delta}H$ and ${\Delta}S$) were also determined using an enthalpy titration method at the same condition. The positive endothermic enthalpy change and positive entropy change clearly indicate that the driving force for the complexation is an entropy effect. The comparison of the thermodynamic parameters of L-proline complexes with anthranilate complexes supports the conclusion that the heterocyclic nitrogen atom and carboxylate of L-proline are involved in the chleate formation. The enthalpy values for L-proline are more positive than the ones for anthranilate complex. The difference in enthalpy change for the complex formation between L-proline complex and anthranilate complex is explained in terms of the basicity of the nitrogen donor atom in the ligand. The relatively large entropy change may be described by the extra dehydration related to the rigidity of L-proline ring.

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The Hypersensitive Transitions of Nd(III) and Ho(III) Complexes in Aqueous Solution (수용액중에서의 Nd(III) 및 Ho(III)의 Hypersensitive Transition에 관한 연구)

  • Dae Hyun Shin;Chong Hyeak Kim;Sock Sung Yun
    • Journal of the Korean Chemical Society
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    • v.26 no.3
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    • pp.148-154
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    • 1982
  • The effects of the various ligands on the oscillator strengths of the hypersensitive transitions of Nd(III) and Ho(III) have been studied in aqueous solution. The ligands used in the study are furoate, anthranilate, and squarate. The covalent character of the metal-ligand bond in the complex is discussed on the basis of the correlation diagram between pKa of the ligands and the oscillator strengths of the complexes previously reported.

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Studies on Korean Aconitum Species(V). -On the Chemical Constituents of Aconitum pseudolaeve var. erectum- (한국산(韓國産) 부자류(附子類) 생약(生藥)에 관한 연구 (V). -진범 지하부의 성분(成分)에 대하여-)

  • Lee, Hyun-Sun;Chung, Bo-Sup
    • Korean Journal of Pharmacognosy
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    • v.20 no.1
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    • pp.6-9
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    • 1989
  • A new aromatic amide, methyl-N-(3-carbamoylpropionyl) anthranilate was isolated for the first time as a natural compound and one known $C_{19}-diterpene\;alkaloid$, avadharidine was also obtained from the root of Aconitum pseudolaeve var. erectum. The\;LD_{50}$ values of water extract and MeOH extract of the root of Aconitum pseudolaeve var. erectum in mice were 1. 23 g (13. 6 g crude drug) and 0. 77 g(5. 13 g crude drug)/kg, p.o., respectively.

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A Study on the Hypersensitive Transitions of Nd(III), Ho(III) and Er(III) Complexes in Aqueous Solution (수용액에서 몇가지 란탄 착화합물의 Hypersensitive Transition에 관한 연구)

  • Sock Sung Yun;Ki Young Choi;Kyoung Kyun Park
    • Journal of the Korean Chemical Society
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    • v.32 no.3
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    • pp.243-248
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    • 1988
  • The hypersensitive $f{\rightarrow}f$ transitions of Nd(III), Ho(III), and Er(III) have been studied for some lanthanide complexes in aqueous solution. Based on the linear correlation between the oscillator strength of the transition and the basicity$(pK_a)$ of the ligand, the covalency in the metal-ligand bonding is discussed for lanthanide anthranilate, pyrazine-2-carboxylate, and pyruvate.

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Methylanthranilate, a Food Fragrance Attenuates Skin Pigmentation through Downregulation of Melanogenic Enzymes by cAMP Suppression

  • Heui-Jin Park;Kyuri Kim;Eun-Young Lee;Prima F. Hillman;Sang-Jip Nam;Kyung-Min Lim
    • Biomolecules & Therapeutics
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    • v.32 no.2
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    • pp.231-239
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    • 2024
  • Methyl anthranilate (MA) is a botanical fragrance used in food flavoring with unexplored potential in anti-pigment cosmetics. MA dose-dependently reduced melanin content without affecting cell viability, inhibited dendrite elongation and melanosome transfer in the co-culture system of human melanoma cells (MNT-1) and human keratinocyte cell line (HaCaT), and downregulated melanogenic genes, including tyrosinase, tyrosinase-related protein 1 and 2 (TRP-1, TRP-2). Additionally, MA decreased cyclic adenosine monophosphate (cAMP) production and exhibited a significant anti-pigmentary effect in MelanodermTM. These results suggest that MA is a promising anti-pigmentary agent for replacing or complementing existing anti-pigmentary cosmetics.

Tissue Culture Studies of Anthranilate Synthase the Tryptophan Biosynthetic Control Enzyme

  • Widholm, Jack.M.
    • Journal of Plant Biotechnology
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    • v.2 no.2
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    • pp.55-60
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    • 2000
  • Experiments initiated 30 years ago to obtain selectable markers have led to a series of studies of Trp biosynthesis and anthranilate synthase (AS) the control enzyme using largely plant tissue cultures since they have experimental properties that can be readily exploited. Enzymological and compound feeding studies provided evidence that AS is the control point in the Trp biosynthesis branch and that altering the AS feedback control by the selection of mutants resistant to the Trp analog 5-methyl-tryptophan (5MT) can lead to the overproduction of this important amino acid. Plants regenerated from these Trp overproducing lines of most species also had high free Trp levels but Nicotiana tabaum (tobacco) plants expressed the feedback altered AS only in cultured cells and not in the regenerated plants. further tests by transient and stable expression of the cloned promoter for the naturally occurring tobacco feedback-insensitive AS, denoted ASA2, confirmed the tissue culture specific nature of the expression control. The 5MT caused by the expression of a feedback-insensitive AS from tobacco has been used to select protoplast fusion hybrids with several species since the resistance is expressed dominantly. Recently the ASA2 gene has been used successfully as a selectable marker to select transformed Astragalus sinicus and Glycine max hairy roots induced by Agrobactetium rhizogenes. These results show that the ASA2y-subunit can interact with the y-subunit of another species to form active feedback-insensitive enzyme that may be useful for selecting transformed cells. Plastid DNA transformation of tobacco has also effectively expressed ASA2 in the compartment in which Trp biosynthesis is localized in the cell.

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Degradation of Indole by Acinetobacter sp. KL-9 with Production of Indigo (Acinetobacter sp. KL-9에의한 indole 분해 및 Indigo 생성의 특성)

  • Kim, Jin-Wan;Kim, Jin-Kyoo;Lee, Soo-O;Lee, Kyoung
    • Microbiology and Biotechnology Letters
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    • v.29 no.1
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    • pp.43-49
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    • 2001
  • Indole and its derivatives form a class of toxic recalcitrant environmental pollutants, Abacte-rium, strain KL-9 was isolated from soil with indole as a sole source of carbon and nitrogen. KL-9 was identified as Acinetobacter sp. on the basis of 16 S rRNA gene sequence, fatty acid and quinone compositions. This identification was also confirmed by the ability of carbon source utilization and other biochemical tests. The growth of Acinetobacter sp. KL-9 was fastest with 0.3mg/ml of indole as was inhibited by higher than 0.5mg/ml of indole in the medium, KL-9 with indole also produced indigo. The formation of indigo was stimulated inthe presence of glucose, which is not a growth-suppoting carbon source for KL-9. Additional biotransformation evidence showed that anthranilate is an intermediate for the degradation of indole KL-9.

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Protoplast Isolation and Regeneration of Fertile Plants from Arabidopsis Trp Mutant, trp1-100

  • Lim, Seon-hee;Kim, Young-soon;Lee, Eui-seung;Rose, Alan;Last, Robert;Cheong, Hyeon-sook
    • Animal cells and systems
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    • v.2 no.2
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    • pp.239-242
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    • 1998
  • Arabidopsis trp1 mutant plants, deficient in phosphoribosyI anthranilate transferase (PAT) activity, accumulate anthranilate compounds, which render them blue fluorescence. The visible phenotype of trp1 makes the PAT gene an excellent reporter gene in the mutant. In order to develop a system for the homologous recombination using the phenotypic characteristic of trp1-100, we established optimum conditions for the isolation and regenera tion of protoplast from auxin-conditioned, trp1-100 root cultures. Trvptophan had to be supplemented in the germination medium for the efficient cell division and subsequent plant regeneration. When 10 uM tryptophan was added to the germination medium, we obtained the highest yield of protoplasts ($3{\times}10^6 cells/g$) and the best viability (92%). Thirty percent of root protoplast derived from meristematic cells underwent cell division within 5 days in callus-induction medium. Regenerated rosette leaves (2-3 mm) were transferred to rooting medium and finally acclimated to the soil for flowering.

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Media Optimization for L-tryptophan Production by Genetically Engineered Klebsiella pneumoniae (유전자 조작한 Klebsiella pneumoniae로부터 L-트립토판 생산을 위한 발효배지 조건)

  • 김천규;정용섭;홍석인
    • Microbiology and Biotechnology Letters
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    • v.22 no.5
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    • pp.557-560
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    • 1994
  • The optimum medium composition for the production of L-tryptophan with Klebsiella pnuemoniae pheA tyrA trpE trpR/pSC 101-trp$^{+}$ and the effect of precusors in the optimum medium were studied. The specific growth rate in the optimum medium was almost the same as that in the basal medium, the former showing 1.01 and the latter 1.07 hr $$^{-1}$, but the produced tryptophan was increased 45% in the optimum medium. The maximum amount of produced tryptophan was 159 mg/l within 14 hours. Tryptophan production was ceased by casamino acid addition over 4 g/l in medium, but cell maSS increased with its addition. Indole and anthranilate as precusors had toxic effect on growth and tryptophan production at experimented concentration range (over 20 mg/l), but L-serine had good effect on tryptophan production, resulting in 175 mg/l tryptophan within 14 hours.

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