• Title/Summary/Keyword: 5-Aminolevulinic Acid

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Synthesis of 5-Aminolevulinic Acid (ALA) and Its t-Butyl Ester for the Fluorescence Detection of Early Cancer

  • Kang Min-Seok;Kim Dong-Myung;Kim Jeong Sook;Jeong Jin-Hyun
    • Archives of Pharmacal Research
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    • v.28 no.10
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    • pp.1111-1113
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    • 2005
  • 5-Aminolevulinic acid and its derivatives, which are known to affect the early diagnosis and treatment of cancer, have been synthesized. Simple methods for the synthesis of 5-aminole-vulinic acid (ALA), a precursor of porphyrins, have been developed in our laboratory for use in studies on the biosynthesis of porphyrins.

Process Strategies to Enhance the Production of 5-Aminolevulinic Acid with Recombinant E. coli

  • LEE , DAE-HEE;JUN, WOO-JIN;YOON, JEONG-WEON;CHO, HONG-YON;HONG, BUM-SHIK
    • Journal of Microbiology and Biotechnology
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    • v.14 no.6
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    • pp.1310-1317
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    • 2004
  • The extracellular production of 5-aminolevulinic acid (ALA) by recombinant E. coli BL21 harboring a fusion gene hemA was investigated in a fermenter. For this purpose, the effects of various physiological factors, such as isopropylthio­$\beta$-D-galactopyranoside (IPTG) concentrations and the time of induction, on enzyme activity were studied. Optimum concentrations of glycine and succinic acid were found to be 30 mM and 90 mM, respectively. When the cells were permitted to grow for 2 h prior to the addition of 0.1 mM IPTG, the activity of ALA synthase was higher than when IPTG was initially added. A 36-fold increase in the activity was observed with only 0.1 mM IPTG added. The pH of the medium also influenced the ALA synthase activity with the maximal activity occurring at pH 6.5. In recombinant E. coli extracts, the repeated addition of glycine and D-glucose increased the production of ALA and the inhibited intracellular ALA dehydratase activity, with up to 32 mM ALA being produced in the cultivation.

Production of 5-Aminolevulinic Acid (ALA) by Bacillus cereus 1-1 (Bacillus cereus 1-1 균주의 5-Aminolevulinic Acid (ALA) 생산)

  • Ahn, Kyung-Joon
    • Korean Journal of Microbiology
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    • v.43 no.4
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    • pp.304-310
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    • 2007
  • Bacillus cereus 1-1 strain produced 2 mM of ALA in the aerobic dark condition without any inhibitor like levulinic acid. The optimum culture conditions for the ALA production were that preculture and main culture were continued for 18 hr in TCY medium, and 16 mM of organic acids like acetic acid were added at the late log phase when the pH was 6.8. And the addition of 0.3% glucose was effective at the beginning of the main culture. ALA production was continued for more than 8 hr by the addition of glutamic acid instead of acetic acid, and was inhibited by addition of $40\;{\mu}M$ gabaculine seriously. These results confirmed that B. cereus 1-1 strain produced ALA through C-5 pathway.

Development of Indocyanine Green and 5-Aminolevulinic Acid Detection System for Surgical Microscope (수술현미경용 다중형광 관측 시스템 연구)

  • Kim, Hong Rae;Lee, Hyun Min;Yoon, Woong Bae;Kim, Young Jae;Kim, Seok Ki;Yoo, Heon;Joo, Jae Young;Kim, Kwang Gi;Lee, Seung-Hoon
    • Journal of Biomedical Engineering Research
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    • v.36 no.1
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    • pp.16-21
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    • 2015
  • Indocyanine green(ICG) and 5-aminolevulinic acid(5-ALA) have been widely used to mark blood vessels or tumors. However, fluorescent dye detection systems were designed to use one type of dyes only. In this study, we proposed a detection system capable of detecting Indocyanine green and 5-aminolevulinic acid. Multiple filters and light sources are integrated into a single system. In this study, we performed analysis of fluorescent dyes and configured a detection system. During the analysis, it was found that Indocyanine green and 5-aminolevulinic acid have the maximum intensity at $40{\mu}M$. We designed light source for fluorescent dyes and conducted compatibility test using a commercial surgical microscope. The fluorescent dye detection system was configured based on the experimental results. The developed system successfully detects Indocyanine green and 5-aminolevulinic acid. Therefore, more efficient surgical operations can be achieved using both fluorescent dyes at the same time. We expect that the developed system can increase the survival rate of patients.

Cloning and Expression of the Rhodobacter capsulatus hemA Gene in E. coli for the Production of S-Aminolevulinic Acid

  • KANG , DAE-KYUNG;KIM, SANG-SUK;CHI, WON-JAE;HONG, SOON-KWANG;KIM, HA-KUN;KIM, HYUN-UK
    • Journal of Microbiology and Biotechnology
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    • v.14 no.6
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    • pp.1327-1332
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    • 2004
  • The hemA gene encoding 5-aminolevulinic acid synthase (ALAS) was cloned from Rhodobacter capsulatus, and its nucleotide sequence was determined. DNA sequencing data revealed one open reading frame coding for a protein with 401 amino acids that displayed high similarity to the amino acid sequences of other known ALASs. The hemA gene was then cloned and expressed under the control of constitutive promotor in E. coli. The recombinant E. coli strain was able to accumulate 5-aminolevulinic acid to 21 mM in the liquid medium supplemented with 45 mM glycine and 120 mM succinate. In addition, a marked effect of the pH of the culture medium on ALA production was observed, and the optimum pH for culture medium was determined to be 5.8-6.3.

Influence of $C_5$-Precursors on $\delta$-Aminolevlinic Acid Biosynthesis in Rhodocyclus gelatinosus KUP-74 (Rhodocyclus gelatinosus KUP-74에 의한 $\delta$-Aminolevulinic acid 생합성의 $C_5$-전구물질의 영향)

  • 최경민;임왕진;황세영
    • Microbiology and Biotechnology Letters
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    • v.21 no.6
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    • pp.527-533
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    • 1993
  • Aminolevulinic acid(ALA) was shown to be synthesized via active pathways of either C4 or C5 ALA biosynthesis in cells of a photosynthetic bacterium, Rhodocyclus gelatinosus KUP-74, where the C5 pathway was appeared to be preferntially expressed in the cells. It was strongly suggested that L-glutamine might be utilized more effectively than L-glutamate to synthesize ALA via C5 pathway in this bacterium from the fact of relationship between the cellular uptake rates of glutamate and its Gamma-derivaties and corresponded ALA productivities in vitro and in vivo.

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Herbicidal and Insecticidal Potentials of 5-Aminolevulinic acid, a Biodegradable Substance (생분해성 생리활성물질 5-aminolevulinic acid의 제초 및 살충활성)

  • Chon, Sang-Uk
    • The Korean Journal of Pesticide Science
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    • v.11 no.1
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    • pp.52-58
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    • 2007
  • ALA (5-aminolevulinic acid) has been proposed as a tetrapyrrole-dependent photodynamic herbicide and insecticide by the action of the protoporphyrinogen IX oxidase (Protox IX). The present study was conducted to determine growth responses of plant and insects to ALA, biodegradable biopesticidal substance. In the paddy condition experiment, plant height and shoot fresh weight of barnyardgrass (Echinochloa crus-galli) was more reduced by ALA than rice plants, even though both plant species show great phytotoxicity. Hairy crabgrass (Digitaria sanguinalis), a monocot weed, was more sensitive to ALA at 5mM under upland condition when ALA applied on the foliage, compared with soybean (Glycine max) as a dicot crop. ALA solutions were tested for their insecticidal and larvicidal activities against Spodaptera exigua (Hubner) and Tetranychus urticae Koch. by foliar application and leaf-dipping method. The result showed higher insecticidal activity of ALA at 10mM and its mixture with insecticide luferon against S. exigua. Strongest insecticidal activity against T. urticae was observed from the ALA solution at 10mM 72 days after application. This results show that ALA solution had potent herbicidal and insecticidal activities against agricultural pests even though their activities were lower than those of synthetic pesticides.

Experience with 5-Aminolevulinic Acid in Fluorescence-Guided Resection of a Deep Sylvian Meningioma

  • Chae, Michael P.;Song, Sang Woo;Park, Sung-Hye;Park, Chul-Kee
    • Journal of Korean Neurosurgical Society
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    • v.52 no.6
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    • pp.558-560
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    • 2012
  • The 5-aminolevulinic acid (5-ALA)-induced tumor fluorescence is a useful intraoperative marker for the diagnosis and the detection of various malignancies, but its use in meningioma is only reported infrequently. In meningioma, a complete resection of the tumor mass is crucial for the prevention of recurrence and postoperative morbidities. Deep sylvian meningioma is a rare type of meningioma where complete tumor removal is complicated by its deep anatomical location and close involvement with the middle cerebral artery. From our experience, 5-ALA-mediated fluorescence facilitated a safe excision whilst preserving critical neurovascular structures. To our best knowledge, this is first report from use of 5-ALA in a deep sylvian meningioma.

Biosynthesis of Polyhydroxyalkanoates and 5-Aminolevulinic Acid by Rhodopseudomonas sp. KCTC1437 (Rhodopseudomonas sp. KCTC1437에서의 Polyhydroxyalkanoates와 5-Aminolevulinic Acid의 생합성)

  • 이영하;기형석;최강국;문명님;양영기
    • Korean Journal of Microbiology
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    • v.38 no.2
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    • pp.144-151
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    • 2002
  • For elucidating the relationship between the biosynthetic pathways for polyhydroxyslkanoates (PHAs) and 5-aminolevulinic acid (ALA), culture conditions for the production of these two biomaterials by Rhodopseudomonas sp. KCTC 1437 were investigated. Of the carbon substrates tested, acetic acid was the best carbon source for cell growth and PHA biosynthesis. When succinic acid was added as a co-substrate into culture medium, cell growth and PHA production were greatly increased up to 2.5 g/ι and 73% of dry cell weight, respectively. The PHA obtained from the carbon substrates tested was homopolyester of 3-hydroxybutyrate, while valeric acid was only effective for the production of copolyester consisting of 3-hydroxybutyrate and 3-hydroxyvalerate. Anaerobic light culture condition was better for PHA production and cell growth than anaerobic dark or aerobic dark culture condition. The organism was capable of synthesizing ALA when glycine and succinic acid were added to the culture medium. ALA was produced to ca.400 mg/ι when levulinic acid, soccinic acid, and glycine were repeatedly added with a reductant (sodim thioglycolate). However, the presence of glycine, levulinic acid and sodium glycolate inhibited the cell growth and the conversion of carbon substrates to PHA. From these results it is apparent that the production yields of PHA and ALA could not be increased simultaneously because the optimal conditions for the production of PHA and ALA are opposed to each other.

Effect of glutamic acid and its ${\gamma}-derivatives$ on the production of ${\delta}-aminolevulinic{\;}acid$ by Rhodobacter sphaeroides (Rhodobacter sphaeroides에 의한 ${\delta}-aminolevulinic{\;}acid$생산에 있어서 glutamic acid 및 감마 유도체의 영향)

  • Choi, Kyung-Min;Lim, Wang-Jin;Hwang, Se-Young
    • Applied Biological Chemistry
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    • v.36 no.3
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    • pp.184-190
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    • 1993
  • The effect of ${\delta}-aminolevulinic\;acid$ (ALA) biosynthetic precursors and related compounds on the ALA productivity from a strain of Rhodobacter sphaeroides has been examined in vivo and in vitro systems. The relative ratios of ALA productivities by $C_{4}$- pathway to that by $C_{5}$-pathway in vivo and in vitro systems were 0.78 and 1.37, respectively. Although the expression rates of $C_{4}-$ and $C_{5}-pathways$ in cell-free systems prepared after precursors supplemented cultivations were increased 1.35 and 1.52 folds, respectively, the rate increase of $C_{4}-pathway$ was accompanied by the rate decrease of the $C_{5}-pathways$, and vice versa, as that the rates of both $C_{4}-$ and $C_{5}-pathways$ were lowered to be 0.91, 0.83, respectively. The order of cellular uptake rates of ${\gamma}-glutamyl$ derivatives relative to that found with L-glutamic acid were shown to be D-glutamic acid, 0.55: D-glutamine, 0.5: L-glutamine, 0.4: ${\gamma}-L-glutamyl$ ethylester, 0.3: GSH and Glu-pNA, 0. L and D configurations of glutamine were indicated as better substrates in vivo for ALA yields than those of glutamic acid, respectively.

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