Development of Novel Lyases and Their Application to the Synthesis of Optically Active Compounds

新型裂解酶的开发及其在光学活性化合物合成中的应用

基本信息

  • 批准号:
    07660117
  • 负责人:
  • 金额:
    $ 1.79万
  • 依托单位:
  • 依托单位国家:
    日本
  • 项目类别:
    Grant-in-Aid for Scientific Research (C)
  • 财政年份:
    1995
  • 资助国家:
    日本
  • 起止时间:
    1995 至 1996
  • 项目状态:
    已结题

项目摘要

First, we screened for microorganisms having new hydro-lyases catalyzing hydration of maleic acid and itaconic acid, respectively, to produce D-malic acid and citramalic acid which are food additives and starting materials in synthetic organic chemistry, etc. The bacterial maleate hydratase from Arthrobacter sp. was purified to homogeneity and characterized. The culture and reaction conditions for the production of optically pure D-malate from maleate were studied. Under an optimum condition, 87 grams/liter of D-malate was produced in 20 h. The yield was 72 mole %. (S)-(+)-Citramalate producing activity from itaconate was also studied. A.denitrificans produced (S)-(+)-Citramalate in a 99.9 % enantiomeric excess. Under an optimum condition, 27 g of (S)-(+)-citramalate per liter was produced in 30 h. The yield was 69 mol%.Second, a screening was carried out for new 3-methylaspartate ammonia-lyases which catalyze the synthesis of L-aspartic acid derivatives from fumaric acid derivatives. We discovered for the first time that 3-methylaspartate ammonia-lyase (MAL) producers are relatively widely distributed in the family of facultatively anaerobic Enterobacteriaceae. Crystalline MALs from Citrobacter freundii, C.amalonaticus, and Morganella morganii, were characterized. Using cell-free extracts of the isolates, optically pure (2S, 3S)-3-methylaspartic, (2S, 3S)-3-ethylaspartic, and (2R, 3S)-3-chloroaspartic acids were synthesized from corresponding fumaric acid derivatives.
首先,我们筛选了具有新的水解酶的微生物,所述水解酶分别催化马来酸和衣康酸的水合,以生产D-苹果酸和柠檬酸,所述D-苹果酸和柠檬酸是食品添加剂和合成有机化学中的起始材料等。将来自节杆菌属的细菌马来酸水合酶纯化至均一并表征。研究了由马来酸酯生产光学纯D-苹果酸的培养条件和反应条件。在最佳条件下,20 h内D-苹果酸产量可达87 g/L。产率为72摩尔%。(S)-(还研究了由衣康酸盐产生(+)-柠檬酸苹果酸的活性。产酸放线菌以99.9%对映体过量产生(S)-(+)-柠檬酸苹果酸。在最佳条件下,30 h内(S)-(+)-柠檬酸苹果酸的产量为27 g/L。其次,筛选了催化富马酸衍生物合成L-天冬氨酸衍生物的3-甲基天冬氨酸氨裂解酶。首次发现产3-甲基天冬氨酸解氨酶(MAL)的细菌广泛分布于厌氧肠杆菌科(Enterobacteriaceae)。表征了来自弗氏柠檬酸杆菌(Citrobacter freundii)、嗜酸柠檬酸杆菌(C. pastonaticus)和摩氏摩根菌(Morganella morganii)的结晶MAL。利用分离物的无细胞提取物,从相应的富马酸衍生物合成光学纯的(2S,3S)-3-甲基天冬氨酸、(2S,3S)-3-乙基天冬氨酸和(2 R,3S)-3-氯天冬氨酸。

项目成果

期刊论文数量(28)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
M.Ueda, R.Sashida, H.Yamada and Y.Asano: "Production of S-(+)-Citramalate from Itacinate by Resting Cells of Alcaligenes denitrificans strain MCI2775" Apple.Microbiol.Biotechnol.40. 466-469 (1993)
M.Ueda、R.Sashida、H.Yamada 和 Y.Asano:“通过脱氮产碱菌菌株 MCI2775 的静息细胞从衣康酸生产 S-( )-柠檬酸” Apple.Microbiol.Biotechnol.40。
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    0
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Y.Asano,M.Ueda and H.Yamada: "Microbial Production of D-Malate from Maleate" Appl.Environ.Microbiol.59. 1110-1113 (1993)
Y.Asano、M.Ueda 和 H.Yamada:“从马来酸盐微生物生产 D-苹果酸盐”Appl.Environ.Microbiol.59。
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    0
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  • 通讯作者:
M.Ueda, Y.Asano and H.Yamada: "Purification and Characterization of Maleate Hydratase from Arthrobacter sp. strain MCI2612" Biosci.Biotech.Biochem.57. 1545-1548 (1993)
M.Ueda、Y.Asano 和 H.Yamada:“来自节杆菌菌株 MCI2612 的马来酸水合酶的纯化和表征”Biosci.Biotech.Biochem.57。
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  • 影响因子:
    0
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  • 通讯作者:
Y.Asano and Y.Kato: "Occurrence of 3-Methylaspartate ammonia-lyase in Facultative Anaerobes and Their Application to Synthesis of 3-Substituted (S)-Aspartic Acids." Biosci.Biotech.Biochem.58. 223-224 (1993)
Y.Asano 和 Y.Kato:“兼性厌氧菌中 3-甲基天冬氨酸解氨酶的出现及其在 3-取代 (S)-天冬氨酸合成中的应用。”
  • DOI:
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  • 影响因子:
    0
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  • 通讯作者:
M.Ueda,et al: "Production of S-(+)-Citramalate from Itaconate by Resting Cells of Alcaligenes denitrificans strain MCI2775" Appl.Microbiol.Biotechnol.40. 466-469 (1993)
M.Ueda 等人:“通过脱氮产碱菌菌株 MCI2775 的静息细胞从衣康酸生产 S-( )-柠檬酸”Appl.Microbiol.Biotechnol.40。
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ASANO Yasuhisa其他文献

ASANO Yasuhisa的其他文献

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{{ truncateString('ASANO Yasuhisa', 18)}}的其他基金

Enzymatic synthesis of useful chemicals from nitrogen-containg substrates
从含氮底物酶法合成有用化学品
  • 批准号:
    23248015
  • 财政年份:
    2011
  • 资助金额:
    $ 1.79万
  • 项目类别:
    Grant-in-Aid for Scientific Research (A)
Use of the enzymes in the microbial and plant "aldoxime-nitrile pathway"for chiral synthesis
利用微生物和植物“醛肟-腈途径”中的酶进行手性合成
  • 批准号:
    20380053
  • 财政年份:
    2009
  • 资助金额:
    $ 1.79万
  • 项目类别:
    Grant-in-Aid for Scientific Research (B)
Discovery of amino acid amide racemase and its use in the dynamic kinetic resolution of amino acid amides
氨基酸酰胺消旋酶的发现及其在氨基酸酰胺动态拆分中的应用
  • 批准号:
    18380061
  • 财政年份:
    2006
  • 资助金额:
    $ 1.79万
  • 项目类别:
    Grant-in-Aid for Scientific Research (B)
Comparative Biochemistry of the Aldoxime-Nitrile Pathway of Plant and Microbial Origins
植物和微生物来源的醛肟-腈途径的比较生物化学
  • 批准号:
    16380064
  • 财政年份:
    2004
  • 资助金额:
    $ 1.79万
  • 项目类别:
    Grant-in-Aid for Scientific Research (B)
Discovery of Microbial "Aldoxime-Nitrile Pathway" and Its Application to Nitrile Synthesis
微生物“醛肟-腈途径”的发现及其在腈合成中的应用
  • 批准号:
    13460045
  • 财政年份:
    2001
  • 资助金额:
    $ 1.79万
  • 项目类别:
    Grant-in-Aid for Scientific Research (B)
Alternation in Substrate Specificity of Amino Acid Dehydrogenases based on the Structural Analyses
基于结构分析的氨基酸脱氢酶底物特异性的改变
  • 批准号:
    09460052
  • 财政年份:
    1997
  • 资助金额:
    $ 1.79万
  • 项目类别:
    Grant-in-Aid for Scientific Research (B)
Reaction Mechanisms and Application of New Bacterial Enzymes
新型细菌酶的反应机理及应用
  • 批准号:
    08044218
  • 财政年份:
    1996
  • 资助金额:
    $ 1.79万
  • 项目类别:
    Grant-in-Aid for international Scientific Research
Studies on the Novel Enzyme Phenylalanine Dehydrogenase.
新型酶苯丙氨酸脱氢酶的研究。
  • 批准号:
    05044138
  • 财政年份:
    1993
  • 资助金额:
    $ 1.79万
  • 项目类别:
    Grant-in-Aid for international Scientific Research

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Functional Derivatives of Maleic Acid copolymers and Native Nanodisc Technology (FUNDEMANNT) [Phase 1]
马来酸共聚物的功能衍生物和天然纳米圆盘技术 (FUNDEMANNT) [第 1 阶段]
  • 批准号:
    548807-2020
  • 财政年份:
    2020
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  • 项目类别:
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Mechanism of Formation and Functional Properties of Lipoprotein Discs Stabilized by Amphiphilic Maleic Acid-Containing Alternating Copolymers
两亲性马来酸交替共聚物稳定脂蛋白盘的形成机制和功能特性
  • 批准号:
    388943162
  • 财政年份:
    2018
  • 资助金额:
    $ 1.79万
  • 项目类别:
    Research Grants
EFFECT OF ADDITION OF ANTIBIOTICS ON PHYSICAL PROPERTIES OF AN EXPERIMENTAL CEMENT PREPARED FROM TETRACALCIUM PHOSPHATE AND POLY(METHYL VINYL ETHER-MALEIC ACID)
添加抗生素对磷酸四钙和聚甲基乙烯基醚马来酸制备的实验水泥物理性能的影响
  • 批准号:
    13672003
  • 财政年份:
    2001
  • 资助金额:
    $ 1.79万
  • 项目类别:
    Grant-in-Aid for Scientific Research (C)
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