L-xylo-hex-3-ulonolactone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: L-xylo-hex-3-ulonolactone
• 英文别名: (3S,5R)-5-[(1S)-1,2-dihydroxyethyl]-3-hydroxyoxolane-2,4-dione
• 化学式: C₆H₈O₆
• 分子量: 176.12
• InChiKey: PJBQWWHYTVYMLO-MDZRLIFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  L-xylo-hex-3-ulonolactone 生成 氢(+1)阳离子 、 抗坏血酸
  参考文献：
  名称：

  The Contribution ofArabidopsisHomologs ofL-Gulono-1,4-lactone Oxidase to the Biosynthesis of Ascorbic Acid

  摘要：

  为了阐明大鼠l-gulono-1,4-lactone（l-GulL）氧化酶的7个拟南芥同源物AtGulLOs参与l-抗坏血酸（AsA）生物合成的情况，研究人员制备了表达不同AtGulLOs的转基因烟草细胞。在l-GulL处理下，与对照细胞相比，表达AtGulLO2、3或5的3个转基因烟草细胞系中AsA的总含量显著增加。

  DOI：

  10.1271/bbb.100157
• 作为产物：
  描述：

  L-古洛糖酸-gamma-内酯 、 氧气 生成 双氧水 、 L-xylo-hex-3-ulonolactone
  参考文献：
  名称：

  The Contribution ofArabidopsisHomologs ofL-Gulono-1,4-lactone Oxidase to the Biosynthesis of Ascorbic Acid

  摘要：

  为了阐明大鼠l-gulono-1,4-lactone（l-GulL）氧化酶的7个拟南芥同源物AtGulLOs参与l-抗坏血酸（AsA）生物合成的情况，研究人员制备了表达不同AtGulLOs的转基因烟草细胞。在l-GulL处理下，与对照细胞相比，表达AtGulLO2、3或5的3个转基因烟草细胞系中AsA的总含量显著增加。

  DOI：

  10.1271/bbb.100157

文献信息

• Probe compound for detecting and isolating enzymes and means and methods using the same
  申请人：Helmholtz-Zentrum für Infektionsforschung GmbH

  公开号：EP2230312A1

  公开（公告）日：2010-09-22

  The present invention relates to a probe compound that can comprise any substrate or metabolite of an enzymatic reaction in addition to an indicator component, such as, for example, a fluorescence dye, or the like. Moreover, the present invention relates to means for detecting enzymes in form of an array, which comprises any number of probe compounds of the invention which each comprise a different metabolite of interconnected metabolites representing the central pathways in all forms of life. Moreover, the present invention relates to a method for detecting enzymes involving the application of cell extracts or the like to the array of the invention which leads to reproducible enzymatic reactions with the substrates. These specific enzymatic reactions trigger the indicator (e.g. a fluorescence signal) and bind the enzymes to the respective cognate substrates. Moreover, the invention relates to means for isolating enzymes in form of nanoparticles coated with the probe compound of the invention. The immobilisation of the cognate substrates or metabolites on the surface of nanoparticles by means of the probe compounds allows capturing and isolating the respective enzyme, e.g. for subsequent sequencing.

  本发明涉及一种探针化合物，它可以包括酶反应的任何底物或代谢物，此外还包括指示成分，例如荧光染料或类似物。此外，本发明还涉及以阵列形式检测酶的方法，该阵列由任意数量的本发明探针化合物组成，每种探针化合物由代表所有生命形式中中心途径的相互关联的代谢物中的不同代谢物组成。此外，本发明还涉及一种检测酶的方法，该方法涉及将细胞提取物或类似物应用于本发明的阵列，从而导致与底物发生可重复的酶反应。这些特定的酶反应会触发指示剂（如荧光信号），并将酶与各自的同源底物结合。此外，本发明还涉及以涂覆有本发明探针化合物的纳米颗粒形式分离酶的方法。通过探针化合物将同源底物或代谢物固定在纳米颗粒表面，可以捕获和分离相应的酶，例如用于后续测序。
• Functional rescue of vitamin C synthesis deficiency in human cells using adenoviral-based expression of murine l-gulono-γ-lactone oxidase
  作者：Michael N Ha、Frank L Graham、Chantalle K D'Souza、William J Muller、Suleiman A Igdoura、Herb E Schellhorn

  DOI：10.1016/j.ygeno.2003.08.018

  日期：2004.3

  L-Gulono-gamma-lactone oxidase (GULO) is a critical enzyme present in most mammalian species that is required for the terminal step in vitamin C biosynthesis. Primates are absolutely dependent on exogenously supplied dietary vitamin C due to inactivation of the Gulo gene by mutation over 40 million years ago. In this study, we report the cloning and expression of the murine L-gulono-gamma-lactone oxidase cDNA and gene. The cDNA (2.3 kb) encodes an open reading frame of 440 amino acids that shows high homology to the rat L-gulono-gamma-lactone oxidase (>94%). The Gulo gene is 22 kb long and contains 12 exons. The 11 introns range in size from 479 to 5641 bp. Northern blot analysis revealed high expression of Gulo transcript in the liver. To investigate whether metabolic loss of vitamin C biosynthesis in human cells can be corrected by heterologous expression of GULO, we constructed a first-generation adenoviral vector expressing the murine GULO cDNA under the transcriptional control of the murine cytomegalovirus (MCMV) early promoter. Low rescue efficiency of Gulo-expressing adenoviral constructs and reduced viral growth in HEK293 cells were observed, suggesting that overexpression of Gulo may be inhibitory to cell growth. Placement of a removable stuffer fragment flanked by lox sites between the MCMV promoter and the Gulo gene resulted in efficient vector rescue and normal viral replication in parental HEK293 cells and high-level expression of Gulo in HEK293 cells expressing Cre recombinase. Cells infected with Gulo-expressing vectors overexpressed an FAD-containing protein that corresponded in size to that predicted for recombinant GULO protein and expressed a functional enzyme as measured by the conversion Of L-gulono-gamma-lactone to ascorbic acid in cell-free extracts. The cloning of the murine Gulo cDNA and the construction of Gulo-expressing adenoviral vectors are vital steps toward determining the role of vitamin C in basic metabolism and in disease. (C) 2003 Elsevier Inc. All rights reserved.
• Nishikimi M.; Fukuyama R.; Minoshima S., J Biol Chem, 1994, 0021-9258, 13685-8
  作者：Nishikimi M.、Fukuyama R.、Minoshima S.、Shimizu N.、Yagi K.

  DOI：——

  日期：——
• Purification and characterization of L-gulonolactone oxidase from chicken kidney microsomes
  作者：Kazutoshi Kiuchi、Morimitsu Nishikimi、Kunio Yagi

  DOI：10.1021/bi00263a035

  日期：1982.9.28