(4alpha,5alpha,10Xi,13Xi,14Xi,17Xi,20Xi)-4-甲基胆甾-8,24-二烯-3-醇 | 7448-03-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 中文名称: (4alpha,5alpha,10Xi,13Xi,14Xi,17Xi,20Xi)-4-甲基胆甾-8,24-二烯-3-醇
• 英文名称: 4α-methylzymosterol
• 英文别名: 4alpha-Methylzymosterol；(3S,4S,5S,10S,13R,14R,17R)-4,10,13-trimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 7448-03-5
• 化学式: C₂₈H₄₆O
• 分子量: 398.673
• InChiKey: FOUJWBXBKVVHCJ-YIJYGBTNSA-N

物化性质

• 熔点：
  130-131 °C(Solv: ethyl ether (60-29-7); methanol (67-56-1))
• 沸点：
  490.4±44.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4alpha,5alpha,10Xi,13Xi,14Xi,17Xi,20Xi)-4-甲基胆甾-8,24-二烯-3-醇 生成 (3S,5S,10S,13R,14R,17R)-10,13-二甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-2,3,4,5,6,7,11,12,14,15,16,17-十二氢-1H-环戊并[a]菲-3-醇
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  4alpha-Methyl-5alpha-cholesta-8,24-dien-3-one 、 氢(+1)阳离子 、 NADPH(4-) 生成 (4alpha,5alpha,10Xi,13Xi,14Xi,17Xi,20Xi)-4-甲基胆甾-8,24-二烯-3-醇 、 NADP⁺
  参考文献：
  名称：

  哺乳动物胆固醇生物合成途径的全面机器可读视图。

  摘要：

  胆固醇生物合成是健康和疾病中众多生物过程的中心代谢中心。现有文献中缺乏对胆固醇通路如何构建以及它如何与其他通路系统相互作用的详细、综合的单一视图描述。在这里，我们对现有文献进行了系统回顾，并提供了详细的途径图，描述了胆固醇生物合成途径（甲羟戊酸、Kandutch-Russell 和 Bloch 途径）和导致 24(S),25-环氧胆固醇合成的分流途径. 该图是使用系统生物学图形符号 (SBGN) 生成的，并以 SBGN-ML 格式提供，这是一种人类可读且机器语义可解析的开放社区文件格式。

  DOI：

  10.1016/j.bcp.2013.03.021

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。
• Divergent interactions involving the oxidosqualene cyclase and the steroid-3-ketoreductase in the sterol biosynthetic pathway of mammals and yeasts
  作者：Silvia Taramino、Brian Teske、Simonetta Oliaro-Bosso、Martin Bard、Gianni Balliano

  DOI：10.1016/j.bbalip.2010.07.006

  日期：2010.11

  In mammals and yeasts, oxidosqualene cyclase (OSC) catalyzes the formation of lanosterol, the first cyclic intermediate in sterol biosynthesis. We used a murine myeloma cell line (NS0), deficient in the 17 beta-hydroxysteroid dehydrogenase type 7 (HSD17B7), as a model to study the potential interaction of the HSD17B7 with the OSC in mammals. HSD17B7 is the orthologue of the yeast steroid-3-ketoreductase (ERG27), an enzyme of ergosterol biosynthesis that plays a protective role towards OSC. Tracer experiments with NS0 cells showed that OSC is fully active in these mammalian cells, suggesting that in mammals the ketosteroid reductase is not required for OSC activity. Mouse and human HSD17B7 were overexpressed in ERG27-deletant yeast cells, and recombinant strains were tested for (i) the ability to grow on different media, (ii) steroid-3-ketoreductase activity, and (iii) OSC activity. Recombinant strains grew more slowly than the control yeast ERG27-overexpressing strain on sterol-deficient media, whereas the growth rate was normal on media supplemented with a 3-ketoreductase substrate. The full enzymatic functionality of mammalian steroid-3-ketoreductase expressed in yeast along with the lack of (yeast) OSC activity point to an inability of the mammalian reductase to assist yeast OSC. Results demonstrate that in mammals, unlike in yeast, OSC and steroid-3-ketoreductase are non-interacting proteins. (C) 2010 Elsevier B.V. All rights reserved.
• Mutations in the human SC4MOL gene encoding a methyl sterol oxidase cause psoriasiform dermatitis, microcephaly, and developmental delay
  作者：Miao He、Lisa E. Kratz、Joshua J. Michel、Abbe N. Vallejo、Laura Ferris、Richard I. Kelley、Jacqueline J. Hoover、Drazen Jukic、K. Michael Gibson、Lynne A. Wolfe、Dhanya Ramachandran、Michael E. Zwick、Jerry Vockley

  DOI：10.1172/jci42650

  日期：2011.3.1

  Defects in cholesterol synthesis result in a wide variety of symptoms, from neonatal lethality to the relatively mild dysmorphic features and developmental delay found in individuals with Smith-Lemli-Opitz syndrome. We report here the identification of mutations in sterol-C4-methyl oxidase-like gene (SC4MOL) as the cause of an autosomal recessive syndrome in a human patient with psoriasiform dermatitis, arthralgias, congenital cataracts, microcephaly, and developmental delay. This gene encodes a sterol-C4-methyl oxidase (SMO), which catalyzes demethylation of C4-methylsterols in the cholesterol synthesis pathway. C4-Methylsterols are meiosis-activating sterols (MASs). They exist at high concentrations in the testis and ovary and play roles in meiosis activation. In this study, we found that an accumulation of MASs in the patient led to cell overproliferation in both skin and blood. SMO deficiency also substantially altered immunocyte phenotype and in vitro function. MASs serve as ligands for liver X receptors alpha and beta (LXR alpha and LXR beta), which are important in regulating not only lipid transport in the epidermis, but also innate and adaptive immunity. Deficiency of SMO represents a biochemical defect in the cholesterol synthesis pathway, the clinical spectrum of which remains to be defined.
• COMPOSITIONS AND METHODS FOR METABOLIC SELECTION OF TRANSFECTED CELLS
  申请人：Biofactura, Inc

  公开号：EP1910421A2

  公开（公告）日：2008-04-16
• Metabolomics-Based Identification of Disease-Causing Agents
  申请人：Skolnick Jeffrey

  公开号：US20110246081A1

  公开（公告）日：2011-10-06

  A method, computer-readable medium, and system for identifying one or more metabolites associated with a disease, comprising: comparing gene expression data from diseased cells to gene expression data from control cells in order to deduce genes that are differentially-regulated in the diseased cells relative to the control cells; based on enzyme function and pathway data for all human metabolites that utilize the genes that are differentially-regulated in the disease cells, identifying one or more metabolites whose intracellular levels are higher or lower in diseased cells than in control cells, and thereby associating the one or more metabolites with the disease.