ergosta-5,7,22,24(28)-tetraenol

• 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
• 英文名称: ergosta-5,7,22,24(28)-tetraenol
• 英文别名: ergosta-5,7,22,24(28)-tetraen-3-ol；(9S,10R,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methyl-5-methylidenehept-3-en-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
• 化学式: C₂₈H₄₂O
• 分子量: 394.641
• InChiKey: SQFQJKZSFOZDJY-MLJTZMCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  cholesta-5,7,22,24-tetraen-3-ol 、 S-腺苷-L-蛋氨酸 在 recombinant Trypanosoma brucei sterol C-24-methyltransferase 作用下， 反应 1.0h， 生成 ergosta-5,7,22,24(28)-tetraenol 、
  参考文献：
  名称：

  底物特征和活性位点酪氨酸残基诱变对布鲁氏锥虫固醇C-24-甲基转移酶催化反应过程的影响。

  摘要：

  TbSMT [布鲁氏锥虫24-SMT（甾醇C-24-甲基转移酶）]合成了由Δ24（25）-，Δ24（28）-和Δ25（27）-烯烃组成的非常规24烷基固醇产物集。C-甲基化反应需要Si（β）-面C-24-甲基加成，再加上正电荷从C-24到C-25的可逆迁移。通过与AdoMet（S-腺苷-L-蛋氨酸）配对的一系列固醇受体的孵育，研究了由TbSMT催化形成多种麦角锡烷烯烃异构体中电荷迁移的氢化物转移。用zymosterol与相应的24-2H和27-13C衍生物进行比较所得到的结果表明，在氢化物转移反应中，在形成24-甲基-Δ24（25）-烯烃产物的路径上，同位素敏感分支（动力学同位素效应，kH / kD = 1.20），在C28分支和C27顺式末端甲基处的立体特异性CH3→CH2消除分别形成Δ24（28）和Δ25（27）产物。Cholesta-5,7,22,24-tetraenol转化为ergosta-5

  DOI：

  10.1042/bj20110865

文献信息

• METHOD FOR PRODUCING STEROID COMPOUND
  申请人：Takehara Jun

  公开号：US20100063272A1

  公开（公告）日：2010-03-11

  It is an object of the present invention to provide a novel method for producing a steroid compound. The present invention provides a method for producing 5β-3,7-dioxocholanic acid or an ester derivative thereof, using, as a raw material, a sterol having double bonds at position 5 and at position 24, such as cholesta-5,7,24-trien-3β-ol, ergosta-5,7,24(28)-trien-3β-ol, desmosterol, fucosterol, or ergosta-5,24(28)-dien-3β-ol, via the following 4 steps: (I) a step involving oxidation of a hydroxyl group at position 3 and isomerization of a double bond at position 5 to position 4; (II) a step involving the oxidative cleavage of a side chain to convert position 24 to a carboxyl group or an ester derivative thereof; (III) a step of introducing an oxygen functional group into position 7; and (IV) a step of constructing a 5β configuration by reductive saturation of a double bond at position 4.

  本发明的目的是提供一种新型类固醇化合物的制备方法。本发明提供了一种以具有5号和24号位置双键的类固醇（如胆甾-5,7,24-三烯-3β-醇、麦角甾-5,7,24(28)-三烯-3β-醇、脱甾醇、褐藻甾醇或麦角甾-5,24(28)-二烯-3β-醇）为原料，通过以下4个步骤制备5β-3,7-二氧代胆甾酸或其酯衍生物：(I) 氧化3号羟基并异构化5号双键至4号的步骤；(II) 氧化断裂侧链以将24号位置转化为羧基或其酯衍生物的步骤；(III) 在7号位置引入氧功能团的步骤；和(IV) 通过还原饱和4号位置的双键构建5β构型的步骤。
• PROCESS FOR PRODUCTION OF STEROIDS
  申请人：Mitsubishi Chemical Corporation

  公开号：EP1985621A1

  公开（公告）日：2008-10-29

  It is an object of the present invention to provide a novel method for producing a steroid compound. The present invention provides a method for producing 5β-3,7-dioxocholanic acid or an ester derivative thereof, using, as a raw material, a sterol having double bonds at position 5 and at position 24, such as cholesta-5,7,24-trien-3β-ol, ergosta-5,7,24(28)-trien-3β-ol, desmosterol, fucosterol, or ergosta-5,24(28)-dien-3β-ol, via the following 4 steps: (I) a step involving oxidation of a hydroxyl group at position 3 and isomerization of a double bond at position 5 to position 4; (II) a step involving the oxidative cleavage of a side chain to convert position 24 to a carboxyl group or an ester derivative thereof; (III) a step of introducing an oxygen functional group into position 7; and (IV) a step of constructing a 5β configuration by reductive saturation of a double bond at position 4.

  本发明的目的是提供一种生产类固醇化合物的新方法。本发明提供了一种生产 5β-3,7-二氧代胆烷酸或其酯类衍生物的方法，该方法以位置 5 和位置 24 具有双键的甾醇为原料，例如胆甾-5,7,24-三烯-3β-醇、麦角甾-5,7,24(28)-三烯-3β-醇、去甲胆甾醇、褐藻甾醇或麦角甾-5,24(28)-二烯-3β-醇，通过以下 4 个步骤进行生产： (I) 氧化位置 3 的羟基，并将位置 5 的双键异构化为位置 4； (II) 氧化裂解侧链，将位置 24 转化为羧基或其酯衍生物的步骤 (III) 将氧官能团引入位置 7 的步骤；以及 (IV) 通过还原饱和位置 4 的双键来构建 5β 构型的步骤。
• Hypoxia regulated genes
  申请人：Feinstein Elena

  公开号：US20050004065A1

  公开（公告）日：2005-01-06

  The polynucleotide sequence of the 2-2-83 gene encodes the 2-2-83 protein. Hypoxic-associated pathologies may be regulated by administering an effective amount of a polynucleotide or protein of the present invention, or a direct or indirect biologically active product of enzymatic activity of the protein. Tumorigenesis may be inhibited by inhibiting the enzymatic activity of the protein of the present invention. The presence of a hypoxia-associated pathology may be diagnosed by screening for the reduced expression of the 2-2-83 gene.

  2-2-83 基因的多核苷酸序列编码 2-2-83 蛋白。缺氧相关病症可通过施用有效量的本发明多核苷酸或蛋白质，或该蛋白质酶活性的直接或间接生物活性产物来调节。可通过抑制本发明蛋白质的酶活性来抑制肿瘤发生。可通过检测 2-2-83 基因表达的减少来诊断是否存在与缺氧相关的病理现象。
• NANOPARTICLES CONTAINING CELLULAR MEMBRANE AND USES THEREOF
  申请人：Arytha Biosciences LLC

  公开号：EP3886870A1

  公开（公告）日：2021-10-06
• [EN] POSITIVE SELECTION METHOD, COMPOUNDS, HOST CELLS AND USES THEREOF<br/>[FR] PROCEDE DE SELECTION POSITIVE, COMPOSES, CELLULES HOTES ET LEUR UTILISATION
  申请人：CUBIST PHARM INC

  公开号：WO2001077366A1

  公开（公告）日：2001-10-18

  This invention relates to a positive selection method, compounds useful for the positive selection and appropriate hosts. The method permits one to select a host, or auxotroph, which may be a prokaryote or an eukaryote, based on the ability of the host to express an enzyme(s) capable of catalyzing a reaction that converts a precursor molecule into a molecule or factor necessary for the host's survival. This invention encompasses methods useful to find new enzymes expressing a desired activity, methods of selecting host cells, methods of maintaining a plasmid within a host that do not utilize antibiotics, and methods of expressing proteins or other materials for commercial production purposes.