6-nonadecynoic acid | 600175-30-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6-nonadecynoic acid
• 英文别名: nonadec-6-ynoic acid
• CAS: 600175-30-2
• 化学式: C₁₉H₃₄O₂
• 分子量: 294.478
• InChiKey: IHVJOQPMHFEHNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  21
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲醇 、 6-nonadecynoic acid 在 三氟化硼 作用下， 反应 0.03h， 以20 mg的产率得到methyl 6-nonadecynoxylate
  参考文献：
  名称：

  Acetylenic Acids Inhibiting Azole-Resistant Candida albicans from Pentagonia gigantifolia

  摘要：

  Antifungal bioassay-guided isolation of the ethanol extract of the roots of Pentagonia gigantifolia yielded 6-octadecynoic acid (1) and the new 6-nonadecynoic acid (2). Compounds 1 and 2 inhibited the growth of fluconazole-susceptible and -resistant Candida albicans strains. Their antifungal potencies were comparable to those of amphotericin B and fluconazole. Of particular significance is the low cytotoxicity and specific activity of 1 and 2 against C. albicans.

  DOI：

  10.1021/np030196r
• 作为产物：
  描述：

  6-nonadecyn-1-ol 在 重铬酸吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以49%的产率得到6-nonadecynoic acid
  参考文献：
  名称：

  6-十九烷酸体外抗真菌活性的全合成和进一步研究

  摘要：

  抗真菌的天然存在的炔属脂肪酸 6-壬酸是通过三步合成的（总产率为 18%），这是第一次从市售的 1-十四炔开始。开发的合成将有助于进一步研究这种天然存在的炔属脂肪酸的抗真菌特性。在 Sabouraud 葡萄糖肉汤 (SDB) 培养基中，6-壬酸对新型隐球菌 ATCC 66031 表现出最佳的抗真菌活性 (<4.3 μM)。在我们手中，它对白色念珠菌 ATCC 14053 和白色念珠菌 ATCC 60193 没有活性。

  DOI：

  10.1002/ardp.200500102

文献信息

• Process for the production of delta 5-unsaturated fatty acids in transgenic organisms
  申请人：BASF Plant Science GmbH

  公开号：EP1790731A2

  公开（公告）日：2007-05-30

  A process for the production of Δ5-unsaturated fatty acids in transgenic organisms comprises transforming an organism with nucleic acid encoding a Δ5-desaturase.

  一种在转基因生物体中生产Δ5-不饱和脂肪酸的工艺，包括用编码Δ5-去饱和酶的核酸转化生物体。
• Process for the production of delta5-unsaturated fatty acids in transgenic organisms
  申请人：BASF Plant Science GmbH

  公开号：EP2366781A1

  公开（公告）日：2011-09-21

  A process for the production of Δ5-unsaturated fatty acids in transgenic organisms comprises transforming an organism with nucleic acid encoding a Δ5-desaturase.

  一种在转基因生物体中生产Δ5-不饱和脂肪酸的工艺，包括用编码Δ5-去饱和酶的核酸转化生物体。
• Process for the production of arachidonic acid and/or eicosapentaenoic acid
  申请人：BASF Plant Science GmbH

  公开号：EP2450434A2

  公开（公告）日：2012-05-09

  The present invention relates to a new process for the production of arachidonic acid and/or eicosapentaenoic acid in plants through the co-expression of a Δ-12-/Δ-15-desaturase, Δ-9-elongase, Δ-8-desaturase and a Δ-5-desaturase and a process for the production of lipids or oils having an increased content of unsaturated fatty acids, in particular ω-3 and w-6 fatty acids having at least two double bonds and a 18 or 20 carbon atom chain length. Preferably the arachidonic acid and eicosapentaenoic acid are produced in at least a 1:2 ratio. The invention furthermore relates to the production of a transgenic plants, preferably a transgenic crop plant, having an increased content of arachidonic acid and/or eicosapentaenoic acid, oils or lipids containing C18- or C20- fatty acids with a double bond in position Δ□□5. 8, 9, 11, 12, 14, 15 or 17 of the fatty acid produced, respectively due to the expression of the Δ-12-/Δ-15-desaturase, of the Δ-9-elongase, of the Δ-8-desaturase and of the Δ-5-desaturase in the plant. The expression of the inventive Δ-12-/Δ-15-desaturase leads preferably to linoleic acid and linolenic acid as products having a double bond in the position Δ□□ 9, 12 and 15 of the fatty acid. The invention additionally relates to specific nucleic acid sequences encoding for proteins with Δ-12-/Δ-15-desaturase-, Δ-9-elongase-, A-8-desaturase- or Δ-5-desaturase-activity, nucleic acid constructs, vectors and transgenic plants containing said nucleic acid sequences.

  本发明涉及一种通过共同表达Δ-12-/Δ-15-去饱和酶、Δ-9-elongase、Δ-8-去饱和酶和Δ-5-去饱和酶，以及生产不饱和脂肪酸含量增加的脂类或油类的工艺，特别是具有至少两个双键和18或20个碳原子链长的ω-3和w-6脂肪酸。花生四烯酸和二十碳五烯酸的生产比例最好至少为 1:2。 本发明还涉及转基因植物，最好是转基因作物植物的生产，其花生四烯酸和/或二十碳五烯酸、油或脂类的含量增加，这些油或脂类含有在 Δ□□5 位有双键的 C18- 或 C20- 脂肪酸。由于植物中表达了Δ-12-/Δ-15-去饱和酶、Δ-9-延长酶、Δ-8-去饱和酶和Δ-5-去饱和酶，产生的脂肪酸分别为Δ-12-/Δ-15-去饱和脂肪酸的8、9、11、12、14、15或17。本发明的Δ-12-/Δ-15-去饱和酶的表达优选导致亚油酸和亚麻酸作为在脂肪酸的Δ□□9、12 和 15 位上具有双键的产物。 本发明还涉及编码具有Δ-12-/Δ-15-去饱和酶、Δ-9-长效酶、A-8-去饱和酶或Δ-5-去饱和酶活性的蛋白质的特异性核酸序列、核酸构建体、载体和含有所述核酸序列的转基因植物。
• Pythium omega 3 desaturase with specificity to all omega 6 fatty acids longer than 18 carbon chains
  申请人：BASF Plant Science GmbH

  公开号：EP2500420A1

  公开（公告）日：2012-09-19

  The present invention relates to a polynucleotide encoding an omega 3 (w-3) desaturase from Pythium irregulare with specificity to long chain polyunsaturated omega 6 (ω-6) fatty acids as well as a vector containing said polynucleotide, and a host cell containing the vector or the polynucleotide. Moreover, the present invention pertains to a polypeptide encoded by the said polynucleotide, antibodies against the polypeptide as well as a method for the manufacture of the polypeptide. Further, encompassed by the present invention are transgenic non-human organisms. Finally, the present invention relates to methods for the manufacture of compounds and oil- fatty acid- or lipid-containing compositions.

  本发明涉及一种多核苷酸，该多核苷酸编码一种对长链多不饱和欧米伽 6（ω-6）脂肪酸具有特异性的ω-3（w-3）去饱和酶，还涉及一种含有所述多核苷酸的载体，以及一种含有该载体或多核苷酸的宿主细胞。此外，本发明还涉及由所述多核苷酸编码的多肽、针对该多肽的抗体以及制造该多肽的方法。此外，本发明还包括转基因非人类生物。最后，本发明涉及化合物和含油脂肪酸或脂质组合物的制造方法。
• Desaturases and process for the production of polyunsaturated fatty acids in transgenic organisms
  申请人：BASF Plant Science GmbH

  公开号：EP2669380A1

  公开（公告）日：2013-12-04

  The present invention relates to polynucleotides, particularly from Hyaloperonospora parasitica, which code for desaturases and which can be employed for the recombinant production of polyunsaturated fatty acids. The invention furthermore relates to vectors, host cells and transgenic nonhuman organisms which comprise the polynucleotides according to the invention, and to the polypeptides encoded by the polynucleotides. The invention furthermore relates to antibodies against the polypeptides according to the invention. Finally, the invention also relates to production processes for the polyunsaturated fatty acids and for oil, lipid and fatty acid compositions and to their use.

  本发明涉及多核苷酸，特别是来自寄生 Hyaloperonospora 的多核苷酸，其编码为去饱和酶，可用于重组生产多不饱和脂肪酸。本发明还涉及包含本发明多核苷酸的载体、宿主细胞和转基因非人类生物，以及由多核苷酸编码的多肽。本发明还涉及针对本发明多肽的抗体。最后，本发明还涉及多不饱和脂肪酸和油、脂和脂肪酸组合物的生产工艺及其用途。