1,7-tetradecane diol | 39516-37-5

• 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: 1,7-tetradecane diol
• 英文别名: 1,7-Dihydroxytetradecan；1,7-Dihydroxytetradecane；tetradecane-1,7-diol
• CAS: 39516-37-5
• 化学式: C₁₄H₃₀O₂
• 分子量: 230.391
• InChiKey: XINXNPWDRGJJDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  十四醇 在 glucose dehydrogenase from Bacillus megaterium 、 cytochrome P₄₅₀ monooxygenase CYP₅₀₅E₃ from Aspergillus terreus 、 nicotinamide adenine dinucleotide 作用下， 以 aq. phosphate buffer 为溶剂， 反应 24.0h， 生成 1,7-tetradecane diol 、 1,8-tetradecanediol
  参考文献：
  名称：

  CYP505E3：一种新型的自足ω-7链内羟化酶。

  摘要：

  来自土曲霉的自给自足的细胞色素P450单加氧酶CYP505E3催化ω-7位烷烃，脂肪醇和脂肪酸的区域选择性链内羟化反应。这是第一个报道的P450，具有C10–C16 n的区域选择性链内ω-7羟基化作用链烷烃，从而一步一步生物催化合成稀有醇（如5-十二烷醇和7-十四烷醇）。它显示出一个甲基末端对第八个碳原子的区域选择性超过70％，并且对癸烷（TTN≈8000）和十二烷（TTN≈2000）的活性很高。CYP505E3可用于通过两种途径合成高价值风味化合物δ-十二内酯：1）将十二烷酸转化为5-羟基十二烷酸（区域选择性为24％），在低pH内酰胺酶下可转化为δ-十二内酯，以及2）转化将1-十二烷醇转化为1,5-十二烷二醇（55％的区域选择性），可以通过马肝醇脱氢酶将其转化为δ-十二烷内酯。

  DOI：

  10.1002/anie.202001055

文献信息

• Process for the modification of alkanes, fatty acids and fatty alcohols
  申请人：UNIVERSITY OF THE FREE STATE

  公开号：US10975360B2

  公开（公告）日：2021-04-13

  The present invention relates to a process for the microbial in-chain hydroxylation of C12 to C16 fatty acids, alcohols and alkanes at position ω-7, the process including the use of a microorganism expressing a cytochrome P450 monooxygenase CYP505E3 or related fungal cytochrome P450 monooxygenases sharing at least 70% amino acid identity in the production of a hydroxylated product or secondary product. The present invention further relates to a process for the preparation of lactones, esters and polymers by hydroxylation of the corresponding fatty acids, fatty alcohols and alkane precursors by a recombinant cytochrome P450 monooxygenase CYP505E3 or related fungal cytochrome P450 monooxygenases sharing at least 70% amino acid identity.

  本发明涉及一种在ω-7位对C12至C16脂肪酸、醇和烷烃进行微生物链内羟化的工艺，该工艺包括使用表达细胞色素P450单加氧酶CYP505E3或具有至少70％氨基酸相同性的相关真菌细胞色素P450单加氧酶的微生物生产羟化产物或次级产物。本发明进一步涉及一种通过重组细胞色素 P450 单加氧酶 CYP505E3 或具有至少 70% 氨基酸相同性的相关真菌细胞色素 P450 单加氧酶对相应脂肪酸、脂肪醇和烷烃前体进行羟基化来制备内酯、酯和聚合物的工艺。
• BIO-BASED POLYESTER LATEX
  申请人：OCE-Technologies B.V.

  公开号：EP2686366B1

  公开（公告）日：2019-12-25
• PROCESS FOR OMEGA-7 HYDROXYLATION OF C12-C16 FATTY ACIDS, ALCOHOLS AND ALKANES
  申请人：University Of The Free State

  公开号：EP3365455B1

  公开（公告）日：2019-09-18
• ALKYL DIOLS FOR CRUDE OIL TREATMENT
  申请人：Ecolab USA Inc.

  公开号：US20170233666A1

  公开（公告）日：2017-08-17

  The present invention generally relates to methods and compounds for reducing paraffin or wax deposition in crude oil during processing, storage, or transportation. More specifically, the method comprises contacting the crude oil with a composition in an amount effective to reduce paraffin or was deposition.
• PROCESS FOR THE MODIFICATION OF ALKANES, FATTY ACIDS AND FATTY ALCOHOLS
  申请人：UNIVERSITY OF THE FREE STATE

  公开号：US20200248213A1

  公开（公告）日：2020-08-06

  The present invention relates to a process for the microbial in-chain hydroxylation of C12 to C16 fatty acids, alcohols and alkanes at position ω-7, the process including the use of a microorganism expressing a cytochrome P450 monooxygenase CYP505E3 or related fungal cytochrome P450 monooxygenases sharing at least 70% amino acid identity in the production of a hydroxylated product or secondary product. The present invention further relates to a process for the preparation of lactones, esters and polymers by hydroxylation of the corresponding fatty acids, fatty alcohols and alkane precursors by a recombinant cytochrome P450 monooxygenase CYP505E3 or related fungal cytochrome P450 monooxygenases sharing at least 70% amino acid identity.