(2E,6E)-(R)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid | 79298-19-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2E,6E)-(R)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid
• 英文别名: (2E,6E)-9-[(2R)-3,3-dimethyloxiran-2-yl]-3,7-dimethylnona-2,6-dienoic acid
• CAS: 79298-19-4
• 化学式: C₁₅H₂₄O₃
• 分子量: 252.354
• InChiKey: DIAZNFMKLJLDNM-AQAKBEBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  氘代碘甲烷 、 (2E,6E)-(R)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 3.5h， 生成
  参考文献：
  名称：

  First preparation of single-enantiomer juvenile hormone III acid and (R)-juvenile hormone III-d₃

  摘要：

  The (R)- and (S)-enantiomers of juvenile hormone (JH) III acid [(R)-2 and (S)-2] were prepared by the hydrolysis of (R)- and (S)-JH III [(R)-1 and (S)-1], respectively. Each enantiomer of 2 was purified by preparative reversed-phase high performance liquid chromatography in a single operation. (RS)-2 was methylated with CH3I and K2CO3 in MeCN, yielding (RS)-1. (R)-JH III-d3 [(R)-3], a single-enantiomer internal standard for quantification, was prepared from (R)-2 with CD3I and K2CO3 in MeCN.

  DOI：

  10.1080/14786411003752045
• 作为产物：
  描述：

  保幼激素3 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 7.0h， 以78%的产率得到(2E,6E)-(R)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid
  参考文献：
  名称：

  First preparation of single-enantiomer juvenile hormone III acid and (R)-juvenile hormone III-d₃

  摘要：

  The (R)- and (S)-enantiomers of juvenile hormone (JH) III acid [(R)-2 and (S)-2] were prepared by the hydrolysis of (R)- and (S)-JH III [(R)-1 and (S)-1], respectively. Each enantiomer of 2 was purified by preparative reversed-phase high performance liquid chromatography in a single operation. (RS)-2 was methylated with CH3I and K2CO3 in MeCN, yielding (RS)-1. (R)-JH III-d3 [(R)-3], a single-enantiomer internal standard for quantification, was prepared from (R)-2 with CD3I and K2CO3 in MeCN.

  DOI：

  10.1080/14786411003752045

文献信息

• Recombinant bHLH-PAS/JHR polypeptide and its use to screen potential insecticides
  申请人：Wilson G. Thomas

  公开号：US20050158764A1

  公开（公告）日：2005-07-21

  Promising groups of environmentally-safe insecticides consist of analogues of insect hormones, such as juvenile hormone, and antagonists of such hormones. The traditional bioassay approach for screening potential juvenile hormone analogs and antagonists is slow, expensive and inefficient. A recombinant bHLH-PAS-juvenile hormone receptor, isolated from methoprene-tolerant locus on Drosophila, provides the basis of in vitro and in vivo binding assays that can be used to discover new juvenile hormone-type targeted insecticides. Moreover, the nucleotide sequence of the Drosophila bHLH-PAS/JHR polypeptide provides tools for isolating juvenile hormone receptor genes from other insect species.

  有前景的环境安全杀虫剂包括昆虫激素（如幼虫激素）的类似物和此类激素的拮抗剂。传统的生物测定方法筛选潜在的幼虫激素类似物和拮抗剂的速度慢、成本高、效率低。从果蝇的耐甲氧苄啶基因座中分离出的重组 bHLH-PAS-幼年激素受体，可用于筛选潜在的幼年激素类似物和拮抗剂。 果蝇、 它为体外和体内结合试验提供了基础，可用于发现新的幼虫激素类靶向杀虫剂。此外，该基因的核苷酸序列 果蝇 bHLH-PAS/JHR 多肽的核苷酸序列为从其他昆虫物种中分离幼虫激素受体基因提供了工具。
• US6326165B1
  申请人：——

  公开号：US6326165B1

  公开（公告）日：2001-12-04
• US6887661B1
  申请人：——

  公开号：US6887661B1

  公开（公告）日：2005-05-03
• US6977264B2
  申请人：——

  公开号：US6977264B2

  公开（公告）日：2005-12-20
• First preparation of single-enantiomer juvenile hormone III acid and (<i>R</i>)-juvenile hormone III-<i>d</i>₃
  作者：Akio Ichikawa、Makiko Takenaka、Hiroshi Ono

  DOI：10.1080/14786411003752045

  日期：2010.11.20

  The (R)- and (S)-enantiomers of juvenile hormone (JH) III acid [(R)-2 and (S)-2] were prepared by the hydrolysis of (R)- and (S)-JH III [(R)-1 and (S)-1], respectively. Each enantiomer of 2 was purified by preparative reversed-phase high performance liquid chromatography in a single operation. (RS)-2 was methylated with CH3I and K2CO3 in MeCN, yielding (RS)-1. (R)-JH III-d3 [(R)-3], a single-enantiomer internal standard for quantification, was prepared from (R)-2 with CD3I and K2CO3 in MeCN.