(-)-(S)-3-aminooctanoic acid ethyl ester | 650596-63-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (-)-(S)-3-aminooctanoic acid ethyl ester
• 英文别名: 3-aminooctanoic acid ethyl ester；ethyl (S)-3-aminooctanoate；ethyl 3-aminooctanoate；Octanoic acid, 3-amino-, ethyl ester, (3S)-；ethyl (3S)-3-aminooctanoate
• CAS: 650596-63-7
• 化学式: C₁₀H₂₁NO₂
• 分子量: 187.282
• InChiKey: CEDSNFJYOFAYHK-VIFPVBQESA-N

物化性质

• 沸点：
  258.0±23.0 °C(Predicted)
• 密度：
  0.931±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (-)-(S)-3-aminooctanoic acid ethyl ester 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 20.0~120.0 ℃ 、10.13 MPa 条件下， 反应 66.0h， 生成 (-)-(3S,4aS,8S)-3-methyl-8-pentylhexahydropyrido[1,2-c][1,3]oxazin-6-one
  参考文献：
  名称：

  经由分子内氢键引导的非对映选择性氢化制备顺式-δ-羟基-β-氨基酯。（3S，4aS，6R，8S）-高aspine的全合成。

  摘要：

  衍生自δ-羟基-β-酮酸酯的烯胺8的氢化非对映选择性地产生顺-δ-羟基-β-氨基酯9，这可以通过在δ-羟基和β-氨基之间形成分子内氢键来指导。通过该方法和狄克曼反应为关键步骤，合成了一种新型的瓢虫生物碱（3S，4aS，6R，8S）-高松果。[反应：看文字]

  DOI：

  10.1021/ol036097m
• 作为产物：
  描述：

  反式-2-辛烯酸乙酯 在 palladium on activated charcoal 正丁基锂 、 氢气 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， -78.0~40.0 ℃ 、5.07 MPa 条件下， 反应 24.25h， 生成 (-)-(S)-3-aminooctanoic acid ethyl ester
  参考文献：
  名称：

  经由分子内氢键引导的非对映选择性氢化制备顺式-δ-羟基-β-氨基酯。（3S，4aS，6R，8S）-高aspine的全合成。

  摘要：

  衍生自δ-羟基-β-酮酸酯的烯胺8的氢化非对映选择性地产生顺-δ-羟基-β-氨基酯9，这可以通过在δ-羟基和β-氨基之间形成分子内氢键来指导。通过该方法和狄克曼反应为关键步骤，合成了一种新型的瓢虫生物碱（3S，4aS，6R，8S）-高松果。[反应：看文字]

  DOI：

  10.1021/ol036097m

文献信息

• Novel dioctatin derivatives and production process thereof
  申请人：Muraoka Yasuhiko

  公开号：US20080312080A1

  公开（公告）日：2008-12-18

  To provide dioctatin derivatives, a production process thereof, an aflatoxin production inhibitor containing the dioctatin derivative, and a method of controlling aflatoxin contamination by use of the aflatoxin production inhibitor containing the dioctatin derivative. The present invention provides dioctatin derivatives represented by the following Structural Formula (I): where R 1 and R 2 each represent CH 3 —(CH 2 ) n —, (CH 3 ) 2 CH—CH 2 — or C 6 H 5 —CH 2 —; n represents an integer of 2 to 6; X 1 and X 2 each represent CH 3 or hydrogen atom; and Y represents 2-amino-2-butenoic acid or amino acid residue, with compounds where R 1 and R 2 are each CH 3 (CH 2 ) 4 —, X 2 is a hydrogen atom and Y is 2-amino-2-butenoic acid being excluded.

  提供二辛酸衍生物、其生产工艺、含有二辛酸衍生物的黄曲霉毒素生产抑制剂，以及利用含有二辛酸衍生物的黄曲霉毒素生产抑制剂控制黄曲霉素污染的方法。本发明提供了由以下结构式（I）表示的二辛酸衍生物： 其中R1和R2分别代表CH3—(CH2)n—、(CH3)2CH—CH2—或C6H5—CH2—；n代表2至6的整数；X1和X2分别代表CH3或氢原子；Y代表2-氨基-2-丁烯酸或氨基酸残基，其中排除了R1和R2均为CH3(CH2)4—、X2为氢原子且Y为2-氨基-2-丁烯酸的化合物。
• Aflatoxin Production Inhibitor and Method for Controlling Aflatoxin Contamination Using the Same
  申请人：Sakuda Shohei

  公开号：US20100063150A1

  公开（公告）日：2010-03-11

  An object of the present invention is to provide an aflatoxin production inhibitor that inhibits aflatoxin production specifically and efficiently, is highly safe, and is practical, and an efficient production method thereof; and a method for controlling aflatoxin contamination that uses the aflatoxin production inhibitor. Specifically, the present invention relates to an aflatoxin production inhibitor that includes at least one of a dioctatin represented by the following formula (I) and a derivative thereof, as an active ingredient: where, in the formula (I), R represents one of hydrogen and a methyl group. The present invention also relates to a method for producing an aflatoxin production inhibitor in which dioctatin is prepared: by a method including culturing a dioctatin-producing microorganism, and at least one of separating and purifying dioctatin from a culture obtained, by centrifugal liquid liquid partition chromatography; or by chemical synthesis. Further, the present invention relates to a method for controlling aflatoxin contamination that includes using the aflatoxin production inhibitor to thereby inhibit aflatoxin production by an aflatoxin-producing microorganism.

  本发明的目的是提供一种特异性和高效的黄曲霉毒素生产抑制剂，具有高度安全性和实用性，以及其有效的生产方法；以及使用黄曲霉毒素生产抑制剂的控制黄曲霉毒素污染的方法。具体而言，本发明涉及一种黄曲霉毒素生产抑制剂，其包括下式（I）所表示的二氧化锡类及其衍生物中的至少一种作为活性成分：其中，在式（I）中，R表示氢或甲基之一。本发明还涉及一种制备二氧化锡类的黄曲霉毒素生产抑制剂的方法：通过培养生产二氧化锡类的微生物，并通过离心液液分配色谱法从所得到的培养物中分离和纯化二氧化锡类中的至少一种；或通过化学合成。此外，本发明还涉及一种使用黄曲霉毒素生产抑制剂来抑制黄曲霉毒素生产的黄曲霉毒素生产控制方法。
• AFLATOXIN PRODUCTION INHIBITOR AND METHOD FOR CONTROLLING AFLATOXIN CONTAMINATION USING THE SAME
  申请人：Sakuda Shohei

  公开号：US20120190746A1

  公开（公告）日：2012-07-26

  The present invention relates to provide an aflatoxin production inhibitor that inhibits aflatoxin production specifically and efficiently, is highly safe, and is practical, and an efficient production method thereof; and a method for controlling aflatoxin contamination that uses the aflatoxin production inhibitor, specifically relating to an aflatoxin production inhibitor that includes at least one of a dioctatin represented by the following formula (I) and a derivative thereof, as an active ingredient: where, in the formula (I), R represents one of hydrogen and a methyl group.

  本发明涉及提供一种特异性和高效的抑制黄曲霉毒素生产的黄曲霉毒素生产抑制剂，其高度安全且实用，并提供其高效的生产方法；以及使用该黄曲霉毒素生产抑制剂的控制黄曲霉毒素污染的方法，具体涉及包括以下式(I)所代表的二十碳四烯酸及其衍生物中的至少一种作为活性成分的黄曲霉毒素生产抑制剂：其中，在式(I)中，R代表氢或甲基基团之一。
• Dioctatin Activates ClpP to Degrade Mitochondrial Components and Inhibits Aflatoxin Production
  作者：Tomohiro Furukawa、Hidekazu Katayama、Akira Oikawa、Lumi Negishi、Takuma Ichikawa、Michio Suzuki、Kohji Murase、Seiji Takayama、Shohei Sakuda

  DOI：10.1016/j.chembiol.2020.08.006

  日期：2020.11

  Aflatoxin contamination of crops is a serious problem worldwide. Utilization of aflatoxin production inhibitors is attractive, as the elucidation of their modes of action contributes to clarifying the mechanism of aflatoxin production. Here, we identified mitochondrial protease ClpP as the target of dioctatin, an inhibitor of aflatoxin production of Aspergillus flavus. Dioctatin conferred uncontrolled caseinolytic capacity on ClpP of A. flavus and Escherichia coli. Dioctatin-bound ClpP selectively degraded mitochondrial energy-related proteins in vitro, including a subunit of respiratory chain complex V, which was also reduced by dioctatin in a ClpP-dependent manner in vivo. Dioctatin enhanced glycolysis and alcohol fermentation while reducing tricarboxylic acid cycle metabolites. These disturbances were accompanied by reduced histone acetylation and reduced expression of aflatoxin biosynthetic genes. Our results suggest that dioctatin inhibits aflatoxin production by inducing ClpP-mediated degradation of mitochondrial energy-related components, and that mitochondrial energy metabolism functions as a key determinant of aflatoxin production.
• US8383547B2
  申请人：——

  公开号：US8383547B2

  公开（公告）日：2013-02-26