12-hydroxy-11,12-dihydronootkatone

• 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: 12-hydroxy-11,12-dihydronootkatone
• 英文别名: ((4R,6R,10S)-4,10-dimethyl-6-(1'-hydroxymethylethyl)-1-en-3,4,5,6,7,8-hexahydronaphthalen-2-one)；(4R,4aS,6R)-6-(1-hydroxypropan-2-yl)-4,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one
• 化学式: C₁₅H₂₄O₂
• 分子量: 236.354
• InChiKey: AKYDWUWGDODGOE-NABWBXCOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  dihydronootkatone 在 NADP 作用下， 以 aq. phosphate buffer 为溶剂， 以15 mg的产率得到12-hydroxy-11,12-dihydronootkatone
  参考文献：
  名称：

  Methods and systems for evaluating and predicting the reactivity of monooxygenase enzymes

  摘要：

  提供了评估和预测天然和工程单加氧酶酶反应性的方法和系统。提供了获取编码有关这些单加氧酶的活性位点配置信息的功能概要（指纹）的方法。还提供了进行单加氧酶指纹分析，以制定关于指纹化单加氧酶的反应性属性（例如底物反应性、化学、区域和立体选择性属性）的预测的方法。

  公开号：

  US09273342B2

文献信息

• Methods and systems for evaluating and predicting the reactivity of monooxygenase enzymes
  申请人：Fasan Rudi

  公开号：US09273342B2

  公开（公告）日：2016-03-01

  Methods and systems for evaluating and predicting the reactivity of natural and engineered monooxygenase enzymes are provided. Methods are provided for acquiring a functional profile (fingerprint) of monooxygenases that encode information regarding the active site configuration of such monooxygenases. Methods are also provided for carrying out analysis of a monooxygenase fingerprint, to formulate predictions regarding the reactivity properties (e.g., substrate reactivity, chemo-, regio, and stereoselectivity properties) of the fingerprinted monooxygenases.

  提供了评估和预测天然和工程单加氧酶酶反应性的方法和系统。提供了获取编码有关这些单加氧酶的活性位点配置信息的功能概要（指纹）的方法。还提供了进行单加氧酶指纹分析，以制定关于指纹化单加氧酶的反应性属性（例如底物反应性、化学、区域和立体选择性属性）的预测的方法。
• Biotransformation of Citrus Aromatics Nootkatone and Valencene by Microorganisms
  作者：Mai Furusawa、Toshihiro Hashimoto、Yoshiaki Noma、Yoshinori Asakawa

  DOI：10.1248/cpb.53.1423

  日期：——

  Biotransformations of the sesquiterpene ketone nootkatone from the crude drug Alpiniae Fructus and grapefruit oil, and the sesquiterpene hydrocarbon valencene from Valencia orange oil were carried out with microorganisms such as Aspergillus niger, Botryosphaeria dothidea, and Fusarium culmorum to afford structurally interesting metabolites. Their stereostructures were established by a combination of

  来自生药Alpiniae Fructus和葡萄柚油的倍半萜酮Nootkatone和来自瓦伦西亚橙油的倍半萜烯烃valencene的生物转化是利用黑曲霉，Botryosphaeria dothidea和Fusarium culmorum等微生物进行的，以提供结构有趣的代谢产物。它们的立体结构是通过高分辨率NMR光谱和X射线晶体学分析以及化学反应建立的。提出了化合物和黑曲霉的代谢途径。
• METHODS AND SYSTEMS FOR EVALUATING AND PREDICTING THE REACTIVITY OF MONOOXYGENASE ENZYMES
  申请人：Fasan Rudi

  公开号：US20140038850A1

  公开（公告）日：2014-02-06

  Methods and systems for evaluating and predicting the reactivity of natural and engineered monooxygenase enzymes are provided. Methods are provided for acquiring a functional profile (fingerprint) of monooxygenases that encode information regarding the active site configuration of such monooxygenases. Methods are also provided for carrying out analysis of a monooxygenase fingerprint, to formulate predictions regarding the reactivity properties (e.g., substrate reactivity, chemo-, regio, and stereoselectivity properties) of the fingerprinted monooxygenases.

  本发明提供了评估和预测天然和工程单加氧酶酶的反应性的方法和系统。提供了获取单加氧酶的功能配置文件（指纹）的方法，其中包含有关这些单加氧酶的活性位点配置的信息。还提供了进行单加氧酶指纹分析的方法，以制定关于指纹单加氧酶的反应性质（例如底物反应性，化学，区域和立体选择性属性）的预测。
• US9273342B2
  申请人：——

  公开号：US9273342B2

  公开（公告）日：2016-03-01
• P450 Fingerprinting Method for Rapid Discovery of Terpene Hydroxylating P450 Catalysts with Diversified Regioselectivity
  作者：Kaidong Zhang、Shady El Damaty、Rudi Fasan

  DOI：10.1021/ja109590h

  日期：2011.3.16

  Engineered P450 enzymes constitute attractive catalysts for the selective oxidation of unactivated C-H bonds in complex molecules. A current bottleneck in the use of P450 catalysis for chemical synthesis is the time and effort required to identify the P450 variant(s) with the desired level of activity and selectivity. In this report, we describe a method to map the active site configuration of engineered P450 variants in high throughput using a set of semisynthetic chromogenic probes. Through analysis of the resulting 'fingerprints', reliable predictions can be made regarding the reactivity of these enzymes toward complex substrates structurally related to the fingerprint probes. In addition, fingerprint analysis offers a convenient and time-effective means to assess the regioselectivity properties of the fingerprinted P450s. The described approach can represent a valuable tool to expedite the discovery of P450 oxidation catalysts for the functionalization of relevant natural products such as members of the terpene family.