D₃-ethyl acetimidate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 甲亚胺酸及其衍生物
• 英文名称: D₃-ethyl acetimidate
• 英文别名: Ethyl 2,2,2-trideuterioethanimidate
• 化学式: C₄H₉NO
• 分子量: 90.0977
• InChiKey: JMIAPORGEDIDLT-BMSJAHLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  D₃-ethyl acetimidate 、 氨 以67%的产率得到
  参考文献：
  名称：

  LIU M. T. H.; CHISHTI N. H.; BURKHOLDER C. D.; JONES W. E.; WASSON J. S., J. ORG. CHEM., 1980, 45, NO 22, 4515

  摘要：

  DOI：
• 作为产物：
  描述：

  氘代乙腈 以85%的产率得到
  参考文献：
  名称：

  LIU M. T. H.; CHISHTI N. H.; BURKHOLDER C. D.; JONES W. E.; WASSON J. S., J. ORG. CHEM., 1980, 45, NO 22, 4515

  摘要：

  DOI：

文献信息

• Ectoine from Bacterial and Algal Origin Is a Compatible Solute in Microalgae
  作者：Simona Fenizia、Kathleen Thume、Marino Wirgenings、Georg Pohnert

  DOI：10.3390/md18010042

  日期：——

  Osmoregulation in phytoplankton is attributed to several highly polar low-molecular-weight metabolites. A widely accepted model considers dimethylsulfoniopropionate (DMSP) as the most important and abundant osmotically active metabolite. Using an optimized procedure for the extraction and detection of highly polar metabolites, we expand the group of phytoplankton osmolytes by identifying ectoine in several microalgae. Ectoine is known as a bacterial compatible solute, but, to the best of our knowledge, was never considered as a phytoplankton-derived product. Given the ability of microalgae to take up zwitterions, such as DMSP, we tested the hypothesis that the algal ectoine is derived from associated bacteria. We therefore analyzed methanol extracts of xenic and axenic cultures of two different species of microalgae and could detect elevated concentrations of ectoine in those that harbor associated bacteria. However, also microalgae without an associated microbiome contain ectoine in smaller amounts, pointing towards a dual origin of this metabolite in the algae from their own biosynthesis as well as from uptake. We also tested the role of ectoine in the osmoadaptation of microalgae. In the model diatoms Thalassiosira weissflogii and Phaeodactylum tricornutum, elevated amounts of ectoine were found when cultivated in seawater with salinities of 50 PSU compared to the standard culture conditions of 35 PSU. Therefore, we add ectoine to the family of osmoadaptive metabolites in phytoplankton and prove a new, potentially synergistic metabolic interplay of bacteria and algae.

  浮游植物的渗透调节归因于几种高极性低分子量代谢物。一个广泛接受的模型认为二甲基硫代丙酸盐（DMSP）是最重要和最丰富的渗透活性代谢物。通过使用优化的程序提取和检测高极性代谢物，我们通过在几种微藻中鉴定赤嗪，扩展了浮游植物渗透调节物的群体。赤嗪被认为是一种细菌兼容性溶质，但据我们所知，从未被视为浮游植物衍生的产物。鉴于微藻吸收类离子（如DMSP）的能力，我们验证了微藻赤嗪是否来源于相关细菌的假设。因此，我们分析了两种不同种类微藻的异质和无菌培养物的甲醇提取物，并且在那些寄生细菌的微藻中检测到赤嗪的浓度升高。然而，即使没有相关微生物群落的微藻中也含有较少量的赤嗪，这表明这种代谢物在藻类中具有双重起源，既来自其自身的生物合成，也来自摄取。我们还测试了赤嗪在微藻渗适应中的作用。在模式硅藻Thalassiosira weissflogii和Phaeodactylum tricornutum中，当在盐度为50 PSU的海水中培养时，与标准的35 PSU培养条件相比，赤嗪的含量增加。因此，我们将赤嗪添加到浮游植物的渗适应代谢物家族中，并证明了细菌和藻类之间新的、潜在的协同代谢相互作用。
• LIU M. T. H.; CHISHTI N. H.; BURKHOLDER C. D.; JONES W. E.; WASSON J. S., J. ORG. CHEM., 1980, 45, NO 22, 4515
  作者：LIU M. T. H.、 CHISHTI N. H.、 BURKHOLDER C. D.、 JONES W. E.、 WASSON J. S.

  DOI：——

  日期：——