丁酸-d₈ | 202468-80-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 丁酸-d₈
• 英文名称: d₈-butyric acid
• 英文别名: Butyric acid-d8；deuterio 2,2,3,3,4,4,4-heptadeuteriobutanoate
• CAS: 202468-80-2
• 化学式: C₄H₈O₂
• 分子量: 96.0428
• InChiKey: FERIUCNNQQJTOY-FNQDQTMCSA-N

物化性质

• 熔点：
  -6--3 °C(lit.)
• 沸点：
  162 °C(lit.)
• 密度：
  1.050 g/mL at 25 °C
• 闪点：
  170 °F

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 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：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• WGK Germany：
  1

反应信息

• 作为反应物：
  描述：

  丁酸-d₈ 、 三甲基乙酰氯 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 butanoic-d7 pivalic anhydride
  参考文献：
  名称：

  Biosynthesis of (−)-(1S,2R)-Allocoronamic Acyl Thioester by an Fe^II-Dependent Halogenase and a Cyclopropane-Forming Flavoprotein

  摘要：

  The biosynthetic gene cluster for the kutzneride family of hexapeptidolactones includes the four-gene cassette ktzABCD postulated to generate a nonproteinogenic amino acid. Encoded by this cassette are the nonheme Fe-II-dependent halogenase KtzD and the acyl-CoA dehydrogenase-like flavoprotein KtzA, proposed to work in conjunction with adenylating protein KtzB and carrier protein KtzC. In the present work, we report the in vitro reconstitution of this four-protein system and identify the final product as (1S,2R)-allocoronamic acid bound in thioester linkage to KtzC. Further analysis of KtzD and KtzA support a biosynthetic pathway that involves KtzD-mediated generation of a y-chloroisoleucyl intermediate which is cyclized to the final product by KtzA without redox participation of the bound flavin cofactor. This work introduces a new monomer for potential incorporation into nonribosomal peptides and validates the unique strategy for its biosynthesis.

  DOI：

  10.1021/ja8064667

文献信息

• Biosynthesis of (−)-(1<i>S,</i>2<i>R</i>)-Allocoronamic Acyl Thioester by an Fe^II-Dependent Halogenase and a Cyclopropane-Forming Flavoprotein
  作者：Christopher S. Neumann、Christopher T. Walsh

  DOI：10.1021/ja8064667

  日期：2008.10.29

  The biosynthetic gene cluster for the kutzneride family of hexapeptidolactones includes the four-gene cassette ktzABCD postulated to generate a nonproteinogenic amino acid. Encoded by this cassette are the nonheme Fe-II-dependent halogenase KtzD and the acyl-CoA dehydrogenase-like flavoprotein KtzA, proposed to work in conjunction with adenylating protein KtzB and carrier protein KtzC. In the present work, we report the in vitro reconstitution of this four-protein system and identify the final product as (1S,2R)-allocoronamic acid bound in thioester linkage to KtzC. Further analysis of KtzD and KtzA support a biosynthetic pathway that involves KtzD-mediated generation of a y-chloroisoleucyl intermediate which is cyclized to the final product by KtzA without redox participation of the bound flavin cofactor. This work introduces a new monomer for potential incorporation into nonribosomal peptides and validates the unique strategy for its biosynthesis.