cinnamoyl coenzyme A | 30801-99-1

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: cinnamoyl coenzyme A
• 英文别名: S-[2-[3-[[4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] 3-phenylprop-2-enethioate
• CAS: 30801-99-1；76109-04-1
• 化学式: C₃₀H₄₂N₇O₁₇P₃S
• 分子量: 897.687
• InChiKey: JVNVHNHITFVWIX-YUXRTGJASA-N

物化性质

• 密度：
  1.76±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.38
• 重原子数：
  58.0
• 可旋转键数：
  21.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  363.63
• 氢给体数：
  9.0
• 氢受体数：
  19.0

反应信息

• 作为产物：
  描述：

  肉桂酸 在 N,N'-二环己基碳二亚胺 作用下， 生成 cinnamoyl coenzyme A
  参考文献：
  名称：

  Induction of phenylpropanoid pathway enzymes in elicitor-treated cultures ofCephalocereus senilis

  摘要：

  Treatment of old-man-cactus (Cephalocereus senilis) suspension cultures with chitin elicits synthesis of an aurone phytoalexin, cephalocerone. Elicitor-induced de novo synthesis of cephalocerone was demonstrated by incubating elicited cactus cultures with [H-3]phenylalanine; this resulted in the labelling of five induced phenolic compounds including cephalocerone. Increased extractable activities of the phenylpropanoid pathway enzymes phenylalanine ammonia-lyase (PAL), chalcone synthase (CHS) and chalcone isomerase (CHI) accompanied the synthesis of cephalocerone. CHS and PAL, which are both involved in the biosynthesis of cephalocerone, showed maximum activity at 12 and 24 hr post-elicitation, respectively. CHS and CHI activities catalysing the synthesis and subsequent isomerization of 2',4',6'-trihydroxychalcone were present in the cell cultures, consistent with the formation of cephalocerone via a chalcone with no B-ring substituents.

  DOI：

  10.1016/0031-9422(91)83024-f

文献信息

• Induction of phenylpropanoid pathway enzymes in elicitor-treated cultures ofCephalocereus senilis
  作者：Paul W. Pare´、Charles F. Mischke、Robert Edwards、Rchard A. Dixon、Helen A. Norman、Tom J. Mabry

  DOI：10.1016/0031-9422(91)83024-f

  日期：1992.1

  Treatment of old-man-cactus (Cephalocereus senilis) suspension cultures with chitin elicits synthesis of an aurone phytoalexin, cephalocerone. Elicitor-induced de novo synthesis of cephalocerone was demonstrated by incubating elicited cactus cultures with [H-3]phenylalanine; this resulted in the labelling of five induced phenolic compounds including cephalocerone. Increased extractable activities of the phenylpropanoid pathway enzymes phenylalanine ammonia-lyase (PAL), chalcone synthase (CHS) and chalcone isomerase (CHI) accompanied the synthesis of cephalocerone. CHS and PAL, which are both involved in the biosynthesis of cephalocerone, showed maximum activity at 12 and 24 hr post-elicitation, respectively. CHS and CHI activities catalysing the synthesis and subsequent isomerization of 2',4',6'-trihydroxychalcone were present in the cell cultures, consistent with the formation of cephalocerone via a chalcone with no B-ring substituents.