4-(6-acetyl-pyridin-2-yl)-4-oxobutyric acid | 215181-00-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 4-(6-acetyl-pyridin-2-yl)-4-oxobutyric acid
• CAS: 215181-00-3
• 化学式: C₁₁H₁₁NO₄
• 分子量: 221.213
• InChiKey: FYEPSQXYSSLMJP-UHFFFAOYSA-N

物化性质

• 沸点：
  450.638±40.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.276±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  84.33
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(6-acetyl-pyridin-2-yl)-4-oxobutyric acid 、 苯酚 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 phenyl 4-(6-acetyl-pyridin-2-yl)-4-oxobutyrate
  参考文献：
  名称：

  Artificial Metalloesterases Constructed by Site-Directed Attachment of Oximinato Metal Centers to Poly(ethylenimine) Containing β-Cyclodextrin

  摘要：

  In an effort to establish a methodology for construction of active sites of artificial enzymes, site-directed attachment of 2,6-diacetylpyridineketoxime (III) to poly(ethylenimine) (PEI) containing beta-cyclodextrin (CD) was attempted. The site-directed functionalization exploited a t-butylphenyl ester (1) of a carboxylic acid containing a precursor of III. Anchoring of the t-butylphenyl group of I by the CD portion followed by transfer of III moiety to an amino group located in the vicinity of the CD moiety would lead to introduction of III in proximity to the CD moiety. By acylation in DMSO of CD-PEI with the phenyl ester (II), instead of the t-butylphenyl ester, III was introduced randomly to CD-PEI. In the presence of the Ni(II) or Zn(II) complex of the III-containing CD-PEI prepared by either the site-directed or the random functionalization method, ester hydrolysis of 4-(4'-acetoxy-phenylazo)benzenesulfonate (TV) was considerably enhanced. Analysis of the kinetic data measured at various pHs revealed that k(cat) for the PEI derivative prepared by site-directed modification was three to six times greater than that by random modification. The results were taken to indicate that I transferred III to the vicinity of the CD moiety of CD-PEI, but that orientation of III and the CD cavity in the resulting PEI derivative was not very productive for deacylation of IV complexed by the CD cavity. (C) 1998 Academic Press

  DOI：

  10.1006/bioo.1998.1090
• 作为产物：
  描述：

  1-<6-(2-methyl<1,3>dioxolan-2-yl)-pyridin-2-yl>-ethanone 在 盐酸 、 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 4.5h， 生成 4-(6-acetyl-pyridin-2-yl)-4-oxobutyric acid
  参考文献：
  名称：

  Artificial Metalloesterases Constructed by Site-Directed Attachment of Oximinato Metal Centers to Poly(ethylenimine) Containing β-Cyclodextrin

  摘要：

  In an effort to establish a methodology for construction of active sites of artificial enzymes, site-directed attachment of 2,6-diacetylpyridineketoxime (III) to poly(ethylenimine) (PEI) containing beta-cyclodextrin (CD) was attempted. The site-directed functionalization exploited a t-butylphenyl ester (1) of a carboxylic acid containing a precursor of III. Anchoring of the t-butylphenyl group of I by the CD portion followed by transfer of III moiety to an amino group located in the vicinity of the CD moiety would lead to introduction of III in proximity to the CD moiety. By acylation in DMSO of CD-PEI with the phenyl ester (II), instead of the t-butylphenyl ester, III was introduced randomly to CD-PEI. In the presence of the Ni(II) or Zn(II) complex of the III-containing CD-PEI prepared by either the site-directed or the random functionalization method, ester hydrolysis of 4-(4'-acetoxy-phenylazo)benzenesulfonate (TV) was considerably enhanced. Analysis of the kinetic data measured at various pHs revealed that k(cat) for the PEI derivative prepared by site-directed modification was three to six times greater than that by random modification. The results were taken to indicate that I transferred III to the vicinity of the CD moiety of CD-PEI, but that orientation of III and the CD cavity in the resulting PEI derivative was not very productive for deacylation of IV complexed by the CD cavity. (C) 1998 Academic Press

  DOI：

  10.1006/bioo.1998.1090