丙酮基-辅酶 A | 75179-85-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - S-烷基辅酶A
• 中文名称: 丙酮基-辅酶 A
• 中文别名: 氯化环丁羰基,3-乙基-,反-(9CI)
• 英文名称: acetonyl-CoA
• 英文别名: [(2r,3s,4r,5r)-5-(6-Amino-9h-Purin-9-Yl)-4-Hydroxy-3-(Phosphonooxy)tetrahydrofuran-2-Yl]methyl (3r)-3-Hydroxy-2,2-Dimethyl-4-Oxo-4-{[3-Oxo-3-({2-[(2-Oxopropyl)thio]ethyl}amino)propyl]amino}butyl Dihydrogen Diphosphate；[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-[2-(2-oxopropylsulfanyl)ethylamino]propyl]amino]butyl] hydrogen phosphate
• CAS: 75179-85-0
• 化学式: C₂₄H₄₀N₇O₁₇P₃S
• 分子量: 823.606
• InChiKey: GAMKENBUYYJLCQ-NDZSKPAWSA-N

物化性质

• 密度：
  1.86±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -5.6
• 重原子数：
  52
• 可旋转键数：
  21
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  389
• 氢给体数：
  9
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  丙酮基-辅酶 A 、 1,4-Butanediamine, N-[2-(aminooxy)ethyl]- 生成
  参考文献：
  名称：

  Novel CoA-Polyamine Conjugates for Effective Inhibition of Spermine/Spermidine-N¹-Acetyltransferase

  摘要：

  New mimics of the transition state of spermine/spermidine-N(1)-acetyltransferase reaction were prepared starting from aminooxy analogues of spermidine or spermine and SH-CoA. The activity depended on the structure of polyamine fragment of the conjugate and best of the synthesized compounds were active at micromolar concentrations.

  DOI：

  10.1080/15257770701528214
• 作为产物：
  描述：

  一氯丙酮 、 辅酶 A 生成 丙酮基-辅酶 A
  参考文献：
  名称：

  Novel CoA-Polyamine Conjugates for Effective Inhibition of Spermine/Spermidine-N¹-Acetyltransferase

  摘要：

  New mimics of the transition state of spermine/spermidine-N(1)-acetyltransferase reaction were prepared starting from aminooxy analogues of spermidine or spermine and SH-CoA. The activity depended on the structure of polyamine fragment of the conjugate and best of the synthesized compounds were active at micromolar concentrations.

  DOI：

  10.1080/15257770701528214

文献信息

• Cofactor Analogues as Active Site Probes in Lysine Acetyltransferases
  作者：Roman P. Simon、Tobias Rumpf、Vaida Linkuviene、Daumantas Matulis、Asifa Akhtar、Manfred Jung

  DOI：10.1021/acs.jmedchem.8b01887

  日期：2019.3.14

  thereby providing a dynamic control mechanism of protein function. Because of their major involvement in cell development and homeostasis, small-molecule modulators of KAT activity are urgently needed to assess their therapeutic potential and for probing their underlying biology. Recent advances in the field suggest that targeting the cofactor binding site represents a promising strategy for identifying

  赖氨酸乙酰基转移酶（KATs，也称为组蛋白乙酰基转移酶，HATs）通过使用辅因子乙酰辅酶A（AcCoA）催化底物赖氨酸残基的乙酰化，从而提供了蛋白质功能的动态控制机制。由于它们主要参与细胞发育和体内平衡，因此迫切需要KAT活性的小分子调节剂来评估其治疗潜力并探究其潜在生物学特性。该领域的最新进展表明，靶向辅因子结合位点代表了鉴定有效和选择性配体的有前途的策略。在这里，我们介绍两种基于功能性辅因子的化学探针的合成及其在广泛适用的测定平台中作为机械工具的用途。
• A general scheme for synthesis of substrate-based polyketide labels for acyl carrier proteins
  作者：Erick K. Leggans、David L. Akey、Janet L. Smith、Robert A. Fecik

  DOI：10.1016/j.bmcl.2010.05.089

  日期：2010.10

  A general strategy to enzymatically label acyl carrier proteins (ACPs) of polyketide synthases has been developed. Incorporation of a chloromethyl ketone or vinyl ketone moiety into polyketide chain elongation intermediate mimics allows for the synthesis of CoA adducts. These CoA adducts undergo enzymatic reaction with Sfp, a phosphopantetheinyl transferase, to afford labeled CurB carrier proteins. (C) 2010 Elsevier Ltd. All rights reserved.