methoxysuccinyl-AlaAlaAlaProLeu-chloromethyl ketone | 1228392-37-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methoxysuccinyl-AlaAlaAlaProLeu-chloromethyl ketone
• 英文别名: methoxysuccinyl-AAAPL-chloromethyl ketone；MeOSuc-AlaAlaAlaProLeu-CH₂Cl；MeOSuc-AAAPL-CH₂Cl；MeOSuc-AAAPL-CH2Cl；MeOSuc-Ala-Ala-Ala-Pro-Leu-CH2Cl；methyl 4-[[(2S)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[[(3S)-1-chloro-5-methyl-2-oxohexan-3-yl]carbamoyl]pyrrolidin-1-yl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-oxobutanoate
• CAS: 1228392-37-7
• 化学式: C₂₆H₄₂ClN₅O₈
• 分子量: 588.101
• InChiKey: OERKJCGIBXYXEE-VMXHOPILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  40
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  180
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  L-亮氨酸氯甲基酮盐酸盐 在 N-甲基吗啉 、 盐酸 、 碳酸氢钠 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 反应 21.67h， 生成 methoxysuccinyl-AlaAlaAlaProLeu-chloromethyl ketone
  参考文献：
  名称：

  Proteinase K inhibitors, methods and compositions therefor

  摘要：

  描述了一种用烷氧基琥珀酰肽基卤代烷基酮处理样品以准备含有RNA的样品，用于原位分析，以在基本相同温度下灭活蛋白酶K，与裂解步骤相同。

  公开号：

  EP2955233A1

文献信息

• Synthesis and biological evaluation of modified pentapeptides as potent proteinase K inhibitors
  作者：Anilkumar R. Kore、Muthian Shanmugasundaram、Irudaya Charles、Quoc Hoang

  DOI：10.1016/j.bmcl.2010.03.072

  日期：2010.5

  This communication reports the first demonstration of synthesis and biological validation of modified pentapeptides, such as methoxysuccinyl-Ala-Ala-Ala-Pro-Leu-chloromethyl ketone 6b as a potent proteinase K inhibitor. The efficacy of MeOSuc-AAAPL-CH(2)Cl 6b analog in inhibiting the proteolytic activity of proteinase K was compared with the known MeOSuc-AAPV-CH(2)Cl analog. The examination of inhibitory activity using RT-PCR assay in the presence of proteinase K revealed that the MeOSuc-AAAPL-CH(2)Cl 6b inhibitor at a concentration of 0.05 mM allows a signal to be obtained for an exogenous target ('Xeno RNA') at 30 cycles (i.e., Ct = 30), whereas the control MeOSuc-AAPV-CH(2)Cl requires a fivefold higher concentration (0.25 mM) to produce the same Ct. A plausible explanation for the higher efficiency of MeO-Suc-AAAPL-CH(2)Cl 6b over control is proposed based on the molecular modeling studies. (C) 2010 Elsevier Ltd. All rights reserved.
• Proteinase K inhibitors, methods and compositions therefor
  申请人：Life Technologies Corporation

  公开号：EP2955233A1

  公开（公告）日：2015-12-16

  Described is a process for preparing a sample containing RNA for in situ analysis using a alkoxysuccinyl-peptidyl-haloalkyl ketone to inactivate proteinase K at substantially the same temperature as for the lysis step.

  描述了一种用烷氧基琥珀酰肽基卤代烷基酮处理样品以准备含有RNA的样品，用于原位分析，以在基本相同温度下灭活蛋白酶K，与裂解步骤相同。