Fmoc-Lys(Boc)-SEt | 783371-48-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: Fmoc-Lys(Boc)-SEt
• 英文别名: ethyl N-Fmoc-N-ε-Boc-thiolysinate
• CAS: 783371-48-2
• 化学式: C₂₈H₃₆N₂O₅S
• 分子量: 512.67
• InChiKey: JZQLAAHTBVLAJE-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.87
• 重原子数：
  36.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  93.73
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Fmoc-Lys(Boc)-SEt 在 palladium on activated charcoal 三乙基硅烷 、 四(三苯基膦)钯 、 三正丁基氢锡 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 3.67h， 生成 N-α-Fmoc-N-ε-Boc-acryliclysine
  参考文献：
  名称：

  Synthesis of a PNA-encoded cysteine protease inhibitor library

  摘要：

  Peptide nucleic acids (PNAs) have been used to encode a combinatorial library whereby each compound is labeled with a PNA tag which reflects its synthetic history and localizes the compound upon hybridization to an oligonucleotide array. We report herein the full synthetic details for a 4000 member PNA-encoded library targeted towards cysteine protease. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.107
• 作为产物：
  描述：

  N-alpha-芴甲氧羰基-N-epsilon-叔丁氧羰基-L-赖氨酸 、 乙硫醇 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以37%的产率得到Fmoc-Lys(Boc)-SEt
  参考文献：
  名称：

  使用氨基硫酯通过基于 Fmoc 的固相肽合成制备肽硫酯

  摘要：

  开发了一种通过 9-芴基甲氧基羰基 (Fmoc) 固相肽合成合成肽烷基硫酯的有效方法。完全保护的肽的游离C末端在溶液中与氨基硫酯的游离氨基偶联。这提供了完全受保护的肽硫酯，它被全局脱保护以提供所需的未保护的肽硫酯。该方法适用于不稳定基团，例如磷酰基和糖基部分。

  DOI：

  10.1002/ejoc.201300927

文献信息

• N-Acylpolyamine inhibitors of HDM2 and HDMX binding to p53
  作者：Ryo Hayashi、Deyun Wang、Toshiaki Hara、Jaclyn A. Iera、Stewart R. Durell、Daniel H. Appella

  DOI：10.1016/j.bmc.2009.10.032

  日期：2009.12

  Selective inhibition of protein-protein interactions important for cellular processes could lead to the development of new therapies against disease. In the area of cancer, overexpression of the proteins human double minute 2 (HDM2) and its homolog HDMX has been linked to tumor aggressiveness. Both HDM2 and HDMX bind to p53 and prevent cell cycle arrest or apoptosis in damaged cells. Developing a strategy to simultaneously prevent the binding of both HDM2 and HDMX to p53 is an essential feature of inhibitors to restore p53 activity in a number of different cancers. Inhibition of protein-protein interactions with synthetic molecules is an emerging area of research that requires new inhibitors tailored to mimic the types of interfaces between proteins. Our strategy to create inhibitors of protein-protein interactions is to develop a non-natural scaffold that may be used as a starting point to identify important molecular components necessary for inhibition. In this study, we report an N-acylpolyamine (NAPA) scaffold that supports numerous sidechains in a compact atomic arrangement. NAPAs were constructed by a series of reductive aminations between amino acid derivatives followed by acylation at the resulting secondary amine. An optimized NAPA was able to equally inhibit the association of both HDM2 and HDMX with p53. Our results demonstrate some of the challenges associated with targeting multiple protein-protein interactions involved in overlapping cellular processes. Published by Elsevier Ltd.