Boc-Glu(OBn)-OCH2CHCH2 | 132090-12-1

• 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: Boc-Glu(OBn)-OCH2CHCH2
• 英文别名: Boc-Glu(OBn)-OAll；5-O-benzyl 1-O-prop-2-enyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanedioate
• CAS: 132090-12-1
• 化学式: C₂₀H₂₇NO₆
• 分子量: 377.437
• InChiKey: WMOLICYFNCAGDP-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  90.93
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Boc-Glu(OBn)-OCH2CHCH2 在 phosphate buffer 、 Candida antarctica Lipase A 作用下， 以 甲醇 、 正己烷 为溶剂， 反应 4.0h， 以50%的产率得到N-叔丁氧羰基-L-谷氨酸 5-苄酯
  参考文献：
  名称：

  酶去除羧基保护基。三，枯草芽孢杆菌酯酶（BS2）快速去除烯丙基和氯乙基酯

  摘要：

  来自枯草芽孢杆菌（BS2）的酯酶可在温和条件下以高收率快速选择性地除去烯丙基，2-氯乙基和2,2,2-氯乙基酯。此外，BS2容易水解苯甲酸酯，而位阻二苯甲基酯的水解缓慢，需要更长的反应时间和更高的酶/底物比。

  DOI：

  10.1021/jo061871f
• 作为产物：
  描述：

  Caesium; (S)-4-benzyloxycarbonyl-2-tert-butoxycarbonylamino-butyrate 生成 Boc-Glu(OBn)-OCH2CHCH2
  参考文献：
  名称：

  GUNNARSSON, KESTIN;RAGNARSSON, ULF, ACTA CHEM. SCAND., 44,(1990) N, C. 944-951

  摘要：

  DOI：

文献信息

• Inhibition of Glyoxalase I: The First Low-Nanomolar Tight-Binding Inhibitors
  作者：Swati S. More、Robert Vince

  DOI：10.1021/jm900382u

  日期：2009.8.13

  -based glyoxalase I inhibitors culminated in the discovery of the first single-digit nanomolar inhibitor. This study makes available key information about possible means to address the issues of metabolic instability, low potency, and synthetic complexicity that have plagued the area of glyoxalase I inhibition. Knowledge garnered from this study has implications in the design of inhibitors with higher

  对已知的基于S-（N-芳基-N-羟基氨基甲酰基）谷胱甘肽的乙二醛酶I抑制剂的结构进行了一系列合理的修改，最终发现了第一个个位数的纳摩尔抑制剂。这项研究提供了有关解决困扰乙二醛酶I抑制区域的代谢不稳定，药效低和合成复杂性问题的可能手段的关键信息。从这项研究中获得的知识对具有更高构象定义和更低肽特性的抑制剂的设计具有重要意义。
• A Novel Resin Linker for Solid-Phase Peptide Synthesis Which Can Be Cleaved Using Two Sequential Mild Reactions
  作者：Ailian Zheng、Daxian Shan、Xuling Shi、Binghe Wang

  DOI：10.1021/jo990770x

  日期：1999.10.1

  The interest in developing new linkers for solid-phase peptide and organic synthesis has increased tremendously as a result of the rapid development of combinatorial chemistry. Herein, we report the development of a new redox-sensitive linker for solid-phase peptide synthesis. This linker can be readily cleaved under mild conditions by using two sequential mild reactions, a reduction followed by a base (Bu4N+F-)-catalyzed cyclic ether formation. By using this new linker, two short peptides, a tetrapeptide [Boc-Trp-Ala-Gly-Gly-OH] and a pentapeptide [Boc-Asn-Ala-Ser(OBn)-Gly-Glu(OBn)-OH)], were synthesized. Because the cleavage does not use acidic conditions, this resin linker provides an alternative when acidic conditions are not desirable. Furthermore, the cleavage conditions do not affect most of the side chain protecting group. Therefore, the peptides synthesized can be used for the segment synthesis of larger peptides without the need to reprotect the side chain functional groups.
• Gunnarsson, Kerstin; Ragnarsson, Ulf, Acta Chemica Scandinavica, 1990, vol. 44, # 7, p. 944 - 951
  作者：Gunnarsson, Kerstin、Ragnarsson, Ulf

  DOI：——

  日期：——