(Z)-Lys-Gly-OEt | 47510-20-3

• 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: (Z)-Lys-Gly-OEt
• 英文别名: Lys(-Z)-Gly-OEt-Acetat；Glycine, N-[N6-[(phenylmethoxy)carbonyl]-L-lysyl]-, ethyl ester；ethyl 2-[[(2S)-2-amino-6-(phenylmethoxycarbonylamino)hexanoyl]amino]acetate
• CAS: 47510-20-3
• 化学式: C₁₈H₂₇N₃O₅
• 分子量: 365.429
• InChiKey: GGYWUQDCQRJDPM-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.09
• 重原子数：
  26.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  119.75
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  N-Boc-N'-Cbz-L-赖氨酸 在 甲酸 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 反应 2.0h， 生成 (Z)-Lys-Gly-OEt
  参考文献：
  名称：

  合成一个完全保护的七葡糖肽正亮氨酸类似物，其对应于葡萄球菌核酸酶一级结构的21-47位。

  摘要：

  DOI：

  10.1021/ja00784a042

文献信息

• The Synthesis and Reaction of Monohalogeno-<i>t</i>-butyloxycarbonylamino Acids
  作者：Takanobu Ohnishi、Hiroshi Sugano、Muneji Miyoshi

  DOI：10.1246/bcsj.45.2603

  日期：1972.8

  Monohalogeno-t-butyloxycarbonylamino acids (XBOC-amino acids) were synthesized by the use of the corresponding chloroformates in a basic aqueous solution. Several dipeptides containing XBOC-amino acid were also prepared. The cleavage of the XBOC group was successfully carried out not only under some acidic conditions, but also by heating in methanol or ethanol. In order to demonstrate the usefulness of this group in peptide synthesis, Z–Gly–Lys(Z)–Gly–OEt was synthesized via BrBOC–Lys(Z)–Gly–OEt, which had been treated by hot ethanol. Side reaction during the synthesis of XBOC-amino acids will also be described.

  单卤代t-丁氧羰基氨基酸（XBOC-氨基酸）是通过在碱性水溶液中使用相应的氯仿酸酯合成的。还合成了几种含有XBOC-氨基酸的二肽。XBOC基团的裂解不仅在某些酸性条件下成功进行，还可以通过在甲醇或乙醇中加热进行。为了证明该基团在肽合成中的实用性，合成了Z–Gly–Lys(Z)–Gly–OEt，这一反应是通过热乙醇处理BrBOC–Lys(Z)–Gly–OEt得到的。在合成XBOC-氨基酸的过程中也将描述副反应。
• Antigen Synthesis: The Preparation of Selected Dodecapeptide Carriers with Systematically Altered Structures by a Two-Phase Method
  作者：C. H. Schneider、W. Wirz

  DOI：10.1002/hlca.19720550403

  日期：1972.4.20

  AbstractThe synthesis of a series of dodecapeptide ethyl esters containing L‐leucine, L‐ala‐nine, glycine and L‐lysine is described. These peptides are suitable carriers for the preparation of haptenic conjugates to be used in antigenicity studies. The strategy for preparing intermediary hexapeptides has been called a two‐phase approach since the elongation of the peptide chain is carried out stepwise in a water‐immiscible organic phase, whereas removal of side‐products and excess reagent is effected by means of a suitably adapted aqueous phase. The method allows an efficient production of relatively large amounts of fully defined peptide antigens.