Z-D-Phe-Gly-OEt | 5845-45-4

• 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-D-Phe-Gly-OEt
• 英文别名: N-Cbz-D-Phe-Gly-OEt；N-(N-benzyloxycarbonyl-D-phenylalanyl)-glycine ethyl ester；N-(N-Benzyloxycarbonyl-D-phenylalanyl)-glycin-aethylester；Z-D-Phe-Gly-OC2H5；ethyl 2-[[(2R)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]acetate
• CAS: 5845-45-4
• 化学式: C₂₁H₂₄N₂O₅
• 分子量: 384.432
• InChiKey: VJZPGAICPGGHTL-GOSISDBHSA-N

物化性质

• 沸点：
  605.0±55.0 °C(Predicted)
• 密度：
  1.199±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Z-D-Phe-Gly-OEt 生成 N-(N-benzyloxycarbonyl-D-phenylalanyl)-glycine
  参考文献：
  名称：

  Behrens; Doherty; Bergmann, Journal of Biological Chemistry, 1940, vol. 136, p. 61,64

  摘要：

  DOI：
• 作为产物：
  描述：

  N-苄氧羰基-D-苯丙氨酸 在 1-羟基苯并三唑 、 三乙胺 、 N,N'-二异丙基碳二亚胺 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 36.0h， 生成 Z-D-Phe-Gly-OEt
  参考文献：
  名称：

  HMDO-Promoted Peptide and Protein Synthesis in Ionic Liquids

  摘要：

  Hexamethyldisiloxane (HMDO) has been developed to efficiently promote the metal-free direct coupling of an amino function of one cysteine-free peptide or protein and a C-terminal thioester of the second peptide in ionic liquids. The amide-coupling reaction proceeds smoothly under mild conditions to afford the corresponding products in good to excellent yields (63-94%). Peptide couplings were also achieved using in-situ-generated thioesters by the thioesterification of oxo esters.

  DOI：

  10.1021/jo400797t

文献信息

• An Improvement of the Anderson Test by the Use of High Performance Liquid Chromatography
  作者：Toshifumi Miyazawa、Takashi Yamada、Shigeru Kuwata

  DOI：10.1246/bcsj.61.606

  日期：1988.2

  replacement of the N-benzyloxycarbonyl (Z) group in the Anderson peptide (Z–Gly–L/D–Phe–Gly–OEt) by Z–L-Ala and the subsequent separation of the diastereomers of the resulting tetrapeptide by reversed-phase HPLC offer a more convenient version with higher accuracy to the original Anderson test for studying racemization in peptide synthesis.

  用 Z-L-Ala 替换安德森肽 (Z-Gly-L/D-Phe-Gly-OEt) 中的 N-苄氧羰基 (Z) 基团，随后通过反向-相 HPLC 提供了一个更方便、精度更高的版本，用于研究肽合成中的外消旋化的原始 Anderson 测试。
• HMDO-Promoted Peptide and Protein Synthesis in Ionic Liquids
  作者：Jianli Duan、Yao Sun、Hao Chen、Guofu Qiu、Haibing Zhou、Ting Tang、Zixin Deng、Xuechuan Hong

  DOI：10.1021/jo400797t

  日期：2013.7.19

  Hexamethyldisiloxane (HMDO) has been developed to efficiently promote the metal-free direct coupling of an amino function of one cysteine-free peptide or protein and a C-terminal thioester of the second peptide in ionic liquids. The amide-coupling reaction proceeds smoothly under mild conditions to afford the corresponding products in good to excellent yields (63-94%). Peptide couplings were also achieved using in-situ-generated thioesters by the thioesterification of oxo esters.
• Behrens; Doherty; Bergmann, Journal of Biological Chemistry, 1940, vol. 136, p. 61,64
  作者：Behrens、Doherty、Bergmann

  DOI：——

  日期：——