L-leucyl-glycil-glycine methyl ester | 142956-18-1

• 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: L-leucyl-glycil-glycine methyl ester
• 英文别名: Leu-Gly-Gly-OMe；MeO-Gly-Gly-Leu-NH2；NH2-Leu-Gly-Gly-OMe；H-Leu-Gly-Gly-OMe；methyl 2-[[2-[[(2S)-2-amino-4-methylpentanoyl]amino]acetyl]amino]acetate
• CAS: 142956-18-1
• 化学式: C₁₁H₂₁N₃O₄
• 分子量: 259.305
• InChiKey: GYYMBCCODOUTRL-QMMMGPOBSA-N

物化性质

• 沸点：
  483.6±35.0 °C(Predicted)
• 密度：
  1.127±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  111
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  L-leucyl-glycil-glycine methyl ester 在 盐酸 、 一水合肼 、 三乙胺 、 亚硝酸异戊酯 作用下， 以 乙醇 为溶剂， 反应 60.75h， 生成 Nα-benzyloxycarbonyl-L-histydyl-L-histydyl-L-leucylglycylglycine hydrazide
  参考文献：
  名称：

  Masiukiewicz, E.; Rzeszotarska, B.; Szczerbaniewicz, J., Polish Journal of Chemistry, 1993, vol. 67, # 6, p. 1035 - 1041

  摘要：

  DOI：
• 作为产物：
  描述：

  HCl*H-Leu-Gly-Gly-OMe 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以500 mg的产率得到L-leucyl-glycil-glycine methyl ester
  参考文献：
  名称：

  Synthesis and hydrolytic stability of novel 3-[18F]fluoroethoxybis(1-methylethyl)silyl]propanamine-based prosthetic groups

  摘要：

  Two new silicon-based prosthetic groups, derived from 3-[ethoxybis(1-methylethyl)silyl]propanamine, have been prepared in good yields. These silicon groups bearing an acid or an azide group were coupled to a model tripeptide (Leu-Gly-Gly) either through a classical amide bond formation or through "click chemistry" via the Huisgen cycloaddition. The radiolabelling with fluorine-18 by substitution of the ethoxy group at silicon has been carried out with success in 51-54% decay corrected radiochemical yields. Radiolabelled peptides were easily prepared by direct F-18-fluorination of the silicon-bearing tripeptide or by coupling the peptide with a radiolabelled silicon-based prosthetic group. Their stabilities in physiological medium were studied and proved poor. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.01.011

文献信息

• A Novel Approach to the Preparation of Peptide-Oligonucleotide Conjugates
  作者：Janina Baraniak、Renata Kaczmarek、Wojciech Stec

  DOI：10.1055/s-0029-1217812

  日期：2009.9

  A novel approach to the synthesis of peptide-oligonucleotide conjugates (POC) based on the oxathiaphospholane chemistry has been developed. Peptide and oligonucleotide fragments, which were separately prepared, were linked postsynthetically by the functionalization of the peptide either by attachment of the oxathiaphospholane residue directly at the N-terminus or at the hydroxy group of the linker

  已经开发了一种基于氧硫杂磷烷化学合成肽-寡核苷酸偶联物 (POC) 的新方法。分别制备的肽和寡核苷酸片段通过肽的官能化在合成后连接，通过将氧硫杂磷杂环戊烷残基直接连接在 N 末端或连接到 N 末端的接头的羟基进行连接。基于 DBU 辅助的寡核苷酸羟基对肽氧硫杂磷烷衍生物中磷原子的亲核攻击，共轭反应提供了所需的 POC。
• Masiukiewicz, E.; Rzeszotarska, B.; Szczerbaniewicz, J., Polish Journal of Chemistry, 1993, vol. 67, # 6, p. 1035 - 1041
  作者：Masiukiewicz, E.、Rzeszotarska, B.、Szczerbaniewicz, J.、Cierniewski, Cz.

  DOI：——

  日期：——
• Synthesis and hydrolytic stability of novel 3-[18F]fluoroethoxybis(1-methylethyl)silyl]propanamine-based prosthetic groups
  作者：Eva Balentova、Charlotte Collet、Sandrine Lamandé-Langle、Françoise Chrétien、David Thonon、Joël Aerts、Christian Lemaire、André Luxen、Yves Chapleur

  DOI：10.1016/j.jfluchem.2011.01.011

  日期：2011.4

  Two new silicon-based prosthetic groups, derived from 3-[ethoxybis(1-methylethyl)silyl]propanamine, have been prepared in good yields. These silicon groups bearing an acid or an azide group were coupled to a model tripeptide (Leu-Gly-Gly) either through a classical amide bond formation or through "click chemistry" via the Huisgen cycloaddition. The radiolabelling with fluorine-18 by substitution of the ethoxy group at silicon has been carried out with success in 51-54% decay corrected radiochemical yields. Radiolabelled peptides were easily prepared by direct F-18-fluorination of the silicon-bearing tripeptide or by coupling the peptide with a radiolabelled silicon-based prosthetic group. Their stabilities in physiological medium were studied and proved poor. (C) 2011 Elsevier B.V. All rights reserved.