L-丙氨酸,L-丙氨酰-L-丙氨酰-L-丙氨酰-L-丙氨酰-L-丙氨酰-L-丙氨酰- | 103508-54-9

• 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
• 中文名称: L-丙氨酸,L-丙氨酰-L-丙氨酰-L-丙氨酰-L-丙氨酰-L-丙氨酰-L-丙氨酰-
• 英文名称: AAAAAAA
• 英文别名: Ala7；H-Ala-Ala-Ala-Ala-Ala-Ala-Ala-OH；Hexaalanyl-alanin-(7L)；5'-d(AAA AAA A)-3'；(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-aminopropanoyl]amino]propanoyl]amino]propanoyl]amino]propanoyl]amino]propanoyl]amino]propanoyl]amino]propanoic acid
• CAS: 103508-54-9
• 化学式: C₂₁H₃₇N₇O₈
• 分子量: 515.567
• InChiKey: HHSZNYSHUHHHLF-DXCABUDRSA-N

物化性质

• 沸点：
  1026.9±65.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -4.5
• 重原子数：
  36
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  238
• 氢给体数：
  8
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  甲醇 、 L-丙氨酸,L-丙氨酰-L-丙氨酰-L-丙氨酰-L-丙氨酰-L-丙氨酰-L-丙氨酰- 在 盐酸 、 乙酸酐 作用下， 以 水 为溶剂， 反应 2.0h， 生成 AAAAAAA
  参考文献：
  名称：

  过渡金属离子配位对聚丙氨酸碰撞诱导解离的影响

  摘要：

  电喷雾电离后，在高容量四极离子阱中分析了过渡金属-聚丙氨酸配合物。聚丙氨酸没有极性氨基酸侧链来配位金属离子，因此可以探讨金属离子与肽主链的相互作用。由与第一行过渡金属Cr（III），Fe（II），Fe（III），Co（II），Ni（II），Cu（I）和Cu（II）的盐混合的肽产生的正模质谱）产生单电荷和双电荷的金属离子。这些前体离子会发生碰撞诱导解离（CID），几乎只产生金属化的N末端产物离子，其类型和相对丰度取决于过渡金属的身份。例如，Cr（III）阳离子化的肽产生的CID光谱很复杂，并具有一些中性损失，Fe（III）阳离子化的肽解离生成强的非金属化产物。Cu（II）的添加显示出最大的测序前景。从单电荷和双电荷的铜-庚丙氨酸离子[M + Cu-H]的CID获得的光谱+和[M + Cu] 2+是互补的，在一起提供每个残基的裂解，没有中性损失。（这与七丙氨酸的[M + H] +相反，后者的C

  DOI：

  10.1002/jms.1992
• 作为产物：
  描述：

  Fmoc-L-丙氨酸 生成 L-丙氨酸,L-丙氨酰-L-丙氨酰-L-丙氨酰-L-丙氨酰-L-丙氨酰-L-丙氨酰-
  参考文献：
  名称：

  Structure and Dynamics of the Homologous Series of Alanine Peptides:  A Joint Molecular Dynamics/NMR Study

  摘要：

  The phi,psi backbone angle distribution of small homopolymeric model peptides is investigated by a joint molecular dynamics (MD) simulation and heteronuclear NMR study. Combining the accuracy of the measured scalar coupling constants and the atomistic detail of the all-atom MD simulations with explicit solvent, the thermal populations of the peptide conformational states are determined with an uncertainty of < 5 %. Trialanine samples mainly (similar to 90%) a poly-L-proline II helix-like structure, some (similar to 10%) beta extended structure, but no alpha(R) helical conformations. No significant change in the distribution of conformers is observed with increasing chain length (Ala(3) to Ala(7)). Trivaline samples all three major conformations significantly. Tryglycine samples the four corner regions of the Ramachandran space and exists in a slow conformational equilibrium between the cis and trans conformation of peptide bonds. The backbone angle distribution was also studied for the segment Ala(3) surrounded by either three or eight amino acids on both N- and C-termini from a sequence derived from the protein hen egg white lysozyme. While the conformational distribution of the central three alanine residues in the 9mer is similar to that for the small peptides Ala(3)-Ala(7,) major differences are found for the 19mer, which significantly (30-40%) samples alpha(R) helical stuctures.

  DOI：

  10.1021/ja0660406

文献信息

• Mechanism study on the Oligomerization of Amino Acids into Peptides by Phosphorus Trichloride
  作者：Wenjie Zhao、Dongxin Zhao、Kui Lu

  DOI：10.1080/10426500701807467

  日期：2008.1.14

  As treated by phosphorus trichloride, amino acids could oligomerize into polypeptides. Based on the results obtained by 31P-NMR and ESI-MS/MS, a possible reaction mechanism was proposed. The mechanism might undergo a penta-coordinated phosphorus intermediat. The activated amino acid was a five-membered cyclic penta-coordinated phosphorus intermediate. The nucleophilic attack of the amino group from

  经三氯化磷处理后，氨基酸可寡聚化为多肽。基于31P-NMR和ESI-MS/MS的结果，提出了可能的反应机理。该机制可能会经历五配位的磷中间体。活化的氨基酸是五元环状五配位磷中间体。氨基酸或肽的氨基对中间体羰基的亲核攻击导致肽的形成并释放出一当量的二氯化磷酸。反应序列的重复产生了一系列寡肽。
• Silicon-based hydrophobic tags applied in liquid-phase peptide synthesis: protected DRGN-1 and poly alanine chain synthesis
  作者：An Wu、Isai Ramakrishna、Tomohiro Hattori、Hisashi Yamamoto

  DOI：10.1039/d2ob01795d

  日期：——

  installing them at the C-terminal of peptides to increase the solubility in organic solvents and the reactivity of the peptides during liquid-phase peptide synthesis (LPPS). They comprise a siloxy group containing tag and an arylsilyl group containing tag. The hydrophobicity of these tags is much greater than those of previously reported examples. The siloxy group containing tag is compatible with Fmoc-deprotection

  开发了两种新的可回收硅基疏水标签，用于将它们安装在肽的 C 端，以增加在有机溶剂中的溶解度和液相肽合成 (LPPS) 过程中肽的反应性。它们包含含有甲硅烷氧基的标签和含有芳基甲硅烷基的标签。这些标签的疏水性比以前报道的例子要大得多。含有甲硅烷氧基的标签与Fmoc-脱保护条件（Fmoc-化学）和氢化条件（Cbz-化学）相容，而含有芳基甲硅烷基的标记对Fmoc-脱保护条件（Fmoc-化学）和Boc-脱保护条件具有抗性（ Boc-化学）。使用含甲硅烷氧基的标签，受保护的 DRGN-1，采用线性合成结合一个收敛合成步骤成功制备了含有14个氨基酸残基的多肽。使用含有芳基甲硅烷基的标签，合成了含有 7 个丙氨酸残基的聚丙氨酸链。含有芳基甲硅烷基的标签也可以安装在 N 端，以将肽从 N 端延伸到 C 端。在这些硅基标签的帮助下，每一步的产率和产品在有机溶剂中的溶解度都非常好。
• Structure and Dynamics of the Homologous Series of Alanine Peptides:  A Joint Molecular Dynamics/NMR Study
  作者：Jürgen Graf、Phuong H. Nguyen、Gerhard Stock、Harald Schwalbe

  DOI：10.1021/ja0660406

  日期：2007.2.1

  The phi,psi backbone angle distribution of small homopolymeric model peptides is investigated by a joint molecular dynamics (MD) simulation and heteronuclear NMR study. Combining the accuracy of the measured scalar coupling constants and the atomistic detail of the all-atom MD simulations with explicit solvent, the thermal populations of the peptide conformational states are determined with an uncertainty of < 5 %. Trialanine samples mainly (similar to 90%) a poly-L-proline II helix-like structure, some (similar to 10%) beta extended structure, but no alpha(R) helical conformations. No significant change in the distribution of conformers is observed with increasing chain length (Ala(3) to Ala(7)). Trivaline samples all three major conformations significantly. Tryglycine samples the four corner regions of the Ramachandran space and exists in a slow conformational equilibrium between the cis and trans conformation of peptide bonds. The backbone angle distribution was also studied for the segment Ala(3) surrounded by either three or eight amino acids on both N- and C-termini from a sequence derived from the protein hen egg white lysozyme. While the conformational distribution of the central three alanine residues in the 9mer is similar to that for the small peptides Ala(3)-Ala(7,) major differences are found for the 19mer, which significantly (30-40%) samples alpha(R) helical stuctures.
• Effects of transition metal ion coordination on the collision-induced dissociation of polyalanines
  作者：Heather M. Watson、John B. Vincent、Carolyn J. Cassady

  DOI：10.1002/jms.1992

  日期：2011.11

  analyzed in a high‐capacity quadrupole ion trap after electrospray ionization. Polyalanines have no polar amino acid side chains to coordinate metal ions, thus allowing the effects metal ion interaction with the peptide backbone to be explored. Positive mode mass spectra produced from peptides mixed with salts of the first row transition metals Cr(III), Fe(II), Fe(III), Co(II), Ni(II), Cu(I), and Cu(II)

  电喷雾电离后，在高容量四极离子阱中分析了过渡金属-聚丙氨酸配合物。聚丙氨酸没有极性氨基酸侧链来配位金属离子，因此可以探讨金属离子与肽主链的相互作用。由与第一行过渡金属Cr（III），Fe（II），Fe（III），Co（II），Ni（II），Cu（I）和Cu（II）的盐混合的肽产生的正模质谱）产生单电荷和双电荷的金属离子。这些前体离子会发生碰撞诱导解离（CID），几乎只产生金属化的N末端产物离子，其类型和相对丰度取决于过渡金属的身份。例如，Cr（III）阳离子化的肽产生的CID光谱很复杂，并具有一些中性损失，Fe（III）阳离子化的肽解离生成强的非金属化产物。Cu（II）的添加显示出最大的测序前景。从单电荷和双电荷的铜-庚丙氨酸离子[M + Cu-H]的CID获得的光谱+和[M + Cu] 2+是互补的，在一起提供每个残基的裂解，没有中性损失。（这与七丙氨酸的[M + H] +相反，后者的C