Cbz-[(4-aminoisobutanoyl)2-(1-Boc-4-aminopiperidine-4-carbonyl)]2-(4-aminoisobutanoyl)2-OMe | 1005006-92-7

• 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: Cbz-[(4-aminoisobutanoyl)2-(1-Boc-4-aminopiperidine-4-carbonyl)]2-(4-aminoisobutanoyl)2-OMe
• 英文别名: Cbz-[Aib2-Api(Boc)]2-Aib2-OMe；Tert-butyl 4-[[1-[[1-[[4-[[1-[(1-methoxy-2-methyl-1-oxopropan-2-yl)amino]-2-methyl-1-oxopropan-2-yl]carbamoyl]-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]carbamoyl]-4-[[2-methyl-2-[[2-methyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]propanoyl]amino]piperidine-1-carboxylate
• CAS: 1005006-92-7
• 化学式: C₅₅H₈₈N₁₀O₁₅
• 分子量: 1129.36
• InChiKey: UIUDYEFJECKVDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  80
• 可旋转键数：
  24
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  327
• 氢给体数：
  8
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  Cbz-[(4-aminoisobutanoyl)2-(1-Boc-4-aminopiperidine-4-carbonyl)]2-(4-aminoisobutanoyl)2-OMe 在 palladium 10% on activated carbon 、 氢气 作用下， 生成 H-[Aib2-Api(Boc)]2-Aib2-OMe
  参考文献：
  名称：

  Ousaka, Naoki; Sato, Tomohiro; Kuroda, Reiko, Journal of the American Chemical Society, 2009, vol. 131, p. 3820 - 3821

  摘要：

  DOI：
• 作为产物：
  描述：

  、 Z-Aib-Aib-OH 在 N-羟基-7-氮杂苯并三氮唑 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 反应 96.33h， 以0.35 g的产率得到Cbz-[(4-aminoisobutanoyl)2-(1-Boc-4-aminopiperidine-4-carbonyl)]2-(4-aminoisobutanoyl)2-OMe
  参考文献：
  名称：

  Intramolecular Crosslinking of an Optically Inactive 3₁₀-Helical Peptide:  Stabilization of Structure and Helix Sense

  摘要：

  Cooperative structural stabilization and the deceleration of chirality interconversion of an octapeptide helix are achieved by a single intramolecular side-chain crosslinking, as revealed by X-ray crystallography, H-1 NMR spectroscopy, and computational analyses. The helical inversion is slow on the NMR time scale even at 80 degrees C. This is the first case of decelerated chirality inversion for helices based on the biological backbone, and the sequence -Api-Alb(2)-Api- bridged with p-phenylenediacetic acid may serve as a key structural unit for the design of optically active peptides composed of only achiral building blocks and/or a variety of peptides with enhanced structural rigidity.

  DOI：

  10.1021/ja077857h

文献信息

• Decelerated chirality interconversion of an optically inactive 310-helical peptide by metal chelation
  作者：Naoki Ousaka、Norihiko Tani、Ryo Sekiya、Reiko Kuroda

  DOI：10.1039/b803080d

  日期：——

  A dynamically optically inactive 310-helical peptide possessing metal chelating ability between the side-chains at the i and i + 3th residues was synthesized, and its metal complexes were shown to stabilize the peptide structure and the helical sense.

  我们合成了一种动态光学非活性的 310 螺旋肽，其第 i 和 i + 3 个残基的侧链之间具有金属螯合能力，其金属复合物可稳定肽结构和螺旋感。