Z-(Aib)3-NHtBu | 875577-33-6

• 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-(Aib)3-NHtBu
• CAS: 875577-33-6
• 化学式: C₂₄H₃₈N₄O₅
• 分子量: 462.59
• InChiKey: YSQFWRKNFQAYBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  125.63
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Z-(Aib)3-NHtBu 在 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 Z-(Aib)4-NHtBu
  参考文献：
  名称：

  Gold Nanoclusters Protected by Conformationally Constrained Peptides

  摘要：

  The preparation and properties of a series of gold nanoclusters protected by thiolated peptides based on the alpha-aminoisobutyric acid (Aib) unit are described. The peptides were devised to form 0-3 C=(OH)-H-...-N intramolecular hydrogen bonds, as required by their 3(10)-helical structure. The monolayer-protected clusters (MPCs) were prepared, using a modified version of the two-phase Brust-Schiffrin preparation, and fully characterized with H-1 NMR spectrometry, IR and UV-vis absorption spectroscopies, transmission electron microscopy (TEM), thermogravimetric analysis (TGA), and X-ray photoelectron spectroscopy (XPS). The MPCs were obtained with core diameters in the range of 1.1 - 2.3 nm, depending on the reaction conditions. Structured peptides formed smaller clusters. The smallest MPC obtained is in agreement with the average formula Au(38)Pep(18). The results showed that the chemical integrity of the peptide is maintained upon monolayer formation and that the average number of peptide ligands per gold cluster is typically 75 - 85% the value calculated for alkanethiolate MPCs of similar sizes. The IR and NMR spectra indicated that in the monolayer the peptides are involved in both intra- and interligand C=(OH)-H-...-N hydrogen bonds.

  DOI：

  10.1021/ja0560581
• 作为产物：
  描述：

  [1-(1-tert-Butylcarbamoyl-1-methyl-ethylcarbamoyl)-1-methyl-ethyl]-carbamic acid benzyl ester 在 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 Z-(Aib)3-NHtBu
  参考文献：
  名称：

  Gold Nanoclusters Protected by Conformationally Constrained Peptides

  摘要：

  The preparation and properties of a series of gold nanoclusters protected by thiolated peptides based on the alpha-aminoisobutyric acid (Aib) unit are described. The peptides were devised to form 0-3 C=(OH)-H-...-N intramolecular hydrogen bonds, as required by their 3(10)-helical structure. The monolayer-protected clusters (MPCs) were prepared, using a modified version of the two-phase Brust-Schiffrin preparation, and fully characterized with H-1 NMR spectrometry, IR and UV-vis absorption spectroscopies, transmission electron microscopy (TEM), thermogravimetric analysis (TGA), and X-ray photoelectron spectroscopy (XPS). The MPCs were obtained with core diameters in the range of 1.1 - 2.3 nm, depending on the reaction conditions. Structured peptides formed smaller clusters. The smallest MPC obtained is in agreement with the average formula Au(38)Pep(18). The results showed that the chemical integrity of the peptide is maintained upon monolayer formation and that the average number of peptide ligands per gold cluster is typically 75 - 85% the value calculated for alkanethiolate MPCs of similar sizes. The IR and NMR spectra indicated that in the monolayer the peptides are involved in both intra- and interligand C=(OH)-H-...-N hydrogen bonds.

  DOI：

  10.1021/ja0560581

文献信息

• Effect of Orientation of the Peptide-Bridge Dipole Moment on the Properties of Fullerene–Peptide–Radical Systems
  作者：Luca Garbuio、Sabrina Antonello、Ivan Guryanov、Yongjun Li、Marco Ruzzi、Nicholas J. Turro、Flavio Maran

  DOI：10.1021/ja303696s

  日期：2012.6.27

  of peptide orientation on the spectral patterns, pointing to a specific interaction of one of the helical orientations with the C(60) moiety. Time-resolved EPR spectra show not only that for both systems triplet quenching by nitroxide induces spin polarization of the radical spin sublevels, but also that the coupling interaction can be either weak or strong depending on the orientation of the peptide

  我们合成了两个系列的化合物，其中氮氧自由基和富勒烯 C(60) 部分被包含两个分子内 C=O…HN 氢键的 3(10)-螺旋肽桥隔开。通过切换富勒烯和氮氧化物相对于肽氮和碳末端的位置，可以逆转所得分子偶极矩的方向。由此产生的富勒烯-肽-自由基系统与其他相同的肽的行为进行了比较，但缺乏 C(60) 或自由基部分。电化学分析和化学氮氧还原实验表明，螺旋的偶极矩显着影响两个电活性基团的氧化还原性能。除了提供肽桥折叠螺旋构象的证据外，IR 和 NMR 结果突出了肽方向对光谱模式的强烈影响，指出其中一个螺旋方向与 C(60) 部分的特定相互作用。时间分辨 EPR 光谱不仅表明，对于这两个系统，氮氧化合物的三重态淬灭诱导了自由基自旋亚能级的自旋极化，而且耦合相互作用可以是弱的，也可以是强的，这取决于肽偶极子的方向。与二元组的概念相反，所研究的分子因此被更好地描述为富勒烯-肽-自由基系统，以强调桥的活性