Boc-L-Phe-L-Val-L-Phe-OH | 1187053-32-2

• 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: Boc-L-Phe-L-Val-L-Phe-OH
• 英文别名: boc-phe-val-phe-OH；(2S)-2-[[(2S)-3-methyl-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]butanoyl]amino]-3-phenylpropanoic acid
• CAS: 1187053-32-2
• 化学式: C₂₈H₃₇N₃O₆
• 分子量: 511.618
• InChiKey: OGUWIPOGTWMYAI-VABKMULXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  37
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  BOC-L-苯丙氨酸 在 palladium on activated charcoal 、 氢气 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 Boc-L-Phe-L-Val-L-Phe-OH
  参考文献：
  名称：

  Hybrid Peptide-Alkoxyamine Drugs: A Strategy for the Development of a New Family of Antiplasmodial Drugs

  摘要：

  The emergence and spread of drug-resistant Plasmodium falciparum parasites shed a serious concern on the worldwide control of malaria, the most important tropical disease in terms of mortality and morbidity. This situation has led us to consider the use of peptide-alkoxyamine derivatives as new antiplasmodial prodrugs that could potentially be efficient in the fight against resistant malaria parasites. Indeed, the peptide tag of the prodrug has been designed to be hydrolysed by parasite digestive proteases to afford highly labile alkoxyamines drugs, which spontaneously and instantaneously homolyse into two free radicals, one of which is expected to be active against P. falciparum. Since the parasite enzymes should trigger the production of the active drug in the parasite’s food vacuoles, our approach is summarized as “to dig its grave with its fork”. However, despite promising sub-micromolar IC50 values in the classical chemosensitivity assay, more in-depth tests evidenced that the anti-parasite activity of these compounds could be due to their cytostatic activity rather than a truly anti-parasitic profile, demonstrating that the antiplasmodial activity cannot be based only on measuring antiproliferative activity. It is therefore imperative to distinguish, with appropriate tests, a genuinely parasiticidal activity from a cytostatic activity.

  DOI：

  10.3390/molecules29061397

文献信息

• Fabrication of Luminescent CdS Nanoparticles on Short-Peptide-Based Hydrogel Nanofibers: Tuning of Optoelectronic Properties
  作者：Goutam Palui、Jayanta Nanda、Sudipta Ray、Arindam Banerjee

  DOI：10.1002/chem.200900149

  日期：2009.7.13

  the presence of CdS nanoparticles in a well‐defined array on the gel nanofibers. This is a convenient way to make organic nanofiber–inorganic nanoparticle hybrid nanocomposite systems. The size of the CdS nanoparticles remains almost same before and after deposition on the gel nanofiber. Photoluminescence (PL) measurement of the CdS nanoparticles upon deposition on the gel nanofibers shows a significant

  pH诱导的三种合成三肽在水介质中的自组装被用于固定发光的CdS纳米粒子。当在碱性pH值（pH 11.0-13.0）下在水性介质中凝胶化时，这些肽形成纳米原纤维网络结构，并且在凝胶纳米纤维上制备CdS纳米颗粒赋予这些凝胶发光特性。原子力显微镜，场发射扫描电子显微镜和高分辨率透射电子显微镜清楚地揭示了凝胶纳米纤维上以明确定义的阵列形式存在的CdS纳米粒子。这是制造有机纳米纤维-无机纳米颗粒杂化纳米复合材料系统的便捷方法。在凝胶纳米纤维上沉积前后，CdS纳米粒子的大小几乎保持不变。沉积在凝胶纳米纤维上后，CdS纳米颗粒的光致发光（PL）测量显示纳米颗粒的发射光谱发生了明显的蓝移，并且固定在不同的凝胶纳米原纤维上后，CdS纳米颗粒的PL间隙能量发生了显着变化。该发现表明，在凝胶纳米纤维上沉积时，可以调节CdS纳米粒子的光电性能，而无需改变纳米粒子的尺寸。