tert-butyl 12-(3-{bis[2-(diphenylphosphino)ethyl]amino}-3-oxopropyl)-2,2-dimethyl-4,7,10,13-tetraoxo-3-oxa-5,8,11,14-tetraazahexadecan-16-oate | 1472004-39-9

• 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
• 英文名称: tert-butyl 12-(3-{bis[2-(diphenylphosphino)ethyl]amino}-3-oxopropyl)-2,2-dimethyl-4,7,10,13-tetraoxo-3-oxa-5,8,11,14-tetraazahexadecan-16-oate
• 英文别名: tert-butyl 2-[[(2S)-5-[bis(2-diphenylphosphanylethyl)amino]-2-[[2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]acetyl]amino]-5-oxopentanoyl]amino]acetate
• CAS: 1472004-39-9
• 化学式: C₄₈H₆₁N₅O₈P₂
• 分子量: 897.989
• InChiKey: QYMDORWAGUEKOS-FAIXQHPJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  63
• 可旋转键数：
  25
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  172
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tert-butyl 12-(3-{bis[2-(diphenylphosphino)ethyl]amino}-3-oxopropyl)-2,2-dimethyl-4,7,10,13-tetraoxo-3-oxa-5,8,11,14-tetraazahexadecan-16-oate 在 氧气 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以100%的产率得到tert-butyl 12-(3-{bis[2-(diphenylphosphoryl)ethyl]amino}-3-oxopropyl)-2,2-dimethyl-4,7,10,13-tetraoxo-3-oxa-5,8,11,14-tetraazahexadecan-16-oate
  参考文献：
  名称：

  A Bis(phosphine)-Modified Peptide Ligand for Stable and Luminescent Quantum Dots in Aqueous Media

  摘要：

  We describe a new class of ligands for semiconductor nanoparticles (quantum dots = QDs), which bind well and allow for their facile dissolution in aqueous solution. As a proof of principle, we have designed and synthesized a novel bis(phosphine)-modified peptide (BPMP) and shown that it has the ability to solubilize quantum dots in aqueous media. We further showed that the corresponding phosphine oxide derivatives of these new ligands are less good at solubilizing the quantum dots. These new bis(phosphine)-modified peptide ligands are easy to prepare and may well replace thiol-containing binding sequences in functionalized peptides for quantum dot coating, potentially resulting in quantum dots with higher quantum yields.

  DOI：

  10.1055/s-0033-1339340
• 作为产物：
  描述：

  Boc-甘氨酰甘氨酸 在 5%-palladium/activated carbon 、 氢气 、 氯甲酸乙酯 、 1-羟基苯并三唑 、 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 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 98.5h， 生成 tert-butyl 12-(3-{bis[2-(diphenylphosphino)ethyl]amino}-3-oxopropyl)-2,2-dimethyl-4,7,10,13-tetraoxo-3-oxa-5,8,11,14-tetraazahexadecan-16-oate
  参考文献：
  名称：

  A Bis(phosphine)-Modified Peptide Ligand for Stable and Luminescent Quantum Dots in Aqueous Media

  摘要：

  We describe a new class of ligands for semiconductor nanoparticles (quantum dots = QDs), which bind well and allow for their facile dissolution in aqueous solution. As a proof of principle, we have designed and synthesized a novel bis(phosphine)-modified peptide (BPMP) and shown that it has the ability to solubilize quantum dots in aqueous media. We further showed that the corresponding phosphine oxide derivatives of these new ligands are less good at solubilizing the quantum dots. These new bis(phosphine)-modified peptide ligands are easy to prepare and may well replace thiol-containing binding sequences in functionalized peptides for quantum dot coating, potentially resulting in quantum dots with higher quantum yields.

  DOI：

  10.1055/s-0033-1339340

文献信息

• A Bis(phosphine)-Modified Peptide Ligand for Stable and Luminescent Quantum Dots in Aqueous Media
  作者：Michael Jung、Michael Trzoss、James Tsay、Shimon Weiss

  DOI：10.1055/s-0033-1339340

  日期：——

  We describe a new class of ligands for semiconductor nanoparticles (quantum dots = QDs), which bind well and allow for their facile dissolution in aqueous solution. As a proof of principle, we have designed and synthesized a novel bis(phosphine)-modified peptide (BPMP) and shown that it has the ability to solubilize quantum dots in aqueous media. We further showed that the corresponding phosphine oxide derivatives of these new ligands are less good at solubilizing the quantum dots. These new bis(phosphine)-modified peptide ligands are easy to prepare and may well replace thiol-containing binding sequences in functionalized peptides for quantum dot coating, potentially resulting in quantum dots with higher quantum yields.