Tetraethyl-α,γ-bis-(L-Glutamyl-L-glutamat) | 159208-86-3

• 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: Tetraethyl-α,γ-bis-(L-Glutamyl-L-glutamat)
• 英文别名: H-Glu(1)-Glu(OEt)-OEt.N(1)Glu(OEt)-OEt；diethyl (2S)-2-[[(4S)-4-amino-5-[[(2S)-1,5-diethoxy-1,5-dioxopentan-2-yl]amino]-5-oxopentanoyl]amino]pentanedioate
• CAS: 159208-86-3
• 化学式: C₂₃H₃₉N₃O₁₀
• 分子量: 517.577
• InChiKey: RWILEZDVCZCUFP-ULQDDVLXSA-N

物化性质

• 沸点：
  686.0±55.0 °C(Predicted)
• 密度：
  1.179±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  36
• 可旋转键数：
  22
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  189
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Tetraethyl-α,γ-bis-(L-Glutamyl-L-glutamat) 在 palladium on activated charcoal 氢气 、 ammonium formate 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 11.0h， 生成 (S)-2-[(S)-2-[(S)-4-[(S)-1,3-Bis-((S)-1,3-bis-ethoxycarbonyl-propylcarbamoyl)-propylcarbamoyl]-2-(3-carboxy-propionylamino)-butyrylamino]-4-((S)-1,3-bis-ethoxycarbonyl-propylcarbamoyl)-butyrylamino]-pentanedioic acid diethyl ester
  参考文献：
  名称：

  The synthesis of immobilised chiral dendrimers

  摘要：

  对氨基酸手性树枝状聚合物的一锅合成方法表明，具有肽链的树枝状聚合物产量很高。利用这种合成策略，可以改变外围功能，也可以取代其他氨基酸，得到混合氨基酸树枝状聚合物。我们的树枝状聚合物是通过羧基衍生树枝状聚合物与氨基丙基改性二氧化硅的偶联方法实现固定化的。在一锅程序中使用 2-乙氧基-1-乙氧基-1,2-二氢喹啉可改善反应条件，从而获得含有大量树枝状聚合物的二氧化硅。固态核磁共振分析证实，树枝状聚合物与二氧化硅结合在一起，而且看起来结构完整。这些固定的手性树枝状聚合物构成了用于高效液相色谱的新型手性固定相。

  DOI：

  10.1039/b008597i
• 作为产物：
  描述：

  2-benzyloxycarbonylamino-pentanedioic acid diethyl ester 在 palladium on activated charcoal 吡啶 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 120.0h， 生成 Tetraethyl-α,γ-bis-(L-Glutamyl-L-glutamat)
  参考文献：
  名称：

  Dendrimers with tetrabenzoporphyrin cores: near infrared phosphors for in vivo oxygen imaging

  摘要：

  Pd complexes of tetrabenzoporphyrins (PdTBPs) are strong near infra-red phosphors, suitable for tissue oxygen imaging by phosphorescence quenching. For in vivo use, PdTBP phosphors have to be water-soluble and protected from interactions with biomacromolecules in the blood. An approach to the construction of biologically compatible PdTBP-phosphors based on dendritic encapsulation is proposed. A series of polyglutamic PdTBP-dendrimers was synthesized and their optical and quenching properties were studied. While retaining the excellent optical characteristics (lambda(max) (Q)=630 nm, phi(phos)=12%) of basic PdTBPs and in addition being highly water soluble. PdTBP-dendrimers still exhibit excessively high oxygen quenching constants (2000-3000 mmHg(-1)s(-1)) and form complexes with lipophilic proteins, such as serum albumin. Modification of the dendrimer periphery with polyethyleneglycol chains somewhat reduces the quenching constants but does not prevent binding of the phosphors to albumin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00432-0

文献信息

• Proteo-Dendrimers Designed for Complementary Recognition of Cytochromec: Dendrimer Architecture toward Nanoscale Protein Complexation
  作者：Dharam Paul、Hiroyuki Miyake、Satoshi Shinoda、Hiroshi Tsukube

  DOI：10.1002/chem.200501131

  日期：2006.2.1

  protein-protein recognition systems. Stability constants of the resulting supramolecular complexes were determined in phosphate buffer (pH 7) by monitoring the fluorescence quenching of the zinc porphyrinates. These proteo-dendrimer receptors exhibited higher affinities with cytochrome c proteins in aqueous solutions than with biological cytochrome b5. Furthermore, they effectively blocked complexation of biological

  开发了其中结合了聚阴离子七（谷氨酸），荧光卟啉锌锌，亲水性聚醚表面和非肽疏水性树突的“蛋白树状聚合物”，作为用于蛋白质识别的一系列新的合成受体。如在生物蛋白质-蛋白质识别系统中所观察到的，它们在其表面上具有聚阴离子“补丁”结构，并与带正电的细胞色素c补丁发生互补的静电相互作用。通过监测卟啉锌的荧光猝灭，在磷酸盐缓冲液（pH 7）中确定所得超分子复合物的稳定性常数。这些蛋白质树状大分子受体在水溶液中对细胞色素c蛋白的亲和力高于对生物细胞色素b5的亲和力。此外，
• WATER-SOLUBLE NANOPARTICLES
  申请人：The Trustees of the University of Pennsylvania

  公开号：US20140004048A1

  公开（公告）日：2014-01-02

  The invention relates to water-soluble nanoparticles and methods for making such nanoparticles. Specifically, the invention relates to dendrimerization to enhance the solubility of nanoparticles.

  本发明涉及水溶性纳米颗粒及其制备方法。具体而言，本发明涉及使用树状分子化学方法来增强纳米颗粒的溶解度。
• Twyman, L. J.; Beezer, A. E.; Esfand, R., Journal of Chemical Research, Miniprint, 1998, # 12, p. 3408 - 3460
  作者：Twyman, L. J.、Beezer, A. E.、Esfand, R.、Mathews, B. T.、Mitchell, J. C.

  DOI：——

  日期：——
• Methotrexate analogs. 10. Direct coupling of methotrexate and diethyl L-glutamate in the presence of peptide bond-forming reagents
  作者：Andre Rosowsky、Cheng-Sein Yu

  DOI：10.1021/jm00200a005

  日期：1978.2
• Glutamic Acid Dendrimers Attached to a Central Ferrocene Core:  Synthesis and Properties
  作者：Francis E. Appoh、Donald S. Thomas、Heinz-Bernhard Kraatz

  DOI：10.1021/ma050531d

  日期：2005.9.1

  The first synthesis of a series of glutamic acid based dendrimers having a central ferrocene core is described. The materials were fully characterized spectroscopically and display strong intramolecular H-bonding. This H-bonding can be disrupted with DMSO. The redox properties of the core are attenuated by the increase in the peptide dendritic sphere. But even at generation 6, there is communication between the exterior and the redox core.