CuPhe2

• 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: CuPhe2
• 英文别名: Cu(phenylalanine)₂；trans-(bis(L-phenylalaninato) copper(II))；bis(S-phenylalaninato)copper(II)；Cu(L-phenylalaninate)2；trans-bis(amino acidato)copper(II) complex of L-phenylalanine；[Cu(phenylalanine(-1H))2]；copper;(2S)-2-amino-3-phenylpropanoate
• 化学式: C₁₈H₂₀CuN₂O₄
• 分子量: 391.914
• InChiKey: HALNNQZLOVPSEG-QXGOIDDHSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -1.39
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  CuPhe2 、 3,3',4,5,5'-pentamethyl-4'-ethyl-2,2'-dipyrrolylmethene 以 N,N-二甲基甲酰胺 为溶剂， 生成 [Cu(phenylalanine(-1H))(3,3',4,5,5'-pentamethyl-4'-ethyl-2,2'-dipyrrolylmethene(-1H))]
  参考文献：
  名称：

  Coordination interactions of alkyl-substituted 2,2′-dipyrrolylmethene derivatives with copper(II) aminoacid complexes

  摘要：

  Using the method of electron spectroscopy we showed that reaction of alkyl-substituted 2,2'-dipyrrolylmethene derivatives with copper(II) aminoacid complexes led to the formation of heteroligand complexes with two chelated metallocycles forming their coordination sphere. Formation constants of the heteroligand complexes were established and their interrelations with the structure of the aminoacid residue side group were elucidated. It was found that alongside the ability to the primary solvolytic dissociation of aminoacid complex, the main effect on the formation of combined coordination sphere of the chelate is defined by the steric factor depending on the structure of substituent in the aminoacid.

  DOI：

  10.1134/s1070363209030232
• 作为产物：
  描述：

  copper(II) choride dihydrate 、 L-苯丙氨酸 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 24.5h， 以45%的产率得到CuPhe2
  参考文献：
  名称：

  配体手性中心的绝对构型对平面正方形含苯基双（N，O）铜（II）螯合物的结构的影响

  摘要：

  发现苯基取代基（R或S）的手性中心的绝对构型可能是双-（N，O）铜（II）螯合物中平面正方形结构变化的原因。此外，我们发现平面正方形含苯基的配合物[Cu（S -phe）2 ]（1）和[Cu（S -phe）（R -phe）]（2（2'））在红外光谱和XRD的中波区域。 通过量子化学建模方法（方法M06 / 6-311 + G（d）），[Cu（S -phe）2 ]和[Cu（S -phe）（R -phe）]配合物的红外光谱进行了模拟，并安装了最佳最佳构象者。发现螯合铜（II）配合物1-2（2'）的IR光谱和XRD的差异是由于含苯基配体的影响引起的，并且比具有脂族配体的配合物更明显。 结果表明，螯合物环的正方形平面构架向“浴”或“椅子”结构的扭曲是由配体的手性中心（R或S）的绝对构型决定的，并且还取决于轴向或轴向的构型。配体在空间中的赤道取向。

  DOI：

  10.1016/j.molstruc.2021.130303

文献信息

• Novel asymmetric synthesis of spiroindene-1,3dione-pyrrolidines via CoII/amino acids complex catalysed asymmetric 1,3-dipolar cycloaddition of azomethine ylides and 2-arylidenindane-1,3-diones
  作者：Bilel Bdiri、Zhi-Ming Zhou

  DOI：10.1016/j.tetlet.2017.10.060

  日期：2017.12

  Cobalt II(l-phenylalanine)2 was used effectively for the first time in a catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides with 2-arylidenindane-1,3-diones, affording a series of novel spiropyrrolidine derivatives with good to high yields (up to 90%), excellent diastereoselectivities (only exo’-3 were detected), and good enantioselectivities (up to 87% ee).

  钴II（1-苯丙氨酸）2首次有效地用于偶氮甲亚胺与2-arylidenindane-1,3-diones的催化不对称1,3-偶极环加成反应，提供了一系列新颖的螺吡咯烷衍生物产率（高达90％），出色的非对映选择性（仅检测到exo'- 3）和良好的对映选择性（高达87％ee）。
• A Trapped Intermediate in the Copper(II)-Mediated Template Synthesis of an Amino Acid-Containing Ligand
  作者：Nydia D. Villanueva、Jeffrey R. Bocarsly、Joseph W. Ziller

  DOI：10.1021/ic961409l

  日期：1997.9.1

  has been widely exploited for the synthesis of nitrogen macrocycles, sepulchrates, and linear tetradentate ligands is the template-directed Mannich condensation of carbon acid and aldehyde equivalents with amines. In the course of investigating the copper(II) template-directed synthesis of linear tetradentate amino acid-containing ligands for the design and synthesis of double-strand DNA cleavage agents

  过渡金属离子模板反应已被广泛地用于合成氮大环化合物，Selpulrates和线性四齿配体，该反应是模板导向的Mannich缩合的碳酸和醛当量与胺的缩合反应。在研究铜（II）模板指导的线性四齿氨基酸配体的定向合成以设计和合成双链DNA裂解剂的过程中，我们已经捕获并表征了模板反应中的中间体。双（苯丙氨酸基）铜（II）与甲醛和硝基乙烷的缩合反应生成带有硝基取代基的前体复合物，还原后在晶体学上表征为（（2S）-5-氨基-2-苄基-6-羟基-5- 3-氮杂己酸甲酯）铜（II）（空间群P2（1）2（1）2（1），a = 9.0066（5）Å，b = 11.1040（6）Å，c = 16.009（2）Å，alpha = beta =伽马= 90.0度，Z = 4，R（1）= 0.0265，wR（2）= 0.0612）。对前体配合物以及前体和产物配体的NMR研究表明，模板化的配体各自仅包含一个苯基苯丙氨酸
• Process to obtain new mixed copper aminoacidate complexes from phenanthrolines and their alkyl derivatives to be used as anticancerigenic agents
  申请人：UNIVERSIDAD NACIONAL AUTONOMA DE MEXICO

  公开号：EP0434445A2

  公开（公告）日：1991-06-26

  This invention refers to a process to obtain new mixed copper aminoacidates from phenanthrolines and their alkyl derivates of an aromatic type to be used as anticancerigenic, agents preferably with a therapeutic use for the treatment of liquid and solid cancerigenic tumours such as leukemia. The complexes obtained are of the [Cu (N-N) (N-O)]⁺⁻ NO₃ type in which the N-N ligand corresponds to 4, 7-dimethyl-1, 10 phenanthroline and the N-O ligand preferably correponds to one of the aminoacidates such as tyrosine-alaninate, treoninate, triptophanate, valinate, isoleucinate, cisteinate, diglycinate, phenylalaninate, glycinate, hystidinate, serinate, tyrosinate, aspartate, alaninate and phenylalaninate. The process is characterized because it includes the following steps: making an aqueous solution based on an aliphatic alcohol and 4, 7-dimethyl-1, 10 phenanthroline react with a copper complex preferably CuNO₃5H₂O at room temperature, and immediately after making the obtained product react in an aqueous aminoacidate solution adjusting a slightly alkaline pH.

  本发明涉及一种从菲罗啉及其芳香族烷基衍生物中获得新的混合氨基酸铜的工艺，该工艺可用作抗癌剂，优选用于治疗液态和固态致癌肿瘤，如白血病。所获得的配合物为[Cu (N-N) (N-O)]⁺- NO₃型，其中 N-N 配体对应于 4，7-二甲基-1，10-菲罗啉，N-O 配体最好对应于氨基酸盐之一，如酪氨酸丙氨酸盐、曲安酸盐、三色氨酸盐、氨酸、三色氨酸、缬氨酸、异亮氨酸、肌氨酸、二甘氨酸、苯丙氨酸、甘氨酸、胱氨酸、丝氨酸、酪氨酸、天门冬氨酸、丙氨酸和苯丙氨酸。该工艺的特点是包括以下步骤：在室温下，使基于脂肪醇和 4，7-二甲基-1，10-菲罗啉的水溶液与铜络合物（最好是 CuNO₃5H₂O）反应，然后立即使得到的产物在调节 pH 值为微碱性的氨基酸水溶液中反应。
• Compositions and methods for treatment of psoriasis
  申请人：Patt M. Leonard

  公开号：US20050197282A1

  公开（公告）日：2005-09-08

  A method for treating psoriasis of the skin of a patient employs topically applying to the affected skin a composition comprising at least one peptide copper complex. In other embodiments, the present invention is directed to such a method where the composition used therefor further comprises certain disclosed active agents, including active drug and active cosmetic substances. In a related aspect, further embodiments of the present invention are directed to compositions comprising at least one peptide copper complex and certain active drug and active cosmetic substances that render the compositions particularly effective in treating psoriasis.

  一种治疗患者皮肤银屑病的方法，是将一种包含至少一种肽铜复合物的组合物局部涂抹在患处皮肤上。在其他实施方案中，本发明涉及这样一种方法，其中使用的组合物进一步包含某些已公开的活性剂，包括活性药物和活性化妆品物质。在一个相关方面，本发明的进一步实施方案涉及包含至少一种肽铜复合物和某些活性药物和活性化妆品物质的组合物，这些组合物使其在治疗牛皮癣方面特别有效。
• Encapsulated peptide copper complexes and compositions and methods related thereto
  申请人：Patt M. Leonard

  公开号：US20050260275A1

  公开（公告）日：2005-11-24

  This invention relates to compositions comprising encapsulated peptide copper complexes, and, additionally, to such compositions formulated for use as pharmaceutical and cosmetic products, as well as to medical devices that comprise such compositions.

  本发明涉及包含封装肽铜复合物的组合物，此外，还涉及配制成药物和化妆品使用的此类组合物，以及包含此类组合物的医疗器械。