4-(2-(((benzyloxy)carbonyl)amino)acetamido)-4-(2-carboxyethyl)heptanedioic acid | 671246-47-2

• 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: 4-(2-(((benzyloxy)carbonyl)amino)acetamido)-4-(2-carboxyethyl)heptanedioic acid
• 英文别名: 4-(2-Carboxyethyl)-4-[[2-(phenylmethoxycarbonylamino)acetyl]amino]heptanedioic acid
• CAS: 671246-47-2
• 化学式: C₂₀H₂₆N₂O₉
• 分子量: 438.434
• InChiKey: BRKYEZDLNXOMMR-UHFFFAOYSA-N

物化性质

• 熔点：
  113 °C
• 沸点：
  807.9±65.0 °C(Predicted)
• 密度：
  1.359±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  31
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  179
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-[2-(2-aminoethoxy)-ethoxy]ethoxy 2,3,4,6-tetra-O-acetyl-α-mannopyranoside 、 4-(2-(((benzyloxy)carbonyl)amino)acetamido)-4-(2-carboxyethyl)heptanedioic acid 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以84%的产率得到C₈₀H₁₁₉N₅O₄₂
  参考文献：
  名称：

  A Strategy for the Targeting of Photosensitizers. Synthesis, Characterization, and Photobiological Property of Porphyrins Bearing Glycodendrimeric Moieties

  摘要：

  This paper describes the conception, synthesis, and characterization of new tetrapyrrolic chromophores bearing glycodendrimeric moieties inducing a potential increase of tumor targeting by a cluster effect. Two families of monoglycodendrimeric photosensitizers bearing three glycosyl units were designed, prepared with an acceptable overall efficiency and characterized by NMR, UV-visible, and fluorescence spectroscopies. The polarity and log P were evaluated by HPLC and the stir-flask method, respectively. The in vitro photoefficiency against two human tumor cell lines was assessed. The presence of the glycodendrimeric group does not appear to increase the tumor in vitro targeting.

  DOI：

  10.1021/jo102185d
• 作为产物：
  描述：

  4-[2-(叔丁氧羰基)乙基]-4-氨基戊烷二甲酸二叔丁酯 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 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 4-(2-(((benzyloxy)carbonyl)amino)acetamido)-4-(2-carboxyethyl)heptanedioic acid
  参考文献：
  名称：

  A Strategy for the Targeting of Photosensitizers. Synthesis, Characterization, and Photobiological Property of Porphyrins Bearing Glycodendrimeric Moieties

  摘要：

  This paper describes the conception, synthesis, and characterization of new tetrapyrrolic chromophores bearing glycodendrimeric moieties inducing a potential increase of tumor targeting by a cluster effect. Two families of monoglycodendrimeric photosensitizers bearing three glycosyl units were designed, prepared with an acceptable overall efficiency and characterized by NMR, UV-visible, and fluorescence spectroscopies. The polarity and log P were evaluated by HPLC and the stir-flask method, respectively. The in vitro photoefficiency against two human tumor cell lines was assessed. The presence of the glycodendrimeric group does not appear to increase the tumor in vitro targeting.

  DOI：

  10.1021/jo102185d

文献信息

• [EN] TARGETED NUCLEIC ACID CONJUGATE COMPOSITIONS<br/>[FR] COMPOSITIONS DE CONJUGUÉS D'ACIDES NUCLÉIQUES CIBLÉS
  申请人：PROTIVA BIOTHERAPEUTICS INC

  公开号：WO2017177326A1

  公开（公告）日：2017-10-19

  The invention provides conjugates that comprise a targeting moiety, a nucleic acid, and optional linking groups as well as synthetic intermediates and synthetic methods useful for preparing the conjugates. The conjugates are useful to target therapeutic nucleic acids to the liver and to treat liver diseases including hepatitis (e.g. hepatitis B and hepatitis D).

  这项发明提供了包括靶向基团、核酸和可选连接基团的共轭物，以及用于制备这些共轭物的合成中间体和合成方法。这些共轭物可用于将治疗性核酸靶向肝脏，并用于治疗包括肝炎（如乙型肝炎和丙型肝炎）在内的肝脏疾病。
• New strategy for targeting of photosensitizers. Synthesis of glycodendrimeric phenylporphyrins, incorporation into a liposome membrane and interaction with a specific lectin
  作者：Séverine Ballut、Ali Makky、Bernard Loock、Jean-Philippe Michel、Philippe Maillard、Véronique Rosilio

  DOI：10.1039/b816128c

  日期：——

  Two glycodendrimeric phenylporphyrins were synthesized and their interaction with phospholipids was studied at the air–water interface and in liposome bilayers; such liposomes bearing glycodendrimeric porphyrin could constitute an efficient carrier for drug targeting in photodynamic therapy.

  研究人员合成了两种聚糖二聚苯基卟啉，并研究了它们在空气-水界面以及在脂质体双分子层中与磷脂的相互作用；这种含有聚糖二聚苯基卟啉的脂质体可以成为光动力疗法中药物靶向的有效载体。
• TARGETED COMPOSITIONS
  申请人：Arbutus Biopharma Corporation

  公开号：EP3950004A1

  公开（公告）日：2022-02-09

  The invention provides certain nucleic acids (e.g., double stranded siRNA molecules), as well as conjugates that comprise a targeting moiety, a double stranded siRNA, and optional linking groups. Certain embodiments also provide synthetic methods useful for preparing the conjugates. The conjugates are useful to target therapeutic double stranded siRNA to the liver and to treat liver diseases including hepatitis (e.g. hepatitis B and hepatitis D).

  本发明提供了某些核酸（如双链 siRNA 分子）以及由靶向分子、双链 siRNA 和任选连接基团组成的共轭物。某些实施方案还提供了制备共轭物的合成方法。这些共轭物可用于将治疗性双链 siRNA 靶向肝脏并治疗包括肝炎（如乙型肝炎和丁型肝炎）在内的肝脏疾病。
• WO2020093061A5
  申请人：——

  公开号：WO2020093061A5

  公开（公告）日：2022-11-07
• [EN] TARGETED COMPOSITIONS<br/>[FR] COMPOSITIONS CIBLÉES
  申请人：ARBUTUS BIOPHARMA CORP

  公开号：WO2018191278A3

  公开（公告）日：2018-11-22