3-[2-Carboxyethyl-[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]propanoic acid | 1095223-93-0

• 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: 3-[2-Carboxyethyl-[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]propanoic acid
• CAS: 1095223-93-0
• 化学式: C₁₃H₂₂N₂O₇
• 分子量: 318.327
• InChiKey: KXGXRCFTEXWEGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  133
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-[2-Carboxyethyl-[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]propanoic acid 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of Dendritic Tryptophan Derivatives and Investigation on Dendritic Effects of their Fluorescence and Reactivity

  摘要：

  两系列树枝状色氨酸衍生物已被合成和表征，研究并比较了它们在不同溶剂中的发射光谱以及色氨酸的反应性。随着树枝状壳层的大小或代数增加，色氨酸在发射波长中的屏蔽效应逐渐增强。

  DOI：

  10.2174/157017811796505007
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 3-[2-Carboxyethyl-[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]propanoic acid
  参考文献：
  名称：

  Synthesis of Dendritic Tryptophan Derivatives and Investigation on Dendritic Effects of their Fluorescence and Reactivity

  摘要：

  两系列树枝状色氨酸衍生物已被合成和表征，研究并比较了它们在不同溶剂中的发射光谱以及色氨酸的反应性。随着树枝状壳层的大小或代数增加，色氨酸在发射波长中的屏蔽效应逐渐增强。

  DOI：

  10.2174/157017811796505007

文献信息

• Design and synthesis of novel amphiphilic Janus dendrimers for bone-targeted drug delivery
  作者：Junzhu Pan、Min Wen、Dongqin Yin、Bo Jiang、Dongsheng He、Li Guo

  DOI：10.1016/j.tet.2012.02.040

  日期：2012.4

  paper, we synthesized a range of amphiphilic Janus dendrimers, which consisted of acidic amino acid and naproxen molecules as the peripheral groups, as novel potential bone-targeting dendritic drug delivery. These dendrimers take advantage of a dendritic display to carry multiple drug molecules and targeting moieties simultaneously. All of the dendrimers exhibited more than 80% binding rates to hydroxyapatite

  在本文中，我们合成了一系列由酸性氨基酸和萘普生分子作为外围基团的两亲性Janus树状大分子，作为新型潜在的靶向骨的树突状药物递送。这些树枝状聚合物利用树枝状展示来同时携带多个药物分子和靶向部分。所有的树枝状聚合物均显示出与羟基磷灰石（HAP）的结合率超过80％，特别是[G 2 ]树枝状聚合物（2a和2b）显示出显着的结合率（> 95％）。此外，树突状药物递送系统显着提高了萘普生的溶解度，尤其是萘普生的浓度2b达到5.37 mg / ml，是天然药物的28倍以上。此外，细胞活力研究表明，所有树状聚合物均未表现出对HEK293细胞的明显细胞毒性。这些结果为新型靶向骨的药物的开发提供了有效的入口。
• Synthesis of Second- and Third-Generation Asp Oligopeptide Conjugated Dendrimers for Bone-Targeting Drug Delivery
  作者：Liang Ouyang、Junzhu Pan、Yu Zhang、Li Guo

  DOI：10.1080/00397910902883660

  日期：2009.10.21

  second- and third-generation multiple dendrimers based on naproxen in core and Asp(4–6) oligopeptides in periphery were synthesized in a convergent approach and well characterized by NMR and mass spectral (MS) techniques. These conjugates showed a high affinity to hydroxyapatite in vitro and provided an effective entry for the synthesis of a peptide dendrimer used for bone targeting.

  摘要 基于核心中的萘普生和外围的 Asp(4-6) 寡肽的第二和第三代多树枝状聚合物以收敛方法合成，并通过核磁共振和质谱 (MS) 技术进行了很好的表征。这些缀合物在体外显示出对羟基磷灰石的高亲和力，并为用于骨靶向的肽树枝状聚合物的合成提供了有效的入口。
• Design, synthesis and evaluation of liposomes modified with dendritic aspartic acid for bone-specific targeting
  作者：Ze Zhao、Changqing Chen、Changwei Xie、Yi Zhao

  DOI：10.1016/j.chemphyslip.2019.104832

  日期：2020.1

  Bone diseases are notoriously difficult diseases to treat due to the comparatively low blood flows in bone tissue. Therefore, targeting delivery of drugs to bone may not only enhance the treatment efficacy, but also reduce the quantity of drug administered. In order to increase the distribution of paclitaxel (PTX) in bone, in this study, a series of novel dendritic aspartic acid derivatives were designed and synthesized as liposome ligands to deliver PTX to bone effectively. The liposomes were prepared by thin film hydration method and its particle size, zeta potential, encapsulation efficiency, release profile, stability, hemolysis were also characterized. All the aspartic acid-coated liposomes showed more than 60% binding rates to hydroxyapatite (HAP), especially the PTX-Asp(8)-Lip exhibited dramatic binding rates (> 97%) after 24 h. Moreover, the bone-targeting study in vivo indicated that all liposomes could improve the accumulation of PTX in bone, among which, the PTX-Asp(8)-Lip showed the best affinity due to the increase of aspartic acid residues exposed on the liposome surface. These results provided a novel and effective entry to the development of bone-targeting drugs.