二苄基2-氨基琥珀酸酯 | 4079-61-2

• 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
• 中文名称: 二苄基2-氨基琥珀酸酯
• 英文名称: 2-amino-succinic acid dibenzyl ester
• 英文别名: (±)-aspartic acid dibenzyl ester；aspartic acid dibenzyl ester；dibenzyl DL-aspartate；dibenzyl aspartate；DL-aspartic acid dibenzyl ester；DL-Asparaginsaeure-dibenzylester；Dibenzyl 2-aminosuccinate；dibenzyl 2-aminobutanedioate
• CAS: 4079-61-2
• 化学式: C₁₈H₁₉NO₄
• 分子量: 313.353
• InChiKey: BQAMWLOABQRMAO-UHFFFAOYSA-N

物化性质

• 沸点：
  455.3±40.0 °C(Predicted)
• 密度：
  1.205±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  二苄基2-氨基琥珀酸酯 在 三甲基氯硅烷 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以67%的产率得到4-氧代-2-氮杂啶羧酸苯甲酯
  参考文献：
  名称：

  Ternary Nylon-3 Copolymers as Host-Defense Peptide Mimics: Beyond Hydrophobic and Cationic Subunits

  摘要：

  Host-defense peptides (HDPs) are produced by eukaryotes to defend against bacterial infection, and diverse synthetic polymers have recently been explored as mimics of these natural peptides. HDPs are rich in both hydrophobic and cationic amino acid residues, and most HDP-mimetic polymers have therefore contained binary combinations of hydrophobic and cationic subunits. However, HDP-mimetic polymers rarely duplicate the hydrophobic surface and cationic charge density found among HDPs (Hu , K.; et al. Macromolecules 2013 , 46 , 1908); the charge and hydrophobicity are generally higher among the polymers. Statistical analysis of HDP sequences (Wang , G.; et al. Nucleic Acids Res. 2009 , 37 , D933) has revealed that serine (polar but uncharged) is a very common HDP constituent and that glycine is more prevalent among HDPs than among proteins in general. These observations prompted us to prepare and evaluate ternary nylon-3 copolymers that contain a modestly polar but uncharged subunit, either serine-like or glycine-like, along with a hydrophobic subunit and a cationic subunit. Starting from binary hydrophobic-cationic copolymers that were previously shown to be highly active against bacteria but also highly hemolytic, we found that replacing a small proportion of the hydrophobic subunit with either of the polar, uncharged subunits can diminish the hemolytic activity with minimal impact on the antibacterial activity. These results indicate that the incorporation of polar, uncharged subunits may be generally useful for optimizing the biological activity profiles of antimicrobial polymers. In the context of HDP evolution, our findings suggest that there is a selective advantage to retaining polar, uncharged residues in natural antimicrobial peptides.

  DOI：

  10.1021/ja507576a
• 作为产物：
  描述：

  DL-天冬氨酸二苄酯对甲苯磺酸盐 在 potassium carbonate 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 2.0h， 以99%的产率得到二苄基2-氨基琥珀酸酯
  参考文献：
  名称：

  Ternary Nylon-3 Copolymers as Host-Defense Peptide Mimics: Beyond Hydrophobic and Cationic Subunits

  摘要：

  Host-defense peptides (HDPs) are produced by eukaryotes to defend against bacterial infection, and diverse synthetic polymers have recently been explored as mimics of these natural peptides. HDPs are rich in both hydrophobic and cationic amino acid residues, and most HDP-mimetic polymers have therefore contained binary combinations of hydrophobic and cationic subunits. However, HDP-mimetic polymers rarely duplicate the hydrophobic surface and cationic charge density found among HDPs (Hu , K.; et al. Macromolecules 2013 , 46 , 1908); the charge and hydrophobicity are generally higher among the polymers. Statistical analysis of HDP sequences (Wang , G.; et al. Nucleic Acids Res. 2009 , 37 , D933) has revealed that serine (polar but uncharged) is a very common HDP constituent and that glycine is more prevalent among HDPs than among proteins in general. These observations prompted us to prepare and evaluate ternary nylon-3 copolymers that contain a modestly polar but uncharged subunit, either serine-like or glycine-like, along with a hydrophobic subunit and a cationic subunit. Starting from binary hydrophobic-cationic copolymers that were previously shown to be highly active against bacteria but also highly hemolytic, we found that replacing a small proportion of the hydrophobic subunit with either of the polar, uncharged subunits can diminish the hemolytic activity with minimal impact on the antibacterial activity. These results indicate that the incorporation of polar, uncharged subunits may be generally useful for optimizing the biological activity profiles of antimicrobial polymers. In the context of HDP evolution, our findings suggest that there is a selective advantage to retaining polar, uncharged residues in natural antimicrobial peptides.

  DOI：

  10.1021/ja507576a

文献信息

• N-substituted prodrugs of fluorooxindoles
  申请人：Starrett E. John

  公开号：US20050203089A1

  公开（公告）日：2005-09-15

  The present invention provides novel N-substituted fluorooxindoles having the general Formula I wherein the wavy bond represents the racemate, the (R)-enantiomer or the (S)-enantiomer and m, n, p, q, A, B, D, Q, X, and Z are as defined below, or a nontoxic pharmaceutically acceptable salt or solvate thereof and are useful in the treatment of disorders which are responsive to the opening of potassium channels.

  本发明提供了具有一般式I的新型N-取代氟代草酮，其中波浪键代表消旋体，(R)-对映体或(S)-对映体，m、n、p、q、A、B、D、Q、X和Z如下所定义，或其无毒的药学上可接受的盐或溶剂，用于治疗对钾通道开放有响应的疾病。
• Multivalent indole compounds and use thereof as phospholipase-A2 inhibitors
  申请人：Chang Han-Ting

  公开号：US20070135385A1

  公开（公告）日：2007-06-14

  Indole and indole-related compounds, compositions and methods are disclosed. The compounds of the invention are useful as phospholipase inhibitors. The compounds and compositions of the invention are useful for treatment of phospholipase-related conditions, such as insulin-related, weight-related and/or cholesterol-related conditions in an animal subject.

  吲哚和与吲哚相关的化合物、组合物以及方法被披露。发明中的这些化合物作为磷脂酶抑制剂非常有用。发明中的这些化合物和组合物用于治疗动物受试者中的磷脂酶相关状况，例如胰岛素相关、体重相关和/或胆固醇相关状况。
• Chemical compounds
  申请人：Zeneca Limited

  公开号：US05985281A1

  公开（公告）日：1999-11-16

  A two component system for therapeutic treatment of a host, having a first component comprising a targeting moiety capable of binding with a tumour associated antigen, linked to a mutated enzyme capable of converting a prodrug into an antineoplastic drug, and a second component comprising a prodrug convertible under the influence of the mutated enzyme to the antineoplastic drug. The mutated enzyme is a mutated form of a natural host enzyme which recognizes its natural substrate by an ion pair interaction with the substrate, wherein the mutated enzyme and prodrug have structures such that the polarity of the mutated enzyme/prodrug ion pair interaction is reversed relative to the natural host enzyme/natural substrate ion pair interaction. The first component is substantially non-immunogenic in the host and the prodrug second component is not significantly convertible into antineoplastic drug in the host by natural unmutated host enzyme.

  用于治疗宿主的双组分系统，第一组分包括能够与肿瘤相关抗原结合的靶向基团，与一个能够将前体药物转化为抗肿瘤药物的突变酶相连，第二组分包括一个在受突变酶影响下可转化为抗肿瘤药物的前体药物。该突变酶是一种天然宿主酶的突变形式，通过与底物的离子对相互作用识别其天然底物，其中突变酶和前体药物的结构使得突变酶/前体药物离子对相互作用的极性相对于天然宿主酶/天然底物离子对相互作用被颠倒。第一组分在宿主中基本上不具有免疫原性，而前体药物第二组分在宿主中不会通过天然未突变的宿主酶显著转化为抗肿瘤药物。
• 3-alkylaryl aspartate compounds and their use for selective enhancement of synaptic transmission
  申请人：Esslinger S. Christopher

  公开号：US20070142467A1

  公开（公告）日：2007-06-21

  The present invention provides an L-aspartate derivative compound represented by the following structure wherein Ar represents an aromatic group; L represents a linking moiety; R represents hydrogen, alkyl, aryl, or heteroaryl; and indicates that the stereochemistry at the 3-position can be R or S. The compounds of the invention are useful for selectively inhibiting EAAT3 and for enhancing synaptic transmission. Additionally, the inventive compounds can be used to treat a patient suffering from Alzheimers disease or a neuropathy or a neurodegenerative disease in which L-glutamate transporter activity is involved in the onset of the disease.

  本发明提供了一种由以下结构表示的L-天冬氨酸衍生物化合物 其中Ar代表芳香基团；L代表连接基团；R代表氢、烷基、芳基或杂环芳基；和 表示3位的立体化学可以是R或S。本发明的化合物对选择性抑制EAAT3和增强突触传递具有用处。此外，这些创新性化合物可用于治疗患有阿尔茨海默病或神经病或神经退行性疾病的患者，其中L-谷氨酸转运蛋白活性参与了疾病的发病。
• Enantioselective synthesis of 1,2,4-triazolines by chiral iron(ii)-complex catalyzed cyclization of α-isocyano esters and azodicarboxylates
  作者：Min Wang、Xiaohua Liu、Peng He、Lili Lin、Xiaoming Feng

  DOI：10.1039/c3cc39088h

  日期：——

  Enantioselective cyclization of α-isocyano esters with azodicarboxylates catalyzed by FeII–N,N′-dioxide complexes has been developed. Under mild conditions, a variety of 1,2,4-triazoline derivatives was obtained in high yields and enantioselectivities.

  已开发出二价铁–N,N′-二氧化物配合物催化的α-异氰酸酯与偶氮二甲酸酯的对映选择性环化反应。在温和条件下，获得了多种1,2,4-三氮唑衍生物，产率和对映选择性均很高。