DL-天冬氨酸二苄酯对甲苯磺酸盐 | 2886-33-1

• 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: DL-天冬氨酸二苄酯对甲苯磺酸盐
• 中文别名: DL-天冬氨酸二苄酯-对甲苯磺酸盐
• 英文名称: dibenzyl L-aspartate p-toluenesulfonate
• 英文别名: [1,4-Dioxo-1,4-bis(phenylmethoxy)butan-2-yl]ammonium; 4-methylbenzenesulfonate；[1,4-dioxo-1,4-bis(phenylmethoxy)butan-2-yl]azanium;4-methylbenzenesulfonate
• CAS: 2886-33-1；4079-62-3；4079-64-5
• 化学式: C₇H₈O₃S*C₁₈H₁₉NO₄
• mdl: MFCD00187195
• 分子量: 485.558
• InChiKey: HLMUYZYLPUHSNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  141
• 氢给体数：
  2
• 氢受体数：
  8

安全信息

• 安全说明：
  S22,S24/25
• WGK Germany：
  3
• 海关编码：
  29224999
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  DL-天门冬氨酸 以80的产率得到DL-天冬氨酸二苄酯对甲苯磺酸盐
  参考文献：
  名称：

  N-(Phosphonoacetyl)-L-aspartic acid compounds and methods for their

  摘要：

  本文介绍了N-(磷酸乙酰)-L-天冬氨酸酸（PALA）化合物，尤其是新型PALA化合物及其大量制备方法。这些方法包括制备某些PALA化合物，例如PALA二苄基酯，二钠盐PALA和PALA二苄基环己胺盐。

  公开号：

  US04215070A1

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。
• 果糖和RGD肽共修饰的双重靶向三阴性乳腺癌的脂质材料
  申请人：四川大学

  公开号：CN110522923A

  公开（公告）日：2019-12-03

  本发明公开了一种新型脂质材料，用于实现三阴性乳腺癌靶向药物的传递。所述的新型脂质材料以赖氨酸为连接基团，分别与胆甾部分、果糖部分和RGD部分连接。可利用该新型脂质材料中的果糖和RGD分别与三阴性乳腺癌细胞表面高表达的果糖转运体GLUT5和整合素受体αvβ3之间的亲和力，实现对三阴性乳腺癌的双重靶向功能，发挥更强的三阴性乳腺癌靶向治疗作用。该新型脂质材料可用于脂质体、纳米粒、胶束等在内的不同剂型，所制成的载紫杉醇脂质体具有明显的三阴性乳腺癌靶向性，拥有广阔的应用前景。
• 三分枝RGD修饰的脑胶质瘤靶向脂质材料的制备和应用
  申请人：四川大学

  公开号：CN113577303B

  公开（公告）日：2023-06-02

  本发明公开了一类三分枝RGD修饰的脑胶质瘤靶向脂质材料，用于实现脑胶质瘤治疗药物的靶向递送。所述的新型脂质材料通过分枝骨架，一端连接聚乙二醇延伸的胆固醇，另外一端连接三分子具有脑胶质瘤靶向功能的RGD肽，可利用该新型脂质材料与脑毛细血管内皮细胞和脑胶质瘤细胞表面高度表达的整合素受体αvβ3之间的亲和力，实现对脑胶质瘤的精准靶向作用，提高治疗药物到达脑肿瘤的有效浓度。该新型脂质脂质材料可用于脂质体、纳米粒、胶束等在内的不同剂型，所制成的载紫杉醇脂质体具有明显的脑靶向性和肿瘤靶向性，拥有广阔的应用前景。
• Synthesis of a branched glycopeptide derivative containing terminal d-mannose 6-phosphate residues
  作者：Yoshitaka Ichikawa、Yuan Chuan Lee

  DOI：10.1016/0008-6215(90)84295-6

  日期：1990.5

  A branched glycopeptide derivative incorporating two D-mannose 6-phosphate residues was prepared by coupling 6-aminohexyl 6-O-[bis(2,2,2-trichloroethoxy)phosphinyl]-alpha-D-mannopyranoside with N-acetyl-L-tyrosyl-L-aspart-oyldi-L-alanine followed by reductive deprotection of the phosphate group.

  通过将6-氨基己基6-O- [双（2,2,2-三氯乙氧基）亚膦酰基]-α-D-甘露吡喃糖苷与N-乙酰基-L-偶合制备结合了两个D-甘露糖6-磷酸残基的支链糖肽衍生物酪氨酰基-L-天冬氨酸-酰基二-L-丙氨酸，然后还原性脱保护磷酸基团。
• Useful syntheses of .BETA.-amino-.GAMMA.-ketobutyric acid derivatives from aspartic acid.
  作者：MASAHIKO SEKI、HITOSHI KUBOTA、TAMON MORIYA、MASAFUMI YAMAGISHI、SHIGERU NISHIMOTO、KAZUO MATSUMOTO

  DOI：10.1248/cpb.34.4516

  日期：——

  C-Acylation of α-isocyanosuccinate having an aspartic acid skeleton, Dakin-West and Friedel-Crafts reactions with 2-oxazolin-5-oneacetate (aspartic acid azlactone) were found to be efficient methods for the preparation of various β-amino-γ-ketobutyric acid derivatives.

  在制备各种 β-氨基-γ-酮丁酸衍生物时，发现具有天冬氨酸骨架的 α-异氰酸基琥珀酸酯的 C-酰化反应、与 2-噁唑啉-5-酮乙酸酯（天冬氨酸偶氮内酯）的 Dakin-West 反应和 Friedel-Crafts 反应都是有效的方法。