(S)-2-((S)-2-acetamidopropanamido)propanoic acid | 19245-87-5

• 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: (S)-2-((S)-2-acetamidopropanamido)propanoic acid
• 英文别名: N-acetyl-L-alanyl-L-alanine；acetyl-L-alanyl-L-alanine；Ac-Ala₂-OH；Ac-Ala₂OH；Ac-L-Ala-L-Ala-OH；Ac-L-Ala-L-AlaOH；Acetylalanylalanine；(2S)-2-[[(2S)-2-acetamidopropanoyl]amino]propanoic acid
• CAS: 19245-87-5
• 化学式: C₈H₁₄N₂O₄
• 分子量: 202.21
• InChiKey: MJZMSEWWBGCBFM-WHFBIAKZSA-N

物化性质

• 沸点：
  543.6±35.0 °C(Predicted)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  95.5
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  (S)-2-((S)-2-acetamidopropanamido)propanoic acid 、 (S)-甲基2-((S)-2-氨基丙酰胺基)丙酸酯盐酸盐 在 氯甲酸乙酯 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 以67%的产率得到Ac-Ala-Ala-Ala-Ala-OMe
  参考文献：
  名称：

  Jahreis, Guenther; Fittkau, Siegfried, Journal fur praktische Chemie (Leipzig 1954), 1984, vol. 326, # 1, p. 35 - 40

  摘要：

  DOI：
• 作为产物：
  描述：

  N-acetyl-L-alanyl-L-alanine methyl ester 生成 (S)-2-((S)-2-acetamidopropanamido)propanoic acid
  参考文献：
  名称：

  Jahreis, Guenther; Fittkau, Siegfried, Journal fur praktische Chemie (Leipzig 1954), 1984, vol. 326, # 1, p. 35 - 40

  摘要：

  DOI：

文献信息

• The dimethylsulfoxonium methylide as unique reagent for the simultaneous deprotection of amino and carboxyl function of N-Fmoc-α-amino acid and N-Fmoc-peptide esters
  作者：Mariagiovanna Spinella、Rosaria De Marco、Emilia L. Belsito、Antonella Leggio、Angelo Liguori

  DOI：10.1016/j.tet.2012.12.052

  日期：2013.2

  The dimethylsulfoxonium methylide is described as a unique and useful reagent for the simultaneous deprotection of amino and carboxyl function of N-Fmoc-α-amino acid and N-Fmoc-peptide esters. The new methodology was applied successfully both to solution- and solid-phase peptide synthesis. The adopted methodology was extended successfully also to peptides containing amino acids bearing acid-sensitive

  二甲基亚砜基亚甲基被描述为用于同时脱去N -Fmoc-α-氨基酸和N -Fmoc-肽酯的氨基和羧基官能团的独特且有用的试剂。新方法已成功应用于溶液和固相肽合成。所采用的方法也成功地扩展到含有在侧链上带有酸敏感保护基的氨基酸的肽。此外，在N-Fmoc-二肽甲基酯与二甲基亚砜基甲基的脱保护反应中未观察到可测量的差向异构。
• [EN] NOVEL CRYPTOPHYCIN COMPOUNDS AND CONJUGATES, THEIR PREPARATION AND THEIR THERAPEUTIC USE<br/>[FR] NOUVEAUX COMPOSÉS ET CONJUGUÉS DE CRYPTOPHYCINE, LEUR PRÉPARATION ET LEUR UTILISATION THÉRAPEUTIQUE
  申请人：SANOFI SA

  公开号：WO2017076998A1

  公开（公告）日：2017-05-11

  The present invention relates to cryptophycin compounds of formula (I). The invention also relates to cryptophycin payloads, to cryptophycin conjugates, to compositions containing them and to their therapeutic use, especially as anticancer agents. The invention also relates to the process for preparing these conjugates.

  本发明涉及公式（I）的隐藻素化合物。该发明还涉及隐藻素有效载荷、隐藻素偶联物、含有它们的组合物及其治疗用途，尤其是作为抗癌剂。该发明还涉及制备这些偶联物的过程。
• Synthesis and in vitro enzyme activity of peptide derivatives of bacterial cell wall biosynthesis inhibitors
  作者：Russell J. Cox、Helen Jenkins、James A. Schouten、Rosie A. Stentiford、Katrina J. Wareing

  DOI：10.1039/b002701o

  日期：——

  The enzyme diaminopimelate aminotransferase (DAP-AT) is a good potential target for the design of novel antibacterial agents. We have synthesised a series of peptide hydrazines based on the structure of the natural substrate of DAP-AT. These compounds show varied inhibition properties in vitrovs. DAP-AT from E. coli as well as moderate antimicrobial activity vs. E. coli. Examination of the kinetics of inhibition reveals that hydrazine, as well as the substituted hydrazino-peptides, shows two-phase slow-binding inhibition. Possible mechanisms for inhibition are discussed.

  二氨基庚二酸转氨酶（DAP-AT）是一个良好的新型抗菌药物设计潜在靶点。我们基于DAP-AT天然底物的结构，合成了一系列肽酰肼化合物。这些化合物在体外对大肠杆菌来源的DAP-AT表现出不同的抑制性质，并具有中等程度的抗大肠杆菌活性。抑制动力学的研究表明，肽酰肼及其取代物表现出两阶段慢速结合抑制作用。文章还讨论了可能的抑制机制。
• The Legumain Protease-Activated Auristatin Prodrugs Suppress Tumor Growth and Metastasis without Toxicity
  作者：Krishna Mohan Bajjuri、Yuan Liu、Cheng Liu、Subhash C. Sinha

  DOI：10.1002/cmdc.201000478

  日期：2011.1.3

  Tumor exploitation: Novel monomethylauristatin E and didesmethylauristatin E prodrugs were prepared, and in vitro and in vivo evaluations of the prodrugs using human and mouse cancer cell lines showed that they are less toxic and more efficacious than the parent cytotoxins, as their activation was catalyzed selectively by the cysteine protease, legumain, which is overexpressed in the active form in

  肿瘤开发：制备了新型单甲基奥瑞他汀 E 和双去甲基奥瑞他汀 E 前药，并使用人和小鼠癌细胞系对前药进行了体外和体内评估，结果表明它们比母体细胞毒素毒性更小、更有效，因为它们的活化是选择性催化的通过半胱氨酸蛋白酶legumain，它在肿瘤微环境中以活性形式过度表达。
• NANO-SIZED PARTICLES COMPRISING MULTI-HEADED AMPHIPHILES FOR TARGETED DRUG DELIVERY
  申请人：Linder Charles

  公开号：US20120164072A1

  公开（公告）日：2012-06-28

  Nano-sized particles are provided comprising at least one multi-headed amphiphilic compound, in which at least one headgroup of said multi-headed amphiphilic compound is selectively cleavable or contains a selectively cleavable group, and at least one biologically active agent, which is both encapsulated within the nano-particle and non-covalently associated thereto.

  提供了一种纳米级颗粒，其中包含至少一种多头亲疏水化合物，其中至少一个头基团是可选择性断裂的或含有可选择性断裂基团，并且至少一种生物活性剂被封装在纳米粒子内并与其非共价结合。