N-Z-亮氨酸氯化物 | 87052-59-3

• 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: N-Z-亮氨酸氯化物
• 英文名称: N-Z-Leucine chloride
• 英文别名: N-Cbz-L-leucine acid chloride；N-benzyloxycarbonyl-L-leucyl chloride；benzyl N-[(2S)-1-chloro-4-methyl-1-oxopentan-2-yl]carbamate
• CAS: 87052-59-3
• 化学式: C₁₄H₁₈ClNO₃
• 分子量: 283.755
• InChiKey: WYMDFAZMPLLFFW-LBPRGKRZSA-N

物化性质

• 沸点：
  398.3±35.0 °C(Predicted)
• 密度：
  1.168±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-Z-亮氨酸氯化物 在 氯化亚砜 作用下， 以 六甲基磷酰三胺 、 乙腈 、 苯 为溶剂， 反应 4.33h， 生成 [(S)-1-(2-Chloromethyl-phenylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Amino acid amides of 2-[(2-aminobenzyl)sulfinyl]benzimidazole as acid-stable prodrugs of potential inhibitors of H+K+ ATPase

  摘要：

  A series of amino acid amides of 2-[(2-aminobenzyl)sulfinyl]benzimidazole were prepared and found to possess gastric antisecretory activity on oral administration. (Glycylaminobenzyl)sulfinyl compound 23a, stable in artificial gastric juice (pH 1.2), was given orally to dogs. It was absorbed efficiently and converted into aniline derivative 7a which showed a very high plasma concentration. Compound 23a was hydrolyzed by the action of aminopeptidase present in plasma or the brush border fraction of the small intestine to release the terminal glycine. omicron-Aniline derivatives showed good activity in in vitro H+/K+-ATPase inhibition as well as in the inhibition of histamine stimulated acid secretion in isolated bullfrog gastric mucosa. Although these omicron-aniline derivatives showed no or weak gastric antisecretory activity in rat by id administration, they were active when administered ip. Therefore, these amino acid amides were considered to be acid stable prodrugs of proton pump inhibiting omicron-aniline derivatives. The mechanism of H+/K+-ATPase inhibition of 7a was also examined.

  DOI：

  10.1016/0223-5234(91)90024-h
• 作为产物：
  描述：

  氯甲酸苄酯 在 sodium hydroxide 、 乙醚 、 五氯化磷 作用下， 生成 N-Z-亮氨酸氯化物
  参考文献：
  名称：

  Bergmann; Zervas; Fruton, Journal of Biological Chemistry, 1936, vol. 115, p. 593,607

  摘要：

  DOI：

文献信息

• Electron field emission from Ar⁺ ion-treated thick-film carbon paste
  作者：Gillian A. M. Reynolds、Lap-Tak Cheng、Robert Bouchard、Paul Moffett、Howard Jones、Linda F. Robinson、S. Ismat Shah、Daniel I. Amey

  DOI：10.1557/jmr.2002.0375

  日期：2002.10

  Ion bombardment was used to produce electron-emitting microscale features on surfaces of thick films printed with carbon pastes. This technology can potentially enable the development of large-area field emission displays. Systematic investigations using microscopy and electron field emission experiments have demonstrated a close link among paste formulation, ion processing parameters, and the development of surface microstructures. These investigations were also useful in understanding the fundamentals of microstructure formation under ion bombardment and the field emission characteristics of the carbon-based emitters. Several device concepts aimed toward achieving a low-voltage switchable triode were also tested with varying degrees of success. In this paper, we discuss various technological issues related to the materials, processes, and devices.

  利用离子轰击技术在印有碳浆的厚膜表面产生电子发射微观特征。这项技术有可能实现大面积场发射显示器的开发。利用显微镜和电子场发射实验进行的系统研究表明，浆料配方、离子处理参数和表面微结构的发展之间存在密切联系。这些研究还有助于了解离子轰击下微结构形成的基本原理以及碳基发射器的场发射特性。我们还测试了几种旨在实现低压可切换三极管的器件概念，并取得了不同程度的成功。在本文中，我们讨论了与材料、工艺和器件有关的各种技术问题。
• Amino Acids and Peptides; 67.¹Easy Preparation and Use of Benzyloxycarbonyl Derivatives of Amino Acid Chlorides and α-Hydroxycarboxylic Acid Chlorides
  作者：Ulrich Schmidt、Matthias Kroner、Ulrich Beutler

  DOI：10.1055/s-1988-27612

  日期：——

  N-Benzyloxycarbonyl amino acid chlorides and α-benzyloxycarbonyloxy carboxylic acid chlorides are readily available by treating the corresponding carboxylic acids with 1-chloro-N,N,2-trimethyl-1-propen-1-amine. They can be immediately reacted with O-, N- and C-nucleophiles to afford peptides, ketones and esters.

  N-苄氧羰基氨基酸氯化物和α-苄氧羰氧基羧酸氯化物可以通过将相应的羧酸与1-氯-N，N，2-三甲基-1-丙烯-1-胺反应而容易地制备。它们可以直接与O、N和C亲核试剂反应，生成肽、酮和酯。
• Discovery of simplified leucyladenylate sulfamates as novel leucyl-tRNA synthetase (LRS)-targeted mammalian target of rapamycin complex 1 (mTORC1) inhibitors
  作者：Suyoung Yoon、Jong Hyun Kim、Yura Koh、Phuong-Thao Tran、Jihyae Ann、Ina Yoon、Jayun Jang、Won Kyung Kim、Sangkook Lee、Jiyoun Lee、Sunghoon Kim、Jeewoo Lee

  DOI：10.1016/j.bmc.2017.06.002

  日期：2017.8

  N-(2-phenoxyethyl)benzenesulfonamide groups (2b) that can maintain specific binding, but has more favorable physicochemical properties such as reduced polarity and asymmetric centers. Among these simplified analogues, compound 16 and its constrained analogue 22 effectively inhibited S6K phosphorylation in a dose-dependent manner and exhibited cancer cell specific cytotoxicity against six different types of cancer

  据报道，亮氨酰tRNA合成酶（LRS）可能是介导mTORC1的细胞内氨基酸的介体。鉴于mTORC1与细胞增殖和肿瘤发生有关，LRS介导的mTORC1途径可能为抗癌治疗提供另一种策略。在这项研究中，我们开发了一系列简化的类似亮氨环戊磺酸氨基磺酸盐（1）的类似物，将其作为针对LRS的mTORC1抑制剂。我们用N-（3,4-二甲氧基苄基）苯磺酰胺（2a）或N-（2-苯氧基乙基）苯磺酰胺基团（2b）取代了腺苷酸基团），可以维持特异性结合，但具有更有利的理化特性，例如极性降低和中心不对称。在这些简化的类似物中，化合物16及其受约束的类似物22以剂量依赖性方式有效抑制S6K磷酸化，并表现出针对六种不同类型癌细胞的癌细胞特异性细胞毒性。该结果支持LRS是新型抗癌治疗的可行靶标。
• 一种水溶性氟苯尼考氨基酸盐的制备方法
  申请人：中国农业大学

  公开号：CN111393341A

  公开（公告）日：2020-07-10

  本发明公开了一种水溶性氟苯尼考氨基酸酯盐的制备方法，所述方法，以氟苯尼考和N‑Cbz‑氨基酸为起始原料，经过酰氯化、酯化、脱保护和酸化成盐反应，得到水溶性的氟苯尼考氨基酸酯盐。本发明中原料商业可得、成本低，反应过程中各单元反应条件温和可控，收率高，得到的氟苯尼考氨基酸酯盐纯度高、水溶性好，适用于水溶性氟苯尼考氨基酸酯盐的大规模生产应用。
• Structural Optimization of Azadipeptide Nitriles Strongly Increases Association Rates and Allows the Development of Selective Cathepsin Inhibitors
  作者：Maxim Frizler、Friederike Lohr、Norbert Furtmann、Julia Kläs、Michael Gütschow

  DOI：10.1021/jm101272p

  日期：2011.1.13

  Using the example of cathepsin K, we demonstrate the design of highly potent and selective azadipeptide nitrite inhibitors A systematic scan with respect to P2 and P3 substituents was carried out Structural modifications strongly affected the enzyme-inhibitor association (but not dissociation) rate A combination of optimized P2 and P3 substituents with a methylation of the P3-P2 amide linker resulted in the picomolar cathepsin K inhibitor 19 with remarkable selectivity over cathepsins L, B, and S