N-Boc-L-Lys(Cbz)-NMe | 139178-57-7

• 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: N-Boc-L-Lys(Cbz)-NMe
• 英文别名: Boc-Lys(Cbz)-NHMe；Boc-Lys(Z)-NHMe；N6-[(benzyloxy)carbonyl]-N2-(tert-butoxycarbonyl)-L-lysine methylamide；N6-[(benzyloxy)carbonyl]-N2-(tert.-butoxycarbonyl)-L-lysine methylamide；benzyl N-[(5S)-6-(methylamino)-5-[(2-methylpropan-2-yl)oxycarbonylamino]-6-oxohexyl]carbamate
• CAS: 139178-57-7
• 化学式: C₂₀H₃₁N₃O₅
• 分子量: 393.483
• InChiKey: DINNQDSSGOOBNT-INIZCTEOSA-N

物化性质

• 熔点：
  64-66 °C
• 沸点：
  621.4±55.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-Boc-L-Lys(Cbz)-NMe 在 三氟乙酸 作用下， 反应 0.25h， 生成 N^ε-[(benzyloxy)carbonyl]-L-lysine N-methylamide
  参考文献：
  名称：

  表面的横向自分类：双通道光系统的实用方法

  摘要：

  我们报告说，自组织表面引发共聚（co-SOSIP）过程中的自分类提供了对定向多组分体系结构的轻松访问。发现交替横向和均匀轴向自分类到正式的超分子 n/p-异质结光系统中，产生高达 40 倍的光电流。或多或少的拓扑匹配分别导致交替轴向自分选到非活性电荷转移复合物或均匀横向分选到不太活跃的宏域中。报告了在 co-SOSIP 期间对自我修复的实验支持。表面上的引发剂被证明可以作为自分类到具有自由可变成分的多通道架构的模板。

  DOI：

  10.1021/ja204020p
• 作为产物：
  描述：

  Nε-Z-NAlpha-叔丁氧羰基-L-赖氨酸羟基琥珀酰亚胺酯 、 甲胺 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 以82%的产率得到N-Boc-L-Lys(Cbz)-NMe
  参考文献：
  名称：

  A 310-helix single turn enforced by crosslinking of lysines with 1,1′-ferrocenedicarboxylic acid

  摘要：

  Prior work has shown that covalently linking the side chains of amino acids in the i and i+3 and i and i+4 positions in a peptide will enforce a helical conformation. In this work the ability of an organometallic entity to enforce a helical conformation in a peptide was explored. The tetrapeptide Boc-Lys-Ala-Val-Lys-NHCH3 was prepared, then reacted with 1,1'-ferrocenedicarboxylic acid chloride. Reaction of the lysine side chain amines with the diacid chloride resulted in a metallacyclicpeptide (1) in which the two lysines are crosslinked via the ferrocene. The solution conformation of the metallacyclicpeptide (1) was studied using CD and NMR spectroscopy. The NMR methods employed were Karplus analysis of coupling constants, chemical shift changes of NH protons and ROESY data. The results show that the metallacyclicpeptide (1) adopts a single turn of the 3(10)-helix conformation. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.11.055

文献信息

• Phosphinic acid derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US04885283A1

  公开（公告）日：1989-12-05

  The invention relates compounds of the formula ##STR1## wherein R.sup.1 -R.sup.5 and X have the significance given in the description, and their pharmaceutically acceptable salts. The compounds of formula I inhibit the enzyme collagenase and can be used in the form of medicaments for the control or prevention of degenerative joint diseases such as rheumatoid arthritis and osteoarthritis.

  本发明涉及式子##STR1##中R.sup.1-R.sup.5和X具有所述描述中给出的意义，以及它们的药学上可接受的盐的化合物。式I的化合物抑制骨胶原酶酶，可用作药物形式用于控制或预防退行性关节疾病，如类风湿性关节炎和骨关节炎。
• Self-Organizing Surface-Initiated Polymerization: Facile Access to Complex Functional Systems
  作者：Naomi Sakai、Marco Lista、Oksana Kel、Shin-ichiro Sakurai、Daniel Emery、Jiri Mareda、Eric Vauthey、Stefan Matile

  DOI：10.1021/ja203792n

  日期：2011.10.5

  materials of the future. Herein, we report self-organizing surface-initiated polymerization (SOSIP) as a user-friendly method to create ordered as well as oriented functional systems on transparent oxide surfaces. In SOSIP, self-organization of monomers and ring-opening disulfide exchange polymerization are combined to ensure the controlled growth of the polymer from the surface. This approach provides

  轻松访问复杂系统对于生成未来的功能材料至关重要。在此，我们报告了自组织表面引发聚合（SOSIP）作为一种用户友好的方法，可以在透明氧化物表面上创建有序和定向的功能系统。在 SOSIP 中，单体的自组织和开环二硫化物交换聚合相结合，以确保聚合物从表面受控生长。这种方法可以快速获得具有光滑、可再活化表面和长程有序、缺陷少且精度高的厚膜，包括具有定向四组分氧化还原梯度的全色光系统。SOSIP 架构的活动性明显优于无序控制。
• Redox‐Mediated Amination of Pyrogallol‐Based Polyphenols
  作者：Salavat S. Ashirbaev、Natércia F. Brás、Patricia Frei、Kuangjie Liu、Simone Moser、Hendrik Zipse

  DOI：10.1002/chem.202303783

  日期：2024.2.26

  Amyloids are known to be modified by natural polyphenols via amination. This study investigates the oxidative coupling mechanisms between polyphenols and N-nucleophiles, using in vitro and in silico approaches. It is shown that polyphenols with a pyrogallol substructure and an electron-withdrawing group at the C4a-position are most effective. These insights can play a crucial role in drug design against

  已知淀粉样蛋白可通过胺化作用被天然多酚修饰。本研究采用体外和计算机方法研究了多酚和N -亲核试剂之间的氧化偶联机制。结果表明，具有连苯三酚亚结构和 C4a 位吸电子基团的多酚最有效。这些见解可以在抗淀粉样蛋白生成的药物设计中发挥至关重要的作用。
• Design, Synthesis, and Structure−Activity Relationships of Macrocyclic Hydroxamic Acids That Inhibit Tumor Necrosis Factor α Release in Vitro and in Vivo
  作者：Chu-Biao Xue、Matthew E. Voss、David J. Nelson、James J.-W. Duan、Robert J. Cherney、Irina C. Jacobson、Xiaohua He、John Roderick、Lihua Chen、Ronald L. Corbett、Li Wang、Dayton T. Meyer、Kenneth Kennedy、William F. DeGrado、Karl D. Hardman、Christopher A. Teleha、Bruce D. Jaffee、Rui-Qin Liu、Robert A. Copeland、Maryanne B. Covington、David D. Christ、James M. Trzaskos、Robert C. Newton、Ronald L. Magolda、Ruth R. Wexler、Carl P. Decicco

  DOI：10.1021/jm010127e

  日期：2001.8.1

  To search for TNF-alpha (tumor necrosis factor alpha) converting enzyme (TACE) inhibitors, we designed a new class of macrocyclic hydroxamic acids by linking the PI and P2 ' residues of acyclic anti-succinate-based hydroxamic acids. A variety of residues including amide, carbamate, alkyl, sulfonamido, Boc-amino, and amino were found to be suitable P1-P2 ' linkers. With an N-methylamide at P3 ', the 13-16-membered macrocycles prepared exhibited low micromolar activities in the inhibition of TNF-alpha release from LPS-stimulated human whole blood. Further elaboration in the P3 ' -P4 ' area using the cyclophane and cyclic carbamate templates led to the identification of a number of potent analogues with IC50 values of less than or equal to 0.2 muM in whole blood assay (WBA). Although the P3 ' area can accommodate a broad array of structurally diversified functional groups including polar residues, hydrophobic residues, and amino and carboxylic acid moieties, in both the cyclophane series and the cyclic carbamate series, a glycine residue at P3 ' was identified as a critical structural component to achieve both good in vitro potency and good oral activity. With a glycine residue at P3 ', an N-methylamide at P4 ' provided the best cyclophane analogue, SL422 (WBA IC50 = 0.22 muM, LPS-mouse ED50 = 15 mg/kg, po), whereas a morpholinylamide at P4 ' afforded the most potent and most orally active cyclic carbamate analogue, SP057 (WBA IC50 = 0.067 muM, LPS-mouse ED50 = 2.3 mg/kg, po). Further profiling for SL422 and SP057 showed that these macrocyclic compounds are potent TACE inhibitors, with K-i values of 12 and 4.2 nM in the porcine TACE assay, and are broad-spectrum MMP inhibitors. Pharmacokinetic studies in beagle dogs revealed that SL422 and SP057 are orally bioavailable, with oral bioavailabilities of 11% and 23%, respectively.
• Design of new inhibitors for cdc2 kinase based on a multiple pseudosubstrate structure
  作者：Shigeki Sasaki、Tomohiro Hashimoto、Norihiro Obana、Hideyo Yasuda、Yoshimasa Uehara、Minoru Maeda

  DOI：10.1016/s0960-894x(98)00163-2

  日期：1998.5

  New inhibitors have been designed for cdc2 kinase based on a multiple pseudosubstrate structure. The new inhibitors have three different structural components: 3,4-bis(indol-3-yl)maleimide, Ac-Cys-(Ser)-Pro-Lys-Lys-NHMe, and ethyloxy group between the two components. Inhibitory activities toward cdc2 and other protein kinases were investigated, and the compound (21) with Ac-Cys-Pro-Lys-Lys-NHMe connected with the triethylene glycol spacer exhibited the most potent inhibition with relatively high selectivity. (C) 1998 Elsevier Science Ltd. All rights reserved.