N^ε-(Dichloroacetyl)-L-lysine | 92145-83-0

• 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^ε-(Dichloroacetyl)-L-lysine
• 英文别名: N^Ε-dichloroacetyl-L-lysine；N⁶-(dichloroacetyl)-L-lysine；N(epsilon)-Dichloroacetyllysine；(2S)-2-amino-6-[(2,2-dichloroacetyl)amino]hexanoic acid
• CAS: 92145-83-0
• 化学式: C₈H₁₄Cl₂N₂O₃
• 分子量: 257.117
• InChiKey: LKTREGZQOAGANC-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  92.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-alpha-叔丁氧羰基-L-赖氨酸 在 sodium hydroxide 、 三氟乙酸 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 生成 N^ε-(Dichloroacetyl)-L-lysine
  参考文献：
  名称：

  三氯环氧乙烷的水分解机理

  摘要：

  三氯乙烯 (TCE) 氧化物的水溶液分解显示涉及 pH 无关和水合氢离子依赖区域。C-C 键断裂是所有 pH 值下的主要反应。在所研究的条件下，TCE 氧化物的消失是 CO 形成的速率决定步骤。CO和三种羧酸（HCO2H、Cl2CHCO2H和乙醛酸）的产物分布在-1.5-14的pH范围内没有显着变化，通常，即使水解机制从水合氢离子依赖变为pH无关. 基于 H218O 和 H 掺入的结果以及 TCE 氧化物与赖氨酸在 H216O 和 H218O 中反应的产物的鉴定，阐明了 TCE 氧化物的水合氢离子依赖性和 pH 无关水解的机制。在不依赖 pH 的水解中，

  DOI：

  10.1021/ja9914240

文献信息

• RAPAFUCIN DERIVATIVE COMPOUNDS AND METHODS OF USE THEREOF
  申请人：The Johns Hopkins University

  公开号：US20210094933A1

  公开（公告）日：2021-04-01

  The present disclosure provides macrocyclic compounds inspired by the immunophilin ligand family of natural products FK506 and rapamycin. The generation of a Rapafucin library of macrocyles that contain FK506 and rapamycin binding domains should have great potential as new leads for developing drugs to be used for treating diseases.

  本公开提供了受免疫蛋白配体家族FK506和雷帕霉素天然产物启发的大环化合物。生成包含FK506和雷帕霉素结合结构域的Rapafucin大环化合物库，应具有作为治疗疾病新药的潜力。
• Immunochemical Detection of Protein Adducts in Mice Treated with Trichloroethylene
  作者：N. Christine Halmes、David C. McMillan、John E. Oatis,、Neil R. Pumford

  DOI：10.1021/tx950171v

  日期：1996.1.1

  Trichloroethylene has been shown to produce tumors in rodents and is a suspect human carcinogen. In addition, a number of case reports raise the possibility that trichloroethylene can induce an autoimmune disorder known as systemic sclerosis. To investigate whether covalent binding of reactive trichloroethylene metabolites may be involved in the mechanisms underlying these toxic responses, we have developed a polyclonal antibody that can recognize trichloroethylene-protein adducts in tissues. The antibody was prepared by immunizing a rabbit with dichloroacetic anhydride-modified keyhole limpet hemocyanin. Enzyme-linked immunosorbent assay data indicated that the serum antibody recognized dichloroacetic anhydride-modified rabbit serum albumin, but not unmodified protein. In addition, N-epsilon-dichloroacetyl-L-lysine was the most potent inhibitor of antibody binding to dichloroacetic anhydride-modified rabbit serum albumin, indicating that the antibody recognizes primarily dichloroacetylated lysine residues. Immunoblots revealed the presence of two major trichloroethylene adducts at 50 and 100 kDa in liver microsomal fractions from male B6C3/F1 mice treated with trichloroethylene. The formation of trichloroethylene adducts was both dose and time dependent. Furthermore, the 50-kDa adduct was found to comigrate on a polyacrylamide gel with cytochrome P450 2E1. These data show that reactive metabolites of trichloroethylene are formed in, vivo and bind covalently to discrete proteins in mouse Liver. The data also suggest that one of the protein targets is cytochrome P450 2E1. Further studies will be necessary to elucidate the relationship between covalent binding of trichloroethylene and trichloroethylene toxicity.
• [EN] RAPAFUCIN DERIVATIVE COMPOUNDS AND METHODS OF USE THEREOF<br/>[FR] COMPOSÉS DÉRIVÉS DE LA RAPAFUCINE ET PROCÉDÉS D'UTILISATION DE CEUX-CI
  申请人：UNIV JOHNS HOPKINS

  公开号：WO2021067439A1

  公开（公告）日：2021-04-08

  The present disclosure provides macrocyclic compounds inspired by the immunophilin ligand family of natural products FK506 and rapamycin. The generation of a Rapafucin library of macrocyles that contain FK506 and rapamycin binding domains should have great potential as new leads for developing drugs to be used for treating diseases.
• Mechanism of Aqueous Decomposition of Trichloroethylene Oxide
  作者：Hongliang Cai、F. Peter Guengerich

  DOI：10.1021/ja9914240

  日期：1999.12.1

  all pH values. Disappearance of TCE oxide is the rate-determining step for the formation of CO under the conditions studied. The product distribution of CO and three carboxylic acids (HCO2H, Cl2CHCO2H, and glyoxylic acid) did not change considerably over the pH range of −1.5−14, in general, even though the hydrolysis mechanism changes from hydronium ion-dependent to pH-independent. Mechanisms for the

  三氯乙烯 (TCE) 氧化物的水溶液分解显示涉及 pH 无关和水合氢离子依赖区域。C-C 键断裂是所有 pH 值下的主要反应。在所研究的条件下，TCE 氧化物的消失是 CO 形成的速率决定步骤。CO和三种羧酸（HCO2H、Cl2CHCO2H和乙醛酸）的产物分布在-1.5-14的pH范围内没有显着变化，通常，即使水解机制从水合氢离子依赖变为pH无关. 基于 H218O 和 H 掺入的结果以及 TCE 氧化物与赖氨酸在 H216O 和 H218O 中反应的产物的鉴定，阐明了 TCE 氧化物的水合氢离子依赖性和 pH 无关水解的机制。在不依赖 pH 的水解中，