赖氨酰赖氨酸 | 13184-13-9

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 赖氨酸类衍生物
• 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: 赖氨酰赖氨酸
• 英文名称: dilysine
• 英文别名: Lys-Lys；L-lysyl-L-lysine；Lysyllysine；(2S)-6-amino-2-[[(2S)-2,6-diaminohexanoyl]amino]hexanoic acid
• CAS: 13184-13-9
• 化学式: C₁₂H₂₆N₄O₃
• 分子量: 274.363
• InChiKey: NVGBPTNZLWRQSY-UWVGGRQHSA-N

物化性质

• 沸点：
  558.6±50.0 °C(Predicted)
• 密度：
  1.148±0.06 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -4.6
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  145
• 氢给体数：
  5
• 氢受体数：
  6

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  赖氨酰赖氨酸 在 N-甲基吗啉 、 碳酸氢钠 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 为溶剂， 反应 3.75h， 生成 N-{N^2'-[N^2",N^6"-bis(2,3-diacetoxybenzoyl)-L-lysyl]-N⁶-(2,3-diacetoxybenzoyl)-L-lysyl}-ampicillin sodium salt
  参考文献：
  名称：

  New synthetic siderophores and Their β-Lactam conjugates based on diamino acids and dipeptides

  摘要：

  Linking of siderophores to antibiotics improves the penetration and therefore increases the antibacterial activity of the antibiotics. We synthesized the acylated catecholates and hydroxamates as siderophore components for antibiotic conjugates to reduce side effects of unprotected catecholate and hydroxamate moieties. In this paper, we report on bis- and tris-catecholates and mixed catecholate hydroxamates based on diamino acids or dipeptides. These compounds were active as siderophores in a growth promotion assay under iron limitation. Most of the conjugates with beta-lactams showed high in vitro activity against Gram-negative bacteria especially Pseudomonas acruginosa, Escherichia coli, Klebsiella pneumoniae, Serratia mareeseems and Stenotrophomonas maltophilia. The compounds with enhanced antibacterial activity use active iron uptake routes to penetrate the bacterial outer membrane barrier, demonstrated by assays with mutants deficient in components of the iron transport system. Correlation between chemical structure and biological activity was studied. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(02)00044-5
• 作为产物：
  描述：

  CBZ-L-赖氨酸甲酯盐酸盐 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 氢气 作用下， 以 甲醇 、 丙酮 为溶剂， 生成 赖氨酰赖氨酸
  参考文献：
  名称：

  Goldschmidt,S.; Rosculet,G., Chemische Berichte, 1960, vol. 93, p. 2387 - 2394

  摘要：

  DOI：

文献信息

• Methods for delivery of nucleic acids
  申请人：Satishchandran C.

  公开号：US20060084617A1

  公开（公告）日：2006-04-20

  This invention features methods and compositions for delivery of nucleic acids (e.g., DNA, RNA, PNA, and hybrids thereof) to cells. The nucleic acid delivery complexes of the invention permit biologically active nucleic acids to be delivered to cells and organisms in vitro and in vivo in a manner and form that allows the nucleic acids to carry out their desired biological function.

  这项发明涉及用于将核酸（例如，DNA、RNA、PNA及其杂合体）递送到细胞中的方法和组合物。本发明的核酸递送复合物使得生物活性的核酸能够以某种方式和形式递送到体外和体内的细胞和生物体中，从而允许核酸执行其所需的生物学功能。
• [EN] CONJUGATE BASED SYSTEMS FOR CONTROLLED INSULIN DELIVERY<br/>[FR] SYSTÈMES À BASE DE CONJUGUÉS POUR L'ADMINISTRATION CONTRÔLÉE D'INSULINE
  申请人：MERCK SHARP & DOHME

  公开号：WO2019125878A1

  公开（公告）日：2019-06-27

  The present disclosure provides conjugates that comprise an insulin molecule conjugated via a conjugate framework to two or more separate ligands that each include a saccharide, wherein the framework, ligand, saccharide and insulin molecule optionally comprise a fatty chain (e.g., a C8-30 fatty chain), wherein when said insulin molecule is conjugated both to a C8-30 fatty chain and one or more separate ligands that each include a saccharide, said C8-30 fatty chain is linked to insulin molecule only, and wherein when the framework or ligand comprises a fatty chain the insulin molecule is conjugated to two or more separate ligands. In certain embodiments, a conjugate is characterized in that, when the conjugate is administered to a mammal, at least one pharmacokinetic (PK) and/or pharmacodynamic (PD) property of the conjugate is sensitive to serum concentration of a second saccharide. In certain embodiments, a conjugate is also characterized by having a protracted PK profile. Exemplary conjugates and sustained release formulations are provided in addition to methods of use and preparation.

  本公开提供了包含胰岛素分子通过一个共轭框架与两个或更多个单独的配体结合的共轭物，每个配体都包括一个糖苷的共轭物，其中该框架、配体、糖苷和胰岛素分子可选择包括一个脂肪链（例如，一个C8-30脂肪链），当所述胰岛素分子既与一个C8-30脂肪链结合又与一个或多个包括糖苷的单独的配体结合时，所述C8-30脂肪链仅与胰岛素分子连接，当该框架或配体包括一个脂肪链时，胰岛素分子与两个或更多个单独的配体结合。在某些实施例中，一个共轭物的特征在于，当将该共轭物注射给哺乳动物时，该共轭物的至少一个药代动力学（PK）和/或药效动力学（PD）特性对第二糖苷的血清浓度敏感。在某些实施例中，一个共轭物还具有持续的PK特性。除了使用和制备方法外，还提供了示例共轭物和缓释制剂。
• AMINO ACID SALTS OF UNSATURATED FATTY ACIDS
  申请人：Thetis Pharmaceuticals LLC

  公开号：US20170119841A1

  公开（公告）日：2017-05-04

  The present invention provides compounds of Formula I and Formula II and related compositions and methods.

  本发明提供了Formula I和Formula II的化合物以及相关的组合物和方法。
• [EN] AMINO ACID SALTS OF SATURATED FATTY ACIDS<br/>[FR] SELS D'ACIDES AMINÉS D'ACIDES GRAS SATURÉS
  申请人：THETIS PHARMACEUTICALS LLC

  公开号：WO2017079391A1

  公开（公告）日：2017-05-11

  The present invention provides compounds of Formula I and Formula II, and related compositions and methods.

  本发明提供了式I和式II的化合物，以及相关的组合物和方法。
• [EN] DIPROVOCIMS: A NEW AND POTENT CLASS OF TLR AGONISTS<br/>[FR] DIPROVOCIMS: UNE NOUVELLE CLASSE PUISSANTE D'AGONISTES TLR
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2018005812A1

  公开（公告）日：2018-01-04

  A diprovocim compound that corresponds in structure to structural Formula V is disclosed, wherein A, W, Z, R1, R2, R3 and R4 (when present) are defined within. A diprovocim compound has immune-adjuvant properties on human and mouse cells in culture and on in vivo immunization of mice. A composition containing a diprovocim and a method of using a compound are also disclosed. The immunostimulatory activity of a diprovocim compound is similar to that of LPS, to which there is no apparent structural similarity. A contemplated compound bears no structural similarity to either the TLR1/TLR2 lipoprotein agonists nor to any other synthetic TLR agonist, and is remarkably easy to prepare and synthetically modify.

  揭示了一种与结构式V相对应的二丙醇化合物，其中A、W、Z、R1、R2、R3和R4（存在时）在内部定义。二丙醇化合物在培养的人类和小鼠细胞以及小鼠体内免疫接种中具有免疫佐剂特性。还揭示了含有二丙醇化合物的组合物和使用化合物的方法。二丙醇化合物的免疫刺激活性类似于脂多糖（LPS），但与之没有明显的结构相似性。所考虑的化合物与TLR1/TLR2脂蛋白激动剂或任何其他合成的TLR激动剂都没有结构相似性，并且非常容易制备和合成修饰。