Nα-Z-L-Lys*HCl

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Nα-Z-L-Lys*HCl
• 英文别名: Z-lysine-(Nε*HCl)；N-Cbz-L-lysine hydrochloride；Nα-Cbz-Lys-OH hydrochloride；Nα-carbobenzyloxy-lysine hydrochloride；Nα-benzyloxycarbonyl L-lysine hydrochloride；Nα-Cbz-L-lysine*HCl；(2S)-6-Amino-2-(phenylmethoxycarbonylamino)hexanoic acid;hydrochloride
• 化学式: C₁₄H₂₀N₂O₄*ClH
• 分子量: 316.785
• InChiKey: OMGPZDSGHCEHSA-YDALLXLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.92
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  102
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Nα-Z-L-Lys*HCl 在 三乙烯二胺 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 3.0h， 生成 benzyl N-[(2S)-6-(dodecanoylamino)-1-[3-[4-[[(2S)-6-(dodecanoylamino)-2-(phenylmethoxycarbonylamino)hexanoyl]amino]butylamino]propylamino]-1-oxohexan-2-yl]carbamate
  参考文献：
  名称：

  Cationic Surfactants Derived from Lysine: Effects of Their Structure and Charge Type on Antimicrobial and Hemolytic Activities

  摘要：

  Three different sets of cationic surfactants from lysine have been synthesized. The first group consists of three monocatenary surfactants with one lysine as the cationic polar head with one cationic charge. The second consists of three monocatenary surfactants with two amino acids as cationic polar head with two positive charges. Finally, four gemini surfactants were synthesized in which the spacer chain and the number and type of cationic charges have been regulated. The micellization process, antimicrobial activity, and hemolytic activity were evaluated. The critical micelle concentration was dependent only on the hydrophobic character of the molecules. Nevertheless, the antimicrobial and hemolytic activities were related to the structure of the compounds as well as the type of cationic charges. The most active surfactants against the bacteria were those with a cationic charge on the trimethylated amino group, whereas all of these surfactants showed low hemolytic character.

  DOI：

  10.1021/jm101315k

文献信息

• A practical synthesis of free and protected guanidino acids from amino acids
  作者：Bansi Lal、A.K. Gangopadhyay

  DOI：10.1016/0040-4039(96)00299-7

  日期：1996.4

  Synthesis of protected guanidino acids in one pot reaction is achieved. Amino acids are treated with trimethylsilyl chloride, triethylamine, dicarbobenzoxy-S-methyl isothiourea in dichloromethane followed by removal of silyl group by treatment with methanol to give the corresponding carbobenzoxy guanidino acids.

  在一锅反应中合成了受保护的胍基酸。用二氯甲烷中的三甲基甲硅烷基氯，三乙胺，二碳苯甲氧基-S-甲基异硫脲处理氨基酸，然后通过用甲醇处理除去甲硅烷基，得到相应的碳苯甲酰胍基酸。
• Total Synthesis of Dansylated Park's Nucleotide for High-Throughput MraY Assays
  作者：Stephanie Wohnig、Anatol P. Spork、Stefan Koppermann、Gottfried Mieskes、Nicolas Gisch、Reinhard Jahn、Christian Ducho

  DOI：10.1002/chem.201604279

  日期：2016.12.5

  membrane protein translocase I (MraY) is a key enzyme in bacterial peptidoglycan biosynthesis. It is therefore frequently discussed as a target for the development of novel antibiotics. The screening of compound libraries for the identification of MraY inhibitors is enabled by an established fluorescence‐based MraY assay. However, this assay requires a dansylated derivative of the bacterial biosynthetic

  膜蛋白转位酶I（MraY）是细菌肽聚糖生物合成中的关键酶。因此，经常将其作为开发新型抗生素的靶标进行讨论。通过已建立的基于荧光的MraY分析，可以筛选用于鉴定MraY抑制剂的化合物库。然而，该测定需要细菌生物合成中间体Park的核苷酸的丹磺酰化衍生物作为MraY底物。从细菌中分离出Park的核苷酸并随后进行丹磺酰化只能提供有限量的这种底物，从而妨碍了高通量筛选MraY抑制剂。因此，在提供这种有希望的药物靶标时，有效提供丹磺酰化的Park核苷酸是一个主要的瓶颈。在这项工作中，
• Modulators of C3a receptor and methods of use thereof
  申请人：Biediger Ronald J.

  公开号：US20080188528A1

  公开（公告）日：2008-08-07

  Provided are compounds that are modulators of C3a receptor activity, compositions containing the compounds and methods of use of the compounds and compositions. In certain embodiments, the compounds are pyridones. In certain embodiments, provided are methods for treatment or amelioration of diseases associated with modulation of C3a receptor activity.

  提供了一些化合物，它们是C3a受体活性的调节剂，包括含有这些化合物的组合物和使用这些化合物和组合物的方法。在某些实施例中，这些化合物是吡啶酮。在某些实施例中，提供了用于治疗或改善与C3a受体活性调节相关的疾病的方法。
• N-[N alpha-(1(S)-carboxy-3-cyclohexyl-propyl)-1-lysyl] N-cyclopentylglycine as antihypertensives
  申请人：ASAHI BREWERIES LTD.

  公开号：EP0284510A2

  公开（公告）日：1988-09-28

  The invention relates to N-[Nα-(1(S)-carboxy-3-­cyclohexylpropyl)-L-lysyl] -N-cyclopentylglycine which is useful as antihypertensives.

  本发明涉及 N-[Nα-(1(S)-羧基-3-环己基丙基)-L-赖氨酰] -N-环戊基甘氨酸，它可用作抗高血压药。
• Cationic surfactants from lysine: Synthesis, micellization and biological evaluation
  作者：Lourdes Pérez、Aurora Pinazo、M. Teresa García、Marina Lozano、Angeles Manresa、Marta Angelet、M. Pilar Vinardell、Montse Mitjans、Ramon Pons、M. Rosa Infante

  DOI：10.1016/j.ejmech.2008.11.003

  日期：2009.5

  Biocompatible cationic surfactants from the amino acid lysine (hydrochloride salts of N-epsilon-lauroyl lysine methyl ester, N-epsilon-myristoyl lysine methyl ester and N-epsilon-palmitoyl lysine methyl ester) have been prepared in high yields by lysine acylation in F position with three natural saturated fatty acids. The micellization process of these surfactants has been studied using the PGSE-NMR technique. The compounds were tested as antimicrobial agents against Gram-positive and Gram-negative bacteria. The surfactants show moderate antimicrobial activity against the Gram-positive bacteria but Gram-negative bacteria are resistant to these surfactants in the concentration range tested. The haemolytic activity is considerably lower than those reported for other cationic N-alpha-acyl amino acid analogues. The acute toxicity against Daphnia magna and biodegradability was studied. The toxicity is clearly lower than that reported for conventional cationic surfactants from quaternary ammonium and the three surfactants from lysine can be classified as ready biodegradable surfactants. (C) 2008 Elsevier Masson SAS. All rights reserved.