((S)-2,6-Diamino-hexanoylamino)-acetic acid | 7563-03-3

• 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
• 英文名称: ((S)-2,6-Diamino-hexanoylamino)-acetic acid
• 英文别名: Lys-Gly；L-Lysyl-glycin；Lysylglycine；2-[[(2S)-2,6-diaminohexanoyl]amino]acetic acid
• CAS: 7563-03-3
• 化学式: C₈H₁₇N₃O₃
• 分子量: 203.241
• InChiKey: HGNRJCINZYHNOU-LURJTMIESA-N

物化性质

• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -3.9
• 重原子数：
  14
• 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：
  118
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  月桂酸 、 ((S)-2,6-Diamino-hexanoylamino)-acetic acid 在 Streptomyces mobaraensis NBRC 13819 acylase 作用下， 以 various solvent(s) 为溶剂， 反应 48.0h， 以58%的产率得到Nε-lauroyl-L-lysyl-glycine
  参考文献：
  名称：

  A Novel Acylase from Streptomyces mobaraensis that Efficiently Catalyzes Hydrolysis/Synthesis of Capsaicins as Well as N-Acyl-l-amino Acids and N-Acyl-peptides

  摘要：

  A novel enzyme that catalyzes efficient hydrolysis of capsaicin (8-methyl-N-vanillyl-6-nonenamide) was isolated from the culture broth of Streptomyces mobaraensis. The enzyme consisted of two dissimilar subunits with molecular masses of 61 and 19 kDa. The enzyme was activated and stabilized in the presence of Co2+. It showed a pH optimum of about 8 and was stable at temperatures of up to 55 degrees C for 1 h at pH 7.8. The specific activity of the enzyme for the hydrolysis of capsaicin was 10(2)-10(4) times higher than those for the enzymes reported to date. In an aqueous/n-hexane biphasic system, capsaicin analogues such as octanoyl, decanoyl, and lauroyl vanillylamides were synthesized from the corresponding fatty acids and vanillylamine at yields of 50% or greater. In addition, the enzyme catalyzed the deacylation of N-lauroyl-L-amino acids and N-lauroyl-L-dipeptides and the efficient synthesis of N alpha-lauroyl-L-lysine, N epsilon-lauroyl-L-lysine, and various N-lauroyl-peptides in aqueous solution in both the absence and the presence of glycerol.

  DOI：

  10.1021/jf052102k
• 作为产物：
  描述：

  N_α,N_ξ-di-Cbz-L-lysylglycine ethyl ester 在 1,4-二氧六环 、 盐酸 、 甲醇 、 sodium hydroxide 、 钯 作用下， 生成 ((S)-2,6-Diamino-hexanoylamino)-acetic acid
  参考文献：
  名称：

  Grassmann; Wuensch, Chemische Berichte, 1958, vol. 91, p. 449,453

  摘要：

  DOI：

文献信息

• Amino-acids and peptides. Part XXXI. N-(piperidino-oxycarbonyl)-amino-acids and their use in peptide synthesis
  作者：D. Stevenson、G. T. Young

  DOI：10.1039/j39690002389

  日期：——

  methods; after saponification of the ester, the piperidino-oxycarbonyl group was removed by electrolytic reduction, giving authentic dipeptides in high yield. ε-Piperidino-oxycarbonyl-L-lysine and derivatives have been prepared, and their use in the synthesis of peptides containing lysine has been exemplified. Some N-(dimethylamino-oxycarbonyl)amino-esters are also reported.

  描述了N-（哌啶子基氧羰基）氨基酸（I）及其酯的制备和性质。哌啶子基-氧羰基基团对冷酸稳定，但通过催化氢化，电解还原以及在乙酸水溶液中的锌粉或连二亚硫酸钠定量除去。哌啶子基-氧羰基氨基酸已通过标准方法与氨基酯偶联。酯皂化后，通过电解还原除去哌啶子基-氧羰基，从而以高收率得到可靠的二肽。已经制备了β-哌啶子基-氧羰基-L-赖氨酸及其衍生物，并且已举例说明了它们在合成含有赖氨酸的肽中的用途。一些N还报道了-（二甲基氨基-氧羰基）氨基酯。
• Population Exposure to Electromagnetic Fields Generated by Radio Base Stations: Evaluation of the Urban Background by Using Provisional Model and Instrumental Measurements
  作者：L. Anglesio、A. Benedetto、A. Bonino、D. Colla、F. Martire、S. Saudino Fusette、G. d'Amore

  DOI：10.1093/oxfordjournals.rpd.a006688

  日期：2001.12.1

  Electromagnetic radiation, which is used by broadcasting and mobile telephone systems to transmit information, permeates the city environment. In order to properly evaluate population exposure to electromagnetic fields, knowledge of their intensity and spectral components is necessary. In this study the results of radiofrequency field monitoring carried out in Torino, a large town located in the north-west of Italy are shown: the variation of the electromagnetic field strength is evaluated as a function of the height from the ground, the location in the urban area and the frequency, separating the contributions of the different sources (broadcasting antennas and radio base stations for mobile phones). Furthermore, the contribution of the radio base stations is theoretically evaluated, adding the emissions off all installations situated in Torino and examining the field strength maps calculated, considering the orography, for different heights. The theoretical values are also compared with those measured in the frequency range of mobile telephony emissions.

  广播和移动电话系统用来传输信息的电磁辐射渗透到城市环境中。为了正确评估人口暴露于电磁场的情况，有必要了解其强度和光谱成分。本研究显示了在都灵（位于意大利西北部的一个大城市）进行的射频场监测结果：将电磁场强度的变化作为离地高度、城市区域位置和频率的函数进行评估，并将不同来源（广播天线和移动电话无线基站）的贡献分开。此外，还对无线电基站的贡献进行了理论评估，将都灵所有设施的辐射量相加，并根据不同高度的地形计算出场强图。理论值还与移动电话发射频率范围内的测量值进行了比较。
• Pharmaceutical compositions for prevention of overdose or abuse
  申请人：Mickle Travis

  公开号：US20050176646A1

  公开（公告）日：2005-08-11

  The invention relates to pharmaceutical compositions comprised of a chemical moiety attached to an active agent in a manner that substantially decreases the potential of the active agent to cause overdose or to be abused. When delivered at the proper dosage the pharmaceutical composition provides therapeutic activity similar to that of the parent active agent.

  该发明涉及药物组合物，包括将化学基团与活性药物以一种方式结合，从而大大降低活性药物引起过量或滥用的潜力。当以适当剂量给予药物组合物时，其提供的治疗活性类似于原始活性药物。
• Abuse-resistant amphetamine compounds
  申请人：Mickle Travis

  公开号：US20050054561A1

  公开（公告）日：2005-03-10

  The invention describes compounds, compositions and methods of using the same comprising a chemical moiety covalently attached to amphetamine. These compounds and compositions are useful for reducing or preventing abuse and overdose of amphetamine. These compounds and compositions find particular use in providing an abuse-resistant alternative treatment for certain disorders, such as attention deficit hyperactivity disorder (ADHD), ADD, narcolepsy, and obesity. Oral bioavailability of amphetamine is maintained at therapeutically useful doses. At higher doses bioavailability is substantially reduced, thereby providing a method of reducing oral abuse liability. Further, compounds and compositions of the invention decrease the bioavailability of amphetamine by parenteral routes, such as intravenous or intranasal administration, further limiting their abuse liability.

  本发明描述了一种化合物、组合物和使用它们的方法，其中化学基固定地连接到安非他命上。这些化合物和组合物可用于减少或预防安非他命的滥用和过量。这些化合物和组合物在为某些疾病提供一种抗滥用的替代治疗方案方面特别有用，例如注意力缺陷多动障碍（ADHD）、ADD、嗜睡症和肥胖症。在治疗有效剂量下，口服安非他命的生物利用度得以维持。在更高剂量下，生物利用度显著降低，从而提供了一种减少口服滥用风险的方法。此外，本发明的化合物和组合物通过静脉或鼻腔给药等肠外途径降低安非他命的生物利用度，进一步限制它们的滥用风险。
• ABUSE-RESISTANT AMPHETAMINE PRODRUGS
  申请人：Mickle Travis

  公开号：US20090234002A1

  公开（公告）日：2009-09-17

  The invention describes compounds, compositions, and methods of using the same comprising a chemical moiety covalently attached to amphetamine. These compounds and compositions are useful for reducing or preventing abuse and overdose of amphetamine. These compounds and compositions find particular use in providing an abuse-resistant alternative treatment for certain disorders, such as attention deficit hyperactivity disorder (ADHD), ADD, narcolepsy, and obesity. Oral bioavailability of amphetamine is maintained at therapeutically useful doses. At higher doses bioavailability is substantially reduced, thereby providing a method of reducing oral abuse liability. Further, compounds and compositions of the invention decrease the bioavailability of amphetamine by parenteral routes, such as intravenous or intranasal administration, further limiting their abuse liability.

  该发明涉及一种将化学基团共价连接到苯丙胺上的化合物、组合物和使用方法。这些化合物和组合物有助于减少或预防苯丙胺的滥用和过量使用。这些化合物和组合物在提供一种抗滥用的替代治疗方法方面具有特殊用途，例如治疗注意力缺陷多动障碍（ADHD）、ADD、嗜睡症和肥胖症等疾病。在治疗剂量下，苯丙胺的口服生物利用度得以维持。在更高剂量下，生物利用度显著降低，从而提供了一种减少口服滥用风险的方法。此外，该发明的化合物和组合物通过静脉或鼻腔给药等肠外途径降低苯丙胺的生物利用度，进一步限制了它们的滥用风险。