Arg-Lys | 40968-46-5

• 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: Arg-Lys
• 英文别名: Arginyllysine；(2S)-6-amino-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]hexanoic acid
• CAS: 40968-46-5
• 化学式: C₁₂H₂₆N₆O₃
• 分子量: 302.377
• InChiKey: JQFZHHSQMKZLRU-IUCAKERBSA-N

物化性质

• 密度：
  1.41±0.1 g/cm3(Predicted)
• 溶解度：
  溶于二甲基亚砜
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -4.7
• 重原子数：
  21
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  183
• 氢给体数：
  6
• 氢受体数：
  6

安全信息

• 海关编码：
  2925290090

制备方法与用途

生物活性 H-Arg-Lys-OH 是由 L-精氨酸和 L-赖氨酸残基形成的二肽。

体外研究显示，到目前为止，仅少数生理相关的晚期糖基化终产物（AGEs）在离体组织中被鉴定出来，其中最值得注意的是赖氨酸-赖氨酸和赖氨酸-精氨酸交联生成的 AGEs。

反应信息

• 作为产物：
  描述：

  N'-硝基-L-精氨酸 在 钯 sodium hydroxide 、 氢气 作用下， 以 甲醇 、 水 、 溶剂黄146 为溶剂， 生成 Arg-Lys
  参考文献：
  名称：

  Gibian,H.; Schroeder,E., Justus Liebigs Annalen der Chemie, 1961, vol. 642, p. 145 - 162

  摘要：

  DOI：

文献信息

• THE PREPARATION OF<scp>L</scp>-ARGINYL DIPEPTIDES OF ASPARAGINE, GLUTAMINE, AND SOME BASIC AMINO ACIDS
  作者：Casimir Berse、Lucien Piché、Akira Uchiyama

  DOI：10.1139/v60-262

  日期：1960.10.1

  The synthesis of the following dipeptides is described: L-arginyl-L-asparagine acetate, L-arginyl-L-glutamine acetate, L-arginyl-L-lysine diacetate, and L-arginyl-L-ornithine diacetate. The two former were prepared by coupling a mixed anhydride of α-carbobenzoxy-ω-nitro- L-arginine directly with L-asparagine or with L-glutamiae; catalytic hydrogenolysis of the resulting intermediates gave the dipeptides. The two others were obtained by combining α-carbobenzoxy-L-arginine with ω-carbobenzoxy- L-lysine methyl ester hydrochloride or with ω-carbobenzoxy-L-ornithine methyl ester hydrochloride in the presence of N,N′-dicyclohexyl-carbodiimide; saponification and hydrogenation was necessary to uncover the resulting dipeptides.

  以下二肽的合成过程如下：L-精氨酰-L天冬酰胺酸醋酸盐、L-精氨酰-L谷氨酰胺醋酸盐、L-精氨酰-L赖氨酸二醋酸盐和L-精氨酰-L鸟氨酸二醋酸盐。前两者通过将α-羧苄氧基-ω-硝基-L-精氨酸的混合酸酐直接与L-天冬酰胺或L-谷氨酸偶联制备而成；对产生的中间体进行催化氢解反应得到二肽。另外两者通过将α-羧苄氧基-L-精氨酸与ω-羧苄氧基-L-赖氨酸甲酯盐或ω-羧苄氧基-L-鸟氨酸甲酯盐与N,N'-二环己基-碳二亚胺一起反应得到；需要皂化和氢化才能揭示所得的二肽。
• A Novel<scp>L</scp>-Amino Acid Ligase from<i>Bacillus subtilis</i>NBRC3134, a Microorganism Producing Peptide-Antibiotic Rhizocticin
  作者：Kuniki KINO、Yoichi KOTANAKA、Toshinobu ARAI、Makoto YAGASAKI

  DOI：10.1271/bbb.80842

  日期：2009.4.23

  l-Amino acid ligase catalyzes the formation of an α-peptide bond from unprotected l-amino acids in an ATP-dependent manner, and this enzyme is very useful in efficient peptide production. We performed enzyme purification to obtain a novel l-amino acid ligase from Bacillus subtilis NBRC3134, a microorganism producing peptide-antibiotic rhizocticin. Rhizocticins are dipeptide or tripeptide antibiotics and commonly possess l-arginyl-l-2-amino-5-phosphono-3-cis-pentenoic acid. The purification was carried out by detecting l-arginine hydroxamate synthesis activity, and a target enzyme was finally purified 1,280-fold with 0.8% yield. The corresponding gene was then cloned and designated rizA. rizA was 1,242 bp and coded for 413 amino acid residues. Recombinant RizA was prepared, and it was found that the recombinant RizA synthesized dipeptides whose N-terminus was l-arginine in an ATP-dependent manner. RizA had strict substrate specificity toward l-arginine as the N-terminal substrate; on the other hand, the substrate specificity at the C-terminus was relaxed.

  l-氨基酸连接酶以依赖 ATP 的方式催化未受保护的 l-氨基酸形成 α-肽键，这种酶对高效生产多肽非常有用。我们进行了酶纯化，从生产多肽抗生素根肿灵的微生物枯草芽孢杆菌（Bacillus subtilis NBRC3134）中获得了一种新型 l-氨基酸连接酶。根瘤菌素是一种二肽或三肽抗生素，通常含有 l-精氨酰-l-2-氨基-5-磷酰基-3-顺式戊烯酸。通过检测精氨酰羟氨酸盐合成活性进行纯化，最终纯化出目标酶 1280 倍，产率为 0.8%。然后克隆了相应的基因，并将其命名为 rizA，rizA 的长度为 1 242 bp，编码 413 个氨基酸残基。研究人员制备了重组 RizA，发现重组 RizA 能以 ATP 依赖性方式合成 N 端为 l-精氨酸的二肽。RizA对N端底物精氨酸具有严格的底物特异性，而对C端的底物特异性则比较宽松。
• Peptide derivatives
  申请人：——

  公开号：US20040116336A1

  公开（公告）日：2004-06-17

  The present invention relates to novel peptide derivatives, which are recognized as ligands to G-coupled protein receptor proteins. The peptide of the present invention can be used in (1) development of a receptor binding assay system using the expression system of the recombinant receptor protein and screening of candidates for pharmaceutical compounds, and (2) development of pharmaceutical preparations such as a neutral nerve function regulator, a circulatory function regulator, a cardiac function regulator, an immune function regulator, a digestive organ function regulator, a metabolic function regulator, a generative organ regulator or the like.

  本发明涉及一种新型肽衍生物，其被认为是G偶联蛋白受体蛋白的配体。本发明的肽可以用于（1）利用重组受体蛋白的表达系统开发受体结合测定系统，并筛选药物候选物，以及（2）开发制备药物，如神经功能调节剂、循环功能调节剂、心脏功能调节剂、免疫功能调节剂、消化器官功能调节剂、代谢功能调节剂、生殖器官调节剂等。
• Compositions and Methods Relating to Ionic Salts of Peptides
  申请人：THETIS PHARMACEUTICALS LLC

  公开号：US20160107985A1

  公开（公告）日：2016-04-21

  The present invention relates to compounds of Formula I, compositions containing same, and methods of use.

  本发明涉及式I的化合物，含有该化合物的组合物以及使用方法。
• Process for the synthesis of semisynthetic glycosaminoglycans with heparin or heparan structure modified in position 2 of the alpha-L-iduronic-2-0-sulfate acid
  申请人：ALFA WASSERMANN S.p.A.

  公开号：EP0618234A1

  公开（公告）日：1994-10-05

  A process for the synthesis of semi-synthetic glycosaminoglycans of general formula III with heparin or heparan structure modified in position 2 of the α-L-iduronic-2-O-sulfate acid in which the sulfate group is, entirely or in part, substituted with a nucleophilic radical is described. Said process is carried out by treating glycosaminoglycans with heparin or heparan structure by means of a nucleophilic agent in alkaline medium.

  本发明描述了一种通式 III 的半合成氨基聚糖的合成工艺，其肝素或肝素结构在 α-L-iduronic-2-O-sulfate 酸的第 2 位发生了改变，其中的硫酸基全部或部分被亲核基取代。 所述工艺是通过在碱性介质中使用亲核剂处理具有肝素或肝素结构的糖胺聚糖来实现的。