L-色氨酸-L-精氨酸 | 88831-09-8

• 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: L-色氨酸-L-精氨酸
• 英文名称: L-Tryptophan-L-arginine
• 英文别名: L-tryptophanyl-L-arginine；Trp-Arg-OH；WR；Trp-Arg；WR-OH；(2S)-2-[[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
• CAS: 88831-09-8
• 化学式: C₁₇H₂₄N₆O₃
• 分子量: 360.416
• InChiKey: LCPVBXOHXMBLFW-JSGCOSHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  173
• 氢给体数：
  6
• 氢受体数：
  5

制备方法与用途

H-Trp-Arg-OH 是一种具有生物活性的肽。

反应信息

• 作为反应物：
  描述：

  L-色氨酸-L-精氨酸 、 Dnp-Gly-Gly-ONp 以 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 以84%的产率得到Dnp-Gly-Gly-Trp-Arg-OH
  参考文献：
  名称：

  Isolation and characterization of an acid proteinase fromAspergillus oryzae

  摘要：

  DOI：

  10.1007/bf00568521
• 作为产物：
  描述：

  (4-nitrophenyl) 3-(1H-indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoate 在 钯 、 环己烯 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 L-色氨酸-L-精氨酸
  参考文献：
  名称：

  Synthesis of dinitrophenyltetrapeptides as chromophoric substrates of endoproteinases

  摘要：

  DOI：

  10.1007/bf00575711

文献信息

• Nutrient compositions containing peptides
  申请人：CLINTEC NUTRITION COMPANY

  公开号：EP0457314A1

  公开（公告）日：1991-11-21

  Nutrient compositions comprise an aqueous solution of at least one dipeptide with an N-terminal amino acid selected from glutamine, aspargine, tyrosine, tryptophan, and aspargine. The C-terminal amino acid is alanine, glycine, tryptophan, arginine, proline or serine. The nutritional compositions contain from about 0.1 to 25.0 percent by weight of oligopeptides, preferably about 0.5 to 5.0 percent by weight.

  营养组合物包含至少一种二肽的水溶液，其 N 端氨基酸选自谷氨酰胺、天门冬氨酸、酪氨酸、色氨酸和天门冬氨酸。 C 端氨基酸为丙氨酸、甘氨酸、色氨酸、精氨酸、脯氨酸或丝氨酸。营养组合物含有约 0.1%至 25.0%（按重量计）的低聚肽，最好是约 0.5%至 5.0%（按重量计）。
• ADDITIVE FOR UNDIFFERENTIATION MAINTAINING MEDIUM
  申请人：Ajinomoto Co., Inc.

  公开号：EP3604503A1

  公开（公告）日：2020-02-05

  The present invention provides a medium for culturing pluripotency stem cells, containing L-tryptophan or L-tryptophan derivative at a concentration of not less than 176 µM.

  本发明提供了一种培养多能干细胞的培养基，其中含有浓度不低于 176 µM 的 L-色氨酸或 L-色氨酸衍生物。
• Mechanism and structure–activity relationships of norspermidine-based peptidic inhibitors of trypanothione reductase
  作者：Mark J. Dixon、Richard I. Maurer、Cristina Biggi、Julen Oyarzabal、Jonathan W. Essex、Mark Bradley

  DOI：10.1016/j.bmc.2005.04.039

  日期：2005.7

  A library of polyamine-peptide conjugates based around some previously identified inhibitors of trypanothione reductase was synthesised by parallel solid-phase chemistry and screened. Kinetic analysis of library members established that subtle structural changes altered their mechanism of action, switching between competitive and non-competitive inhibition. The mode of action of the non-competitive inhibitors was investigated in detail by a variety of techniques including enzyme kinetic analysis (looking at both NADPH and trypanothione disulfide substrates), gel filtration chromatography and analytical ultracentrifugation, leading to the identification of an allosteric mode of inhibition. (c) 2005 Published by Elsevier Ltd.
• In Vitro Characterization of Human Peptide Transporter hPEPT1 Interactions and Passive Permeation Studies of Short Cationic Antimicrobial Peptides
  作者：Gøril Eide Flaten、Gabor Kottra、Wenche Stensen、Geir Isaksen、Rasmus Karstad、John S. Svendsen、Hannelore Daniel、Johan Svenson

  DOI：10.1021/jm1015704

  日期：2011.4.14

  The present study assesses the permeation of cationic antimicrobial di- and tripeptides derived from lactoferricin via interaction with the human intestinal peptide transporter hPEPT1 and via passive routes. While some tested peptides displayed moderate affinity (0.6 and 2.7 mM) for interaction with hPEPT1, none served as substrate for hPEPT1 expressed by Xenopus laevis oocytes. It is shown that structural strategies employed to generate sufficient biological activity and metabolic stability such as introduction of large hydrophobic unnatural amino acids and different C-terminal modifications counteracted hPEPT1 mediated uptake. Most of the included peptides were nevertheless shown to permeate at rates suggesting moderate to excellent human oral absorption in the applied phospholipid vesicle-based passive permeation assay. Although the main factor governing passive permeation appears to be the hydrophobicity, peptide structure was also important and the overall permeation behavior was difficult to predict. Comparisons with a theoretical prediction model were also performed.
• NOVEL BENZO [D][1,3]-DIOXOL DERIVATIVES
  申请人：Concert Pharmaceuticals Inc.

  公开号：EP1910322A2

  公开（公告）日：2008-04-16