H-γ-Glu-Lys-OH | 5978-23-4

• 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: H-γ-Glu-Lys-OH
• 英文别名: γ-Glutamyl-α-lysine；(S)-6-amino-2-((S)-4-amino-4-carboxybutanamido)hexanoic acid；γ-glutamyllysine；L-Lys-γ-L-Glu；gamma-Glutamyl-lysine；(2S)-6-amino-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]hexanoic acid
• CAS: 5978-23-4
• 化学式: C₁₁H₂₁N₃O₅
• 分子量: 275.305
• InChiKey: LNLLNTMHVMIMOG-YUMQZZPRSA-N

物化性质

• 沸点：
  610.3±55.0 °C(Predicted)
• 密度：
  1.290±0.06 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -6.3
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  156
• 氢给体数：
  5
• 氢受体数：
  7

制备方法与用途

多肽H-γ-Glu-Leu-OH是由Glu上的γ位羧基与Leu上的氨基发生缩合反应形成的，是一种小分子二肽。

参考质量标准如下：

• 外观：白色粉末
• 纯度（HPLC）≥98.0%
• 醋酸根含量≤12.0%
• 水分含量≤8.0%
• 肽含量≥80.0%
• 内毒素≤50EU/mg
• 氨基酸组成分析≤±10%

反应信息

• 作为产物：
  描述：

  N-[(1,1-二甲基乙氧基)羰基]-L-谷氨酸 1-乙基酯 在 甲醇 、 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 、 三氟乙酸 、 sodium hydroxide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 生成 H-γ-Glu-Lys-OH
  参考文献：
  名称：

  γ-Glutamyl-dipeptides: Easy tools to rapidly probe the stereoelectronic properties of the ionotropic glutamate receptor binding pocket

  摘要：

  gamma-Glutamyl-dipeptides, built by condensing the distal carboxylate of L-Glu (or D-Glu) onto a series of differently functionalized amino acids, were prepared and used as tools for rapidly probing the stereo electronic properties of iGluRs, searching for subtype-selective ligands. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2016.11.025

文献信息

• Tissue transglutaminase inhibitors
  申请人：Stein L. Ross

  公开号：US20060183759A1

  公开（公告）日：2006-08-17

  The present invention provides novel compounds and methods useful for treating transglutaminase associated disorders such as celiac spru, Alzheimer's disease and Huntington's disease. Certain compounds of the invention are tissue transglutaminase inhibitors that comprise thiophene moieties. Methods of the invention include treatment of transglutaminase associated disorders with inhibitors of transglutaminase.

  本发明提供了一种治疗转酰胺酶相关疾病的新化合物和方法，例如腹泻性脆皮病、阿尔茨海默病和亨廷顿病。本发明的某些化合物是组织转酰胺酶抑制剂，包括噻吩基团。本发明的方法包括使用转酰胺酶抑制剂治疗转酰胺酶相关疾病。
• TRANSGLUTAMINASE INHIBITORS AND METHODS OF USE THEREOF
  申请人：The Board of Trustees of the Leland Stanford Junior University

  公开号：US20130102633A1

  公开（公告）日：2013-04-25

  Transglutaminase inhibitors and methods of use thereof are provided.

  本发明提供了谷氨酰胺转移酶抑制剂及其使用方法。
• Viral-safe purified human thrombin
  申请人：BAXTER INTERNATIONAL INC.

  公开号：EP0443724A1

  公开（公告）日：1991-08-28

  A viral-safe highly purified human thrombin is prepared by a commercial-scale process utilizing antiviral agents integral to a purification scheme employing ion exchange mass capture and S-sepharose affinity chromotography. The resultant thrombin product is therapeutically acceptable for human administrations.

  利用离子交换质量捕获和 S-sepharose亲和层析的纯化方案中不可或缺的抗病毒剂，通过商业规模的工艺制备出病毒安全的高纯度人凝血酶。 制备出的凝血酶产品可用于人体治疗。
• Process for efficiently producing transglutaminase through DNA recombination
  申请人：Ajinomoto Co., Inc.

  公开号：EP0743365A2

  公开（公告）日：1996-11-20

  The present invention relates to a process for producing a transglutaminase, which comprises incubating Escherichia coli expressing genes encoding a heat shock protein (DnaJ) and a transglutaminase. The transglutaminase is produced in large quantities, at low cost and has the appropriate stereostructure to render the transglutaminase biologically active. The transglutaminase so produced is useful in the food industry.

  本发明涉及一种生产转谷氨酰胺酶的工艺，它包括培养表达编码热休克蛋白（DnaJ）和转谷氨酰胺酶基因的大肠杆菌。转谷氨酰胺酶的生产量大、成本低，并具有适当的立体结构，使转谷氨酰胺酶具有生物活性。生产出的转谷氨酰胺酶可用于食品工业。
• Novel integrin-binding peptides
  申请人：LA JOLLA CANCER RESEARCH FOUNDATION

  公开号：EP0906919A2

  公开（公告）日：1999-04-07

  This invention is directed to novel integrin binding peptides. These peptides bind to αv- or α5-containing integrins and can exhibit high binding affinity. They contain one of the following sequence motifs: RX1ETX2WX3 [SEQ ID NO: i] (especially RRETAWA [SEQ ID NO: 8]) ; RGDGX [SEQ ID NO: 2], in which X is an amino acid with a hydrophobic, aromatic side chain; the double cyclic CX1CRGDCX2C [SEQ ID NO:- 15]; and RLD. The peptides generally exhibit their highest binding affinity when they assume a conformationally stabilized configuration. This invention also provides methods of using these peptides.

  本发明涉及新型整合素结合肽。这些肽能与αv-或α5-含整合素结合，并表现出很高的结合亲和力。它们包含以下序列图案之一：RX1ETX2WX3[SEQ ID NO: i]（尤其是 RRETAWA [SEQ ID NO: 8]）；RGDGX[SEQ ID NO: 2]，其中 X 是具有疏水芳香侧链的氨基酸；双环 CX1CRGDCX2C [SEQ ID NO:- 15]；以及 RLD。这些肽通常在构象稳定时表现出最高的结合亲和力。本发明还提供了使用这些多肽的方法。