γ-L-glutamylhistamine

• 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: γ-L-glutamylhistamine
• 英文别名: (2S)-2-azaniumyl-5-{[2-(1H-imidazol-4-yl)ethyl]amino}-5-oxopentanoate；(2S)-2-azaniumyl-5-[2-(1H-imidazol-5-yl)ethylamino]-5-oxopentanoate
• 化学式: C₁₀H₁₆N₄O₃
• 分子量: 240.262
• InChiKey: BGNAGOFSEBNIJN-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  121
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  zinc(II) acetate dihydrate 、 γ-L-glutamylhistamine 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以88%的产率得到
  参考文献：
  名称：

  EP3842445

  摘要：

  公开号：
• 作为产物：
  描述：

  adenosine 5'-triphosphate 、 histamine 、 2-氨基戊二酸酯 生成 adenosine 5'-diphosphate 、 氢(+1)阳离子 、 γ-L-glutamylhistamine 、 H3PO4
  参考文献：
  名称：

  An In Vitro Characterization of ?-Glutamylhistamine Synthetase: A Novel Enzyme Catalyzing Histamine Metabolism in the Central Nervous System of the Marine Mollusk, Aplysia californica

  摘要：

  Abstract: The properties of the histamine metabolizing enzyme, γ‐glutamylhistamine synthetase (γ‐GHA synthetase) were studied in Aplysia ganglia in vitro. This enzyme catalyzes the incorporation of histamine into peptide linkage with l‐glutamate to form a peptidoamine, γ‐glutamylhistamine (γ‐GHA). γ‐GHA synthetase is a soluble enzyme with an apparent Km of 653 μm for histamine and 10.6 mm for l‐glutamate. Synthesis of‐γ‐GHA is energy ‐dependent, having an absolute requirement for ATP. Magnesium ions and di‐thiothreitol are also essential for activity. Of a variety of γ‐glutamyl compounds and glutamate analogs tested, only l‐glutamate was effectively incorporated into peptide linkage with histamine. Similarly, the enzyme has a higher affinity for histamine than for numerous imidazole analogs. In addition, 3,4‐dihydroxyphenylethylamine (dopamine), 5‐hydroxytryptamine, octopamine, and several other amines tested are effective inhibitors of‐γ‐GHA synthesis. Ganglia, nerve trunks, and the capsule surrounding the ganglion had the highest synthetase activity. The specific activity of the enzyme in muscle, heart, and hemolymph was <10% of that in ganglia. Differences in substrate specificity and effect of inhibitors distinguish ‐γ‐GHA synthetase from ‐γ‐glutamyl transpeptidase, glutamine synthetase, and carnosine synthetase.

  DOI：

  10.1111/j.1471-4159.1982.tb10873.x

文献信息

• Amino acid and peptide hemin derivatives as new promising virucidal agents
  作者：Sergei A. Okorochenkov、Galina A. Zheltukhina、Vitaly A. Roginsky、Nikolai N. Nossik、Sergei L. Zheltukhin、Vladimir E. Nebolsin

  DOI：10.1142/s1088424612500344

  日期：2012.3

  synthesized a series of hemin derivatives (HDs) substituted by residues of amino acids and peptides at either one or two propionic-acid residues, and studied the virucidal activity of the compounds obtained against herpes simplex virus. Compounds 6,7-bis-(methyl ester N0L-seryl)-protohemin (IX) (2) and 6,7-bis-[methyl ester N0-L-arginyl)-protohemin (IX) (6) shown the highest virucidal activity. We also

  我们合成了一系列由一个或两个丙酸残基上的氨基酸和肽残基取代的血红素衍生物 (HD)，并研究了获得的化合物对单纯疱疹病毒的杀病毒活性。化合物 6,7-双-(甲酯 N0L-seryl)-protohemin (IX) (2) 和 6,7-bis-[甲酯 N0-L-arginyl)-protohemin (IX) (6) 显示出最高的杀病毒活性。我们还研究了 HDs 和脂质膜成分之间的相互作用作为杀病毒作用的可能机制。包括克拉克电极和亚油酸甲酯胶束溶液的模型系统用于定量评估 HD 催化作为脂质膜成分的多不饱和脂肪酸氧化的能力。另一种模型系统包括由二油酰磷脂酰胆碱组成并负载有荧光染料羧基荧光素的脂质体，用于检查 HD 对脂质膜渗透性的影响。暴露于 HD 时增加脂质体膜渗透性的动力学和功效似乎取决于 HD 中取代基的性质。
• Peptide derivatives or pharmaceutically acceptable salts thereof, method for producing the same, use of said derivatives and pharmaceutical composition
  申请人：Nebolsin, Vladimir Evgenievich

  公开号：EP2229935A1

  公开（公告）日：2010-09-22

  Derivatives of peptides of general formula or pharmaceutically acceptable salts thereof, their use as the agents possessing antioxidant, antiasthmatic, antihypoxic, antiinflammatory, antiviral, antibacterial, lipid-regulating, antitumor, antimetastatic, glucose lowering, adaptogenic and the other kinds of therapeutic effects, a method to produce them, a pharmaceutical composition or a cosmetic agent comprising as an active agent a peptide derivative of formula (I) or pharmaceutically or cosmetically acceptable salts thereof as well as a method of therapy or prevention of diseases.

  通式肽的衍生物 或其药学上可接受的盐，它们作为具有抗氧化、抗通气、抗缺氧、抗炎、抗病毒、抗菌、调节血脂、抗肿瘤、抗转移、降糖、适应性和其他各种治疗效果的制剂的用途，生产它们的方法，包含式 (I) 肽衍生物或其药学上或化妆品学上可接受的盐作为活性剂的药物组合物或化妆品制剂，以及治疗或预防疾病的方法。
• PEPTIDE DERIVATIVES OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, METHOD FOR PRODUCING THE SAME, USE OF SAID DERIVATIVES AND PHARMACEUTICAL COMPOSITION
  申请人：Otkrytoe Aktsionernoe Obschestvo "Otechestvennye Lekarstva"

  公开号：EP1020179B9

  公开（公告）日：2011-02-02
• Revina, A. A.; Zaitsev, P. .; Fedulov, D. M., Russian Journal of Physical Chemistry, <hi>2003</hi>, vol. 77, # 2, p. 307 - 313
  作者：Revina, A. A.、Zaitsev, P. .、Fedulov, D. M.、Zheltukhina, G. A.、Nebol'sin, V. E.、Zaitsev, N. K.

  DOI：——

  日期：——
• Nucleic Acids and Proteins and Methods for Making and Using Them
  申请人：Mathur Eric J.

  公开号：US20100011456A1

  公开（公告）日：2010-01-14

  The invention provides polypeptides, including enzymes, structural proteins and binding proteins, polynucleotides encoding these polypeptides, and methods of making and using these polynucleotides and polypeptides. Polypeptides, including enzymes and antibodies, and nucleic acids of the invention can be used in industrial, experimental, food and feed processing, nutritional and pharmaceutical applications, e.g., for food and feed supplements, colorants, neutraceuticals, cosmetic and pharmaceutical needs.