L-gamma-谷氨酰-对-硝基苯胺 | 7300-59-6

• 物质功能分类: 化学试剂 - 有机试剂 - 硝基化合物
• 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-gamma-谷氨酰-对-硝基苯胺
• 中文别名: γ-L-谷氨酰基-4-硝基苯胺；Gamma-L-谷氨酰对硝基苯胺一水合物；L-γ-谷氨酰对硝基苯胺一水合物；L-Γ-谷氨酰对硝基苯胺一水合物；L-谷氨酰基-4-硝基苯胺；γ-L-谷氨酰
• 英文名称: Gamma-L-Glutamyl-4-Nitroanilide
• 英文别名: γ-glutamyl-p-nitroanilide
• CAS: 7300-59-6
• 化学式: C₁₁H₁₃N₃O₅
• mdl: MFCD00072039
• 分子量: 267.24
• InChiKey: WMZTYIRRBCGARG-VIFPVBQESA-N

物化性质

• 熔点：
  185-188°C
• 比旋光度：
  [α]D20 +36～+39°(c=2,dil.HCl)
• 沸点：
  590.6±50.0 °C(Predicted)
• 密度：
  1.463
• 溶解度：
  酸水溶液（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  138
• 氢给体数：
  3
• 氢受体数：
  6

安全信息

• TSCA：
  Yes
• 安全说明：
  S22,S24/25
• WGK Germany：
  3
• 海关编码：
  29242990

反应信息

• 作为反应物：
  描述：

  L-蛋氨酸 、 L-gamma-谷氨酰-对-硝基苯胺 以 水 为溶剂， 反应 5.0h， 以0.7 mg的产率得到L-gamma-谷氨酰-L-蛋氨酸
  参考文献：
  名称：

  γ-谷氨酰转肽酶在植物中γ-谷氨酰肽代谢中的作用

  摘要：

  摘要 一些豆科植物未成熟种子中γ-谷氨酰转肽酶的活性和特异性并未反映γ-谷氨酰肽模式。

  DOI：

  10.1016/0031-9422(82)80117-9

文献信息

• RADIOLABELED DRUG
  申请人：National University Corporation Chiba University

  公开号：US20190091353A1

  公开（公告）日：2019-03-28

  The present invention relates to a compound, etc. capable of providing a radiolabeled drug that can reduce the renal accumulation thereof in the early stage after the administration thereof. [1] A compound, etc. represented by the formula (1), [2] a compound, etc. containing the compound, etc. according to the item [1] and a target molecule recognition element bonded thereto, [3] a metal complex compound, etc. containing one kind of a metal selected from a radioactive metal and a radioactive atom-labeled metal, and the compound, etc. according to the item [1] or [2], which is coordinated to the metal, [4] a drug for preparing a radiolabeled drug, containing the compound, etc. according to the item [1] or [2], [5] use of the compound, etc. according to the item [1] or [2], for producing a radiolabeled drug, [6] a radiolabeled drug containing the metal complex compound, etc. according to the item [3], and [7] a radiodiagnostic imaging agent containing the metal complex compound, etc. according to the item [3]:

  本发明涉及一种化合物等，能够提供一种放射性标记药物，该药物在给药后的早期阶段能够减少其在肾脏中的积累。【1】一种由式（1）表示的化合物等，【2】一种包含根据项目【1】中的化合物等及与之结合的靶分子识别元素的化合物等，【3】一种金属配合物等，包含从放射性金属和放射性原子标记金属中选择的一种金属，并与根据项目【1】或【2】的化合物等配位的化合物等，【4】用于制备放射性标记药物的药物，包含根据项目【1】或【2】的化合物等，【5】使用根据项目【1】或【2】的化合物等，用于生产放射性标记药物，【6】包含根据项目【3】的金属配合物等的放射性标记药物，以及【7】包含根据项目【3】的金属配合物等的放射诊断成像剂。
• Molecular Cloning and Characterization of γ-Glutamyltranspeptidase from<i>Pseudomonas nitroreducens</i>IFO12694
  作者：Masashi IMAOKA、Shigekazu YANO、Masashi OKUMURA、Takao HIBI、Mamoru WAKAYAMA

  DOI：10.1271/bbb.100199

  日期：2010.9.23

  γ-Glutamyltranspeptidase from Pseudomonas nitroreducens IFO12694 (PnGGT) exhibited higher hydrolytic activity than transfer activity, as compared with other γ-glutamyltranspeptidases (GGTs). PnGGT showed little activity towards most of l-amino acids and towards glycyl-glycine, which is often used as a standard γ-glutamyl accepter in GGT transfer reactions. The preferred substrates for PnGGT as a γ-glutamyl accepter were amines such as methylamine, ethylamine, and isopropylamine.

  与其它γ-谷氨酰转肽酶（GGT）相比，来自IFO12694的铜绿假单胞菌（PnGGT）展现出更高的水解活性而非转移活性。PnGGT对大多数L-氨基酸和常在GGT转移反应中用作标准γ-谷氨酰受体的甘氨酰甘氨酸表现出极低活性。作为γ-谷氨酰受体，PnGGT的优先底物为甲胺、乙胺和异丙胺等胺类。
• Purification and Properties of Soluble and Bound γ-Glutamyltransferases from Radish Cotyledon
  作者：Yoshihiro NAKANO、Satoshi OKAWA、Takayoshi YAMAUCHI、Yukio KOIZUMI、Jiro SEKIYA

  DOI：10.1271/bbb.70.369

  日期：2006.1

  Soluble and cell wall bound γ-glutamyltransferases (GGTs) were purified from radish (Raphanus sativus L.) cotyledons. Soluble GGTs (GGT I and II) had the same Mr of 63,000, and were composed of a heavy subunit (Mr, 42,000) and a light one (Mr, 21,000). The properties of GGT I and II were similar. Bound GGTs (GGT A and B) were purified to homogeneity from the pellet after the extraction of soluble GGTs. GGT A and B were monomeric proteins with an Mr of 61,000. The properties of GGT A and B were similar. Thus, bound GGTs were distinguished from soluble GGTs. The optimal pHs of soluble and bound GGTs were about 7.5. Both soluble and bound GGTs utilized glutathione, γ-L-glutamyl-p-nitroanilide, oxidized glutathione and the conjugate of glutathione with monobromobimane as substrates, and were inhibited by acivicin, but soluble GGTs were also distinguished from bound GGTs with regard to these properties.

  从萝卜（Raphanus sativus L.）子叶中纯化得到了可溶性和细胞壁结合型γ-谷氨酰转移酶（GGTs）。可溶性GGTs（GGT I和II）具有相同的分子量63,000，由重亚基（分子量42,000）和轻亚基（分子量21,000）组成。GGT I和II的性质相似。结合型GGTs（GGT A和B）在提取可溶性GGTs后的沉淀中纯化至均一。GGT A和B是单体蛋白，分子量为61,000。GGT A和B的性质相似。因此，结合型GGT与可溶性GGT有所区别。可溶性和结合型GGT的最适pH约为7.5。可溶性和结合型GGT均以谷胱甘肽、γ-L-谷氨酰-对硝基苯胺、氧化型谷胱甘肽及与单溴联苯胺结合的谷胱甘肽为底物，并受aciverin抑制，但在这些性质上，可溶性GGT与结合型GGT亦有所区别。
• Novel Inhibitors of the Amino Acid Transporters ASCT1 and ASCT2
  申请人：Kavanaugh Michael P.

  公开号：US20130065935A1

  公开（公告）日：2013-03-14

  The invention features compounds and methods relating to novel hydroxy-proline analog inhibitors of the ASCT1 and ASCT2 neutral amino acid transporters. These analogs are potent and selective inhibitors of ASCT2 and ASCT1-mediated amino acid transport as evidenced by significantly reduced glutamine or alanine transport-associated currents or radiolabeled substrate (amino acid) uptake in Xenopus oocytes expressing ASCT2 or ASCT1. Selectivity has been established in the same manner whereby reduced substrate associated current or substrate uptake is unobserved in Xenopus oocytes expressing ATA2, SN1, or EAAT(s) (excitatory amino acid transporter). The compounds and methods of the invention can be used in research or clinical applications (e.g., for the treatment of cancer, microbial infection, or ischemia-related central nervous system injury).

  该发明涉及与ASCT1和ASCT2中性氨基酸转运体的新型羟基脯氨酸类似物抑制剂相关的化合物和方法。这些类似物是ASCT2和ASCT1的有效和选择性抑制剂，表现为在表达ASCT2或ASCT1的Xenopus卵母细胞中，显著降低谷氨酸或丙氨酸转运相关的电流或放射标记底物（氨基酸）的摄取。通过类似的方式建立了选择性，即在表达ATA2、SN1或EAAT(s)（兴奋性氨基酸转运体）的Xenopus卵母细胞中观察不到减少底物相关电流或底物摄取。该发明的化合物和方法可用于研究或临床应用（例如，用于癌症、微生物感染或缺血相关中枢神经系统损伤的治疗）。
• [EN] CELLULAR TRANSPORT SYSTEM FOR TRANSFERRING A SULFONIC ACID CONSTRUCT CARRYING A CARGO INTO THE CYTOPLASM OF A CELL<br/>[FR] SYSTÈME DE TRANSPORT CELLULAIRE PERMETTANT DE TRANSFÉRER UNE CONSTRUCTION D'ACIDE SULFONIQUE PORTANT UN CARGO DANS LE CYTOPLASME D'UNE CELLULE
  申请人：SCIENTIST OF FORTUNE SA

  公开号：WO2019068726A1

  公开（公告）日：2019-04-11

  The present invention relates to a cellular transport system for bringing a sulfonic acid construct which carries a cargo into a cell and releasing the cargo in the cell's cytoplasm, the cellular transport system comprising: (i) a sulfonate transporter located in the cytoplasm membrane of the cell wherein said sulfonate transporter is capable of transporting said sulfonic acid construct across the cytoplasm membrane into the cytoplasm; (ii) a γ-glutamyl transferase (GGT; EC 2.3.2.2) which is modified to be located in the cytoplasm of the cell, wherein said γ-glutamyl transferase is capable of hydrolyzing said sulfonic acid construct so as to release the cargo. Moreover, the present invention relates to the use of a cellular transport system for bringing a sulfonic acid construct which contains a cargo into a cell and releasing the cargo in the cell's cytoplasm. Further, the present invention relates to a γ-glutamyl transferase for hydrolyzing a sulfonic acid construct which contains a cargo.

  本发明涉及一种细胞运输系统，用于将携带货物的磺酸构造体带入细胞并在细胞质中释放货物，所述细胞运输系统包括：（i）位于细胞质膜中的磺酸转运蛋白，其中所述磺酸转运蛋白能够将所述磺酸构造体跨越细胞质膜运输至细胞质；（ii）改性为位于细胞质中的γ-谷氨酰转移酶（GGT；EC 2.3.2.2），其中所述γ-谷氨酰转移酶能够水解所述磺酸构造体以释放货物。此外，本发明涉及使用细胞运输系统将携带货物的磺酸构造体带入细胞并在细胞质中释放货物。此外，本发明涉及用于水解携带货物的磺酸构造体的γ-谷氨酰转移酶。