L-谷氨酰胺苄酯对甲苯磺酸盐 | 87329-50-8

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 谷氨酰胺类衍生物
• 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-谷氨酰胺苄酯对甲苯磺酸盐
• 英文名称: H-Gln-OBzl*Tos
• 英文别名: (S)-Benzyl 2,5-diamino-5-oxopentanoate 4-methylbenzenesulfonate；benzyl (2S)-2,5-diamino-5-oxopentanoate;4-methylbenzenesulfonic acid
• CAS: 87329-50-8
• 化学式: C₇H₈O₃S*C₁₂H₁₆N₂O₃
• 分子量: 408.475
• InChiKey: XREQBJVGZYBBFB-PPHPATTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  163
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  L-谷氨酰胺苄酯对甲苯磺酸盐 在 N-甲基吗啉 、 N-Hydroxybenzothiazole 、 TFA-anisole 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 52.0h， 生成
  参考文献：
  名称：

  Synthesis of the nonatriacontapeptide corresponding to the entire amino acid sequence of calf thymosin .BETA.8 and its effect on the impaired T-cell subsets in patients with lupus nephritis.

  摘要：

  通过叠氮缩合(1-7)、(8-20)、(21-29)和(30-39)四个片段，然后在茴香醚-硫代茴香醚存在下用氟化氢脱保护，合成了对应于小牛胸腺肽β8整个氨基酸序列的非三胞肽。当与狼疮性肾炎患者的外周血进行体外培养时，合成的壬三酸肽几乎增加了整个外周 T 细胞群和抑制性 T 细胞亚群的数量，但辅助性 T 细胞亚群的百分比在这些条件下没有变化。

  DOI：

  10.1248/cpb.31.1320

文献信息

• Synthesis and structure-activity relations of bestatin analogs, inhibitors of aminopeptidase B
  作者：Rinzo Nishizawa、Tetsushi Saino、Tomohisa Takita、Hiroyuki Suda、Takaaki Aoyagi、Hamao Umezawa

  DOI：10.1021/jm00214a010

  日期：1977.4

  Stereoisomers and analogues of bestatin, [(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]-L-leucine, were synthesized and tested for aminopeptidase B and leucine aminopeptidase inhibiting activity. Among the eight stereoisomers, the 2S stereoisomers exhibited strong activity. In a series of compounds in which the L-leucine residue of bestatin was substituted with other amino acids, only the one containing isoleucine showed more activity than bestatin. Norleucine, norvaline, methionine, valine, serine, glutamine, phenylalanine, glutamic acid, proline, and lysine analogues gave, in that order, decreasing activity. Alkyl and phenyl sub stitution for the benzyl group of bestatin decreased the activity markedly. p-Methyl-, p-chloro-, and p-nitrobestatins showed greater activity than bestatin.
• N-[2-Chloro-9H-purin-6-yl]-N-cyclopropylglycylamino acids and derivatives: Synthesis, evaluation as a class of novel analgesics, and 3D QSAR analysis
  作者：Jinghua Zhao、Guifeng Kang、Wei Wang、Ming Zhao、Xiaoyi Zhang、Chunbo Lu、Wei Mao、Heng Wei Chang、Weidong Ye、Shiqi Peng

  DOI：10.1016/j.bmc.2009.07.035

  日期：2009.9.1

  Via a five-step-reaction procedure for the preparation of 19 known N-[2-chloro-9-(tetrahydropyran-2-yl)- 9H-purin-6-yl]-N-cyclopropylglycylamino acid benzylesters (6a-s) and successive removal of 9-(tetrahydropyran- 2-yl) and benzylester groups 19 novel N-[2-chloro-9H-purin-6-yl]-N-cyclopropylglycylamino acid benzylesters (7a-s) and 19 novel N-[2-chloro-9H-purin-6-yl]-N-cyclopropylglycylamino acids (8a-s) were provided. On tail-flick mouse model the in vivo analgesic activities of these 38 novel compounds were measured and most of them were defined as good analgesics. Based on Molecular Field Analysis of the pain threshold variations of the mice receiving 48 compounds in terms of the descriptors proton and methyl an equation was established. The data points (n), correlation coefficient (r), and square correlation coefficient (r(2)) of this equation were 48, 0.923, and 0.852, respectively. Using this equation pain threshold variations of 9 compounds were predicted and the errors ranged from 1.71 to 8.92. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis of the nonatriacontapeptide corresponding to the entire amino acid sequence of calf thymosin .BETA.8 and its effect on the impaired T-cell subsets in patients with lupus nephritis.
  作者：TAKASHI ABIKO、HIROSHI SEKINO

  DOI：10.1248/cpb.31.1320

  日期：——

  The nonatriacontapeptide corresponding to the entire amino acid sequence of calf thymosin β8 was synthesized by the azide condensation of four fragments, (1-7), (8-20), (21-29) and (30-39), followed by deprotection with hydrogen fluoride in the presence of anisole-thioanisole. The synthetic nonatriacontapeptide increased almost the entire peripheral T-cell population and a suppressor T-cell subset when incubated in vitro with a lupus nephritis patient's peripheral blood, but the percentage of a helper T-cell subset did not change under these conditions.

  通过叠氮缩合(1-7)、(8-20)、(21-29)和(30-39)四个片段，然后在茴香醚-硫代茴香醚存在下用氟化氢脱保护，合成了对应于小牛胸腺肽β8整个氨基酸序列的非三胞肽。当与狼疮性肾炎患者的外周血进行体外培养时，合成的壬三酸肽几乎增加了整个外周 T 细胞群和抑制性 T 细胞亚群的数量，但辅助性 T 细胞亚群的百分比在这些条件下没有变化。