Boc-Gln-OBt | 87216-92-0

• 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: Boc-Gln-OBt
• 英文别名: benzotriazol-1-yl (2S)-5-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoate
• CAS: 87216-92-0
• 化学式: C₁₆H₂₁N₅O₅
• 分子量: 363.373
• InChiKey: RWIMBZKUFXLEFW-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  138
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Boc-Gln-OBt 在 N-甲基吗啉 、 二甲基硫 、 三氟甲磺酸 、 三氟乙酸 作用下， 以 四氢呋喃 、 苯甲醚 为溶剂， 反应 48.0h， 生成 H-Gln-Arg-Pro-Ala-Lys-OH
  参考文献：
  名称：

  Zhao, Ming; Peng, Shiqi, Advanced Synthesis and Catalysis, 1999, vol. 341, # 7, p. 668 - 676

  摘要：

  DOI：
• 作为产物：
  描述：

  Boc-L-谷氨酰胺 、 1-羟基苯并三唑 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 生成 Boc-Gln-OBt
  参考文献：
  名称：

  未修饰肽与 5-18F-(三氟甲基)二苯并噻吩三氟甲磺酸盐的 18F-三氟甲基化

  摘要：

  5-(三氟甲基)-二苯并噻吩三氟甲磺酸盐的 18F 标记，通常称为 Umemoto 试剂，已通过卤素交换 18F-氟化与 18F-氟化物，然后与 Oxone 和三氟甲磺酸酐氧化环化来完成。这种新的 18F 试剂允许在硫醇半胱氨酸残基处对未修饰的肽进行直接化学选择性 18F 标记。

  DOI：

  10.1021/jacs.7b10227

文献信息

• Peptides and use thereof
  申请人：Kuraray Co., Ltd.

  公开号：EP0423649A1

  公开（公告）日：1991-04-24

  A peptide of the general formula: H-X-A-Y wherein A is a peptide fragment comprising 6 to 50 amino acids, X is a peptide fragment comprising 1 to 10 Lys, and Y is hydroxy or amino group, said peptide being capable of specifically binding to an antibody having a specificity against an adult T cell leukemia associated antigen, a reagent for measuring an antibody having a specificity against an adult T cell leukemia associated antigen which comprises the peptide, and an adsorbent for an antibody having a specificity against an adult T cell leukemia associated antigen which comprises the peptide immobilized on a carrier.

  通式为 H-X-A-Y 其中 A 是由 6 至 50 个氨基酸组成的多肽片段，X 是由 1 至 10 个赖氨酸组成的多肽片段，Y 是羟基或氨基，所述多肽能够与针对成人 T 细胞白血病相关抗原的特异性抗体特异性结合、一种用于检测对成人 T 细胞白血病相关抗原具有特异性的抗体的试剂，其中包括该多肽；以及一种用于检测对成人 T 细胞白血病相关抗原具有特异性的抗体的吸附剂，其中包括固定在载体上的该多肽。
• (3S)-N-(l-Aminoacyl)-1,2,3,4-tetrahydroisoquinolines, a class of novel antithrombotic agents: Synthesis, bioassay, 3D QSAR, and ADME analysis
  作者：Meiqing Zheng、Xiaoyi Zhang、Ming Zhao、Heng Wei Chang、Wei Wang、Yuji Wang、Shiqi Peng

  DOI：10.1016/j.bmc.2008.09.019

  日期：2008.11

  To increase antithrombotic activity, 3S-tetrahydroisoquinoline-3-carboxylic acid (1) was modified with natural amino acids to form 19 novel dipeptide analogs, 3S-tetrahydroisoquinoline-3-carboxyamino acids (5a-s), targeting the intestinal peptide transport system. In vitro assay of 5a-s indicated that their potencies for inhibiting adenosine diphosphate (ADP), arachidonic acid (AA), platelet-activating factor (PAF), and thrombin (TH)-induced platelet aggregations were higher than that of 1. Additionally, in vivo assay of 5a-s indicated that their potencies for inhibiting thrombogenesis in rats were also higher than that of 1. Among the candidates, 5h with Ser attachment showed the most impressive features for further development. According to molecular field analysis based Cerius(2) QSAR module, two equations (r, 0.961 and 0.988) correlating the structures with both in vitro and in vivo activities of 5a-s were established. ADMET calculations predict higher intestinal absorption for compounds 5a-s. Further investigation with 5h as a lead compound is underway. (C) 2008 Elsevier Ltd. All rights reserved.
• Short analogs and mimetics of human urocortin 3 display antidepressant effects in vivo
  作者：Kinga Rákosi、Tanaka Masaru、Márta Zarándi、Gyula Telegdy、Gábor K. Tóth

  DOI：10.1016/j.peptides.2014.09.023

  日期：2014.12

  Peptide analogs of urocortin 3[36-38] (Ucn 3[36-38]), obtained with deletion or replacement of amino acids of the original human urocortin 3 sequence, were designed, synthesized, and tested in vivo for treatment of depression. Based on the results of the biological tests of the peptide analogs, several new peptidomimetics of the above short analogs of urocortin 3, including urea- and azapeptides, were also designed and synthesized and found to preserve the antidepressant-like effect of the 38 amino acid long original neuropeptide. The molecular modifications of urocortin 3[36-38] led to an improved understanding of the relationship between molecular structure and biological activity of this peptide, and the novel peptidomimetics could be further tested for possible clinical treatment of depression. (C) 2014 Elsevier Inc. All rights reserved.
• Energetic and structural basis for the preferential formation of the native disulfide loop involving Cys-65 and Cys-72 in synthetic peptide fragments derived from the sequence of ribonuclease A
  作者：S. Talluri、C. M. Falcomer、H. A. Scheraga

  DOI：10.1021/ja00061a001

  日期：1993.4

  Two fragments of ribonuclease A (RNase A), peptides [61-74] and [65-72], were obtained by solid-phase peptide synthesis. Both peptides contain the residues cysteine-65 and cysteine-72 which form a disulfide bond in native RNase A. The free-energy difference for the formation of the Cys-65-Cys-72 disulfide in the two peptides was obtained from the equilibrium constants measured in aqueous solution at 25-degrees-C and pH 8.0 and 9.0; the free-energy difference was close to zero under these conditions. NOESY and ROESY experiments were carried out in DMSO and in aqueous solution by NMR spectroscopy to determine the conformation of the peptide corresponding to residues 61-74 of RNase A. These experiments show that short-range interactions help to stabilize the Cys-65-Cys-72 disulfide bond with the formation of a type-II beta-turn involving residues 66-69; this turn is shifted by one residue from the native type-III turn at residues 65-68, as deduced in earlier studies of disulfide-forming equilibria in fragments of RNase A.
• Zhao, Ming; Wang, Chao; Guo, Min, Journal fur Praktische Chemie (Weinheim), 1999, vol. 341, # 7, p. 691 - 694
  作者：Zhao, Ming、Wang, Chao、Guo, Min、Peng, Shiqi、Winterfeldt, Ekkehard

  DOI：——

  日期：——