Boc-Val-NHNH-Troc | 112157-61-6

• 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-Val-NHNH-Troc
• CAS: 112157-61-6
• 化学式: C₁₃H₂₂Cl₃N₃O₅
• 分子量: 406.694
• InChiKey: PTYDLCNMUCAFDU-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  105.76
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Boc-Val-NHNH-Troc 在 N-甲基吗啉 、 氯甲酸乙酯 、 1-羟基苯并三唑 、 苯甲醚 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 Boc-Gln-Arg(Mts)-Lys(Z)-Asp(OcHex)-Val-NHNH-Troc
  参考文献：
  名称：

  Synthesis of the revised amino acid sequence of thymopoietin II and examination of its immunological effect on the impaired T-lymphocyte transformation of a uremic patient with pneumonia.

  摘要：

  通过溶液中组装十个肽片段，随后在二甲亚砜和间甲酚的存在下，用1 M三氟甲磺酸-硫代茴香醚（摩尔比1:1）在三氟乙酸中脱保护，合成了对应于胸腺生成素II修正氨基酸序列的非四十肽。对一名患有肺炎的尿毒症患者的受损T淋巴细胞由植物凝集素（PHA）诱导的转化作用进行了测试。发现合成肽具有恢复受损PHA刺激T淋巴细胞活性的能力；最小有效浓度为1 μg/ml。

  DOI：

  10.1248/cpb.35.2016

文献信息

• Synthesis of the nonatetracontapeptide corresponding to the entire amino acid sequence of thymopoietin III and its effect on the impaired T-lymphocyte transformation of a patient with common variable immunodeficiency.
  作者：TAKASHI ABIKO、HIROSHI SHISHIDO、HIROSHI SEKINO

  DOI：10.1248/cpb.34.2133

  日期：——

  The nonatetracontapeptide corresponding to the entire amino acid sequence of thymopoietin III was synthesized by assembling ten peptide fragments in solution followed by deprotection with 1M trifluoromethanesulfonic acid-thioanisole (molar ratio, 1 : 1) in trifluoroacetic acid in the presence of m-cresol. The synthetic nonatetracontapeptide was tested for effect on impaired T-lymphocyte transformation by phytohemagglutinin (PHA) in common variable immunodeficiency.The synthetic nonatetracontapeptide was found to have restorin activity on the T-lymphocyte transformation by PHA. However, the restoring activity of the synthetic nonatetracontapeptide was lower than that of the synthetic thymopoietin I at a dos of 2 μg/ml.

  对应于胸腺生成素III整个氨基酸序列的非九十三肽，是通过溶液中组装十个肽片段，随后在间甲酚存在下用1M三氟甲磺酸-噻吩甲烷（摩尔比，1:1）在三氟乙酸中脱保护来合成的。合成的非九十三肽被测试了其在常见变异性免疫缺陷中对植物血凝素（PHA）诱导的受损T淋巴细胞转化的影响。发现合成的非九十三肽对PHA诱导的T淋巴细胞转化具有恢复活性。然而，合成的非九十三肽的恢复活性在2μg/ml剂量下低于合成胸腺生成素I的活性。
• Synthesis of Rat Parathymosin .ALPHA. Fragment 1-28 and Examination of Its Inhibitory Activity towards the Restoring Activity of Thymosin .ALPHA.1 on the Impaired T-Lymphocytes of Uremic Patients.
  作者：Takashi ABIKO、Hiroshi SEKINO

  DOI：10.1248/cpb.39.2647

  日期：——

  A fragment corresponding to N-terminal octaeicosapeptide of rat parathymosin α was synthesized by assembling 5 peptide fragments, followed by deprotection with 1 M trifluoromethanesulfonic acid-thioanisole (molar ratio 1 : 1) in trifluoroacetic acid in the presence of dimethylselenium. Incubation of impaired T-lymphocytes isolated from uremic patients with the synthetic parathymosin α fragment 1-28 showed no immunological restoring effect, but when it was administered together with thymosin α1 it appeared to suppress the restoring effect of the thymosin α1 on the impaired T-lymphocytes of uremic patients.

  在二甲基硒存在下，将 5 个肽片段组合在一起，然后在三氟乙酸中用 1 M 三氟甲磺酸-硫代苯甲醚（摩尔比 1:1）进行脱保护，合成了与大鼠副胸腺肽 α 的 N 端八位二肽相对应的片段。用合成的副胸腺肽α片段 1-28 培养从尿毒症患者体内分离出来的受损 T 淋巴细胞，结果显示它没有免疫恢复作用，但当它与胸腺肽α1 一起使用时，似乎会抑制胸腺肽α1 对尿毒症患者受损 T 淋巴细胞的恢复作用。
• Synthesis of human splenin(hSP) and examination of its immunological effects on the impaired T- and B-lymphocytes in uremic patients.
  作者：Takashi ABIKO、Hiroshi SEKINO

  DOI：10.1248/cpb.38.487

  日期：——

  Human splenin (hSP) was synthesized by assembling eight peptide fragments followed by deprotection with 1 M trifluoromethanesulfonic acid-thioanisole (molar ratios, 1 : 1) in trifluoroacetic acid in the presence of m-cresol and dimethylselenium. Finally, the depretected peptide was insubated with dithiothreitol to reduce sulfoxide on the methionine side chain. Incubation of peripheral lymphocytes isolated from uremic patients with the synthetic hSP showed an enhancing effect on the reduced B-lymphocytes, but had no restoring effect on the impaired blastogenic response of T-lymphocytes.

  在间甲酚和二甲基硒的存在下，先将八个肽片段组装起来，然后在三氟乙酸中用 1 M 三氟甲磺酸-硫代苯甲醚（摩尔比为 1:1）进行脱保护，从而合成了人脾蛋白（hSP）。最后，用二硫苏糖醇还原甲硫氨酸侧链上的亚砜。用合成的 hSP 培养从尿毒症患者体内分离出来的外周淋巴细胞，结果表明它对减少的 B 淋巴细胞有增强作用，但对受损的 T 淋巴细胞增殖反应没有恢复作用。