BocS(OBzl)-D-D(OBzl)K(Z)P-OBzl | 127103-29-1

• 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: BocS(OBzl)-D-D(OBzl)K(Z)P-OBzl
• 英文别名: benzyl (2S)-1-[(2S)-2-[[(2R)-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxypropanoyl]amino]-4-oxo-4-phenylmethoxybutanoyl]amino]-6-(phenylmethoxycarbonylamino)hexanoyl]pyrrolidine-2-carboxylate
• CAS: 127103-29-1
• 化学式: C₅₂H₆₃N₅O₁₂
• 分子量: 950.099
• InChiKey: SDCKUGNBCUSVKC-KWESMLHDSA-N

物化性质

• 沸点：
  1084.4±65.0 °C(Predicted)
• 密度：
  1.235±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.03
• 重原子数：
  69.0
• 可旋转键数：
  24.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  217.0
• 氢给体数：
  4.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  BocS(OBzl)-D-D(OBzl)K(Z)P-OBzl 在 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 NAcSer(OBzl)DAsp(OBzl)Lys(Z)ProOBzl
  参考文献：
  名称：

  Synthesis and activity of NAcSerAspLysPro analogs on cellular interactions between T-cell and erythrocytes in rosette formation

  摘要：

  Analogues of NAcSerAspLysPro (AcSDKP), a natural regulator of hematopoiesis isolated from fetal calf bone marrow, were synthesized. The biological activity of these molecules were evaluated in vitro in the rosette assay, which measures the interaction between human Jurkat T-cells and sheep red blood cells. In this test, the tripeptide SerAspLys was the most efficient. Inhibitory activity was detected at the concentration 10(-14) M for the analogue and at 10(-9) M for the parent tetrapeptide. The dipeptide NAcSerAsp still showed activity but at much higher doses (10(-6) M). Substitution of polar amino acids led mostly to inactive molecules. Thus, replacement of Ser by Ala, or Lys by Orn yielded completely inactive compounds and replacement of Asp by Glu decreased the activity (10(-6) M). The present study gives an insight into the role of individual amino acids of AcSDKP in the inhibition of the rosette formation which implicates interactions with T-cell CD2 glycoprotein.

  DOI：

  10.1021/jm00170a012
• 作为产物：
  描述：

  N-BOC-O-苄基-L-丝氨酸 、 (S)-1-[(S)-2-((R)-2-Amino-3-benzyloxycarbonyl-propionylamino)-6-benzyloxycarbonylamino-hexanoyl]-pyrrolidine-2-carboxylic acid benzyl ester; compound with trifluoro-acetic acid 在 N-甲基吗啉 、 氯甲酸异丁酯 作用下， 生成 BocS(OBzl)-D-D(OBzl)K(Z)P-OBzl
  参考文献：
  名称：

  Synthesis and activity of NAcSerAspLysPro analogs on cellular interactions between T-cell and erythrocytes in rosette formation

  摘要：

  Analogues of NAcSerAspLysPro (AcSDKP), a natural regulator of hematopoiesis isolated from fetal calf bone marrow, were synthesized. The biological activity of these molecules were evaluated in vitro in the rosette assay, which measures the interaction between human Jurkat T-cells and sheep red blood cells. In this test, the tripeptide SerAspLys was the most efficient. Inhibitory activity was detected at the concentration 10(-14) M for the analogue and at 10(-9) M for the parent tetrapeptide. The dipeptide NAcSerAsp still showed activity but at much higher doses (10(-6) M). Substitution of polar amino acids led mostly to inactive molecules. Thus, replacement of Ser by Ala, or Lys by Orn yielded completely inactive compounds and replacement of Asp by Glu decreased the activity (10(-6) M). The present study gives an insight into the role of individual amino acids of AcSDKP in the inhibition of the rosette formation which implicates interactions with T-cell CD2 glycoprotein.

  DOI：

  10.1021/jm00170a012

文献信息

• THIERRY, JOSIANE;PAPET, MARIE-PIERRE;SAEZ-SERVENT, NATHALIE;PLISSONNEAU-H+, J. MED. CHEM., 33,(1990) N, C. 2122-2127
  作者：THIERRY, JOSIANE、PAPET, MARIE-PIERRE、SAEZ-SERVENT, NATHALIE、PLISSONNEAU-H+

  DOI：——

  日期：——