L-<2,3,4,5-3H>proline | 171038-17-8

• 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: L-<2,3,4,5-3H>proline
• 英文别名: L-(2,3,4,5-³H)-proline；L-[2,3,4,5-3H]proline；(2S)-2,3,4,5-tetratritiopyrrolidine-2-carboxylic acid
• CAS: 171038-17-8
• 化学式: C₅H₉NO₂
• 分子量: 123.1
• InChiKey: ONIBWKKTOPOVIA-BDYGGWMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  L-<2,3,4,5-3H>proline 在 N-甲基吗啉 、 sodium hydroxide 、 氯甲酸乙酯 、 叔丁醇 作用下， 以 水 为溶剂， 反应 6.92h， 生成 Boc-L-[2,3,4,5-3H]proline-Lys(Z)-Phe-Leu-OBzl
  参考文献：
  名称：

  Synthesis of tritium labelled thymic humoral factor γ2 (THF-γ2, thymoctonan)

  摘要：

  The synthesis of the title compound labelled with tritium in the proline residue is reported. A five-step sequence starting from the commercially available [H-3]proline (1) under bar afforded [H-3]THF-gamma 2 with a radiochemical purity greater than or equal to 97% and high specific activity (>3.7 TBq/mmol). The overall radiochemical yield was about 15% from (1) under bar.

  DOI：

  10.1002/(sici)1099-1344(199605)38:5<483::aid-jlcr853>3.0.co;2-o
• 作为产物：
  描述：

  吡咯-2-羧酸 在 barium sulfate 、 rhodium(III) chloride 、 1,3-丙二醇 超重氢 作用下， 以 甲醇 、 水 为溶剂， 135.0 ℃ 、333005.03 MPa 条件下， 反应 0.17h， 生成 L-[2,3,4,5-3H]proline 、 L-<2,3,4,5-3H>proline
  参考文献：
  名称：

  Kinetics of semax penetration into the brain and blood of rats after its intranasal administration

  摘要：

  The radioactive peptide analogue Semax corresponding to the ACTH(4-10) sequence (Met-Glu-His-Phe-Pro-Gly-Pro) with a specific radioactivity of 56 Ci/mmol labeled with tritium at the C-terminal Pro was prepared. The labeled peptide was used for studying the kinetics of Semax penetration into rat brain and blood after its intranasal administration (50 mu g/kg, 20 mu l of solution) to nonbred white rats of body mass 200250 g. It was dernonstrated that 0.093% of the total introduced radioactivity per gram can be found in the rat brain 2 min after the administration, 80% of this radioactivity belonged to Semax, and the rest, to its metabolites. The peptide undergoes rapid enzymatic degradation, with the tripeptide Pro-Gly-Pro prevailing in biological samples relative to the total content of Semax and its metabolites.

  DOI：

  10.1134/s1068162006010055