Boc-Tyr(Boc)-D-Pro-OH | 1021329-05-4

• 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-Tyr(Boc)-D-Pro-OH
• CAS: 1021329-05-4
• 化学式: C₂₄H₃₄N₂O₈
• 分子量: 478.543
• InChiKey: KTOOTIJKBIMRGN-ZWKOTPCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  131.47
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Boc-Tyr(Boc)-D-Pro-OH 在 盐酸 、 溶剂黄146 作用下， 反应 0.75h， 生成 Tyr-D-Pro-OH hydrochloride
  参考文献：
  名称：

  Synthesis, pharmacokinetics, and metabolism of the C-terminal tripeptide of dermorphin and its diastereomer

  摘要：

  A tritium-labeled C-terminal fragment of dermorphin (H-Tyr-[3,4-H-3] Pro-Ser-NH2) and its isomer (H-Tyr-D-[3,4-H-3]Pro-Ser-NH2) with molar radioactivity of 35 Ci/mmol were synthesized, and their pharmacokinetics and metabolism in rat organs were studied after their intramuscular injections. The tripeptides were detected in the blood only for 5 min after the injection, and maximum contents of both compounds (approximately 5% of the total amount of the injected label) were registered in the kidneys after 20 min. Both stereomers were shown to penetrate into the brain. We failed to detect any radioactive metabolite, except proline, due to rapid proteolytic degradation of these peptides.

  DOI：

  10.1134/s1068162007060015
• 作为产物：
  描述：

  N,O-双[(叔丁氧基)羰基]-L-酪氨酸 、 D-脯氨酸 在 三甲基乙酰氯 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 1.66h， 以81%的产率得到Boc-Tyr(Boc)-D-Pro-OH
  参考文献：
  名称：

  Synthesis, pharmacokinetics, and metabolism of the C-terminal tripeptide of dermorphin and its diastereomer

  摘要：

  A tritium-labeled C-terminal fragment of dermorphin (H-Tyr-[3,4-H-3] Pro-Ser-NH2) and its isomer (H-Tyr-D-[3,4-H-3]Pro-Ser-NH2) with molar radioactivity of 35 Ci/mmol were synthesized, and their pharmacokinetics and metabolism in rat organs were studied after their intramuscular injections. The tripeptides were detected in the blood only for 5 min after the injection, and maximum contents of both compounds (approximately 5% of the total amount of the injected label) were registered in the kidneys after 20 min. Both stereomers were shown to penetrate into the brain. We failed to detect any radioactive metabolite, except proline, due to rapid proteolytic degradation of these peptides.

  DOI：

  10.1134/s1068162007060015