(S)-3-pyrrolidinesulfonic acid | 1251071-24-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: (S)-3-pyrrolidinesulfonic acid
• 英文别名: (S)-Pyrrolidine-3-sulfonic acid；(3S)-pyrrolidine-3-sulfonic acid
• CAS: 1251071-24-5
• 化学式: C₄H₉NO₃S
• 分子量: 151.186
• InChiKey: CQXPKCLOHLADCJ-BYPYZUCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.4
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  74.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-3-pyrrolidinesulfonic acid 、 氯甲酸苄酯 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and activity of endomorphin-2 and morphiceptin analogues with proline surrogates in position 2

  摘要：

  The opioid agonists endomorphins (Tyr-Pro-Trp-Phe-NH(2); EM1 and Tyr-Pro-Phe-Phe-NH(2); EM2) and morphiceptin (Tyr-Pro-Phe-Pro-NH(2)) exhibit an extremely high selectivity for mu-opioid receptor. Here a series of novel EM2 and morphiceptin analogues containing in place of the proline at position 2 the S and R residues of beta-homologues of proline (HPro), of 2-pyrrolidinemethanesulphonic acid (HPrs) and of 3-pyrrolidinesulphonic acid (beta Prs) have been synthesized and their binding affinity and functional activity have been investigated. The highest p-receptor affinity is shown by [(S)beta Prs(2)]EM2 analogue (6e) which represents the first example of a beta-sulphonamido analogue in the field of mold peptides. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.07.022
• 作为产物：
  描述：

  (S)-3-methanesulfonyloxypyrrolidine hydrochloride 在 sodium sulfite 作用下， 以 水 为溶剂， 反应 24.0h， 生成 (S)-3-pyrrolidinesulfonic acid
  参考文献：
  名称：

  Synthesis and activity of endomorphin-2 and morphiceptin analogues with proline surrogates in position 2

  摘要：

  The opioid agonists endomorphins (Tyr-Pro-Trp-Phe-NH(2); EM1 and Tyr-Pro-Phe-Phe-NH(2); EM2) and morphiceptin (Tyr-Pro-Phe-Pro-NH(2)) exhibit an extremely high selectivity for mu-opioid receptor. Here a series of novel EM2 and morphiceptin analogues containing in place of the proline at position 2 the S and R residues of beta-homologues of proline (HPro), of 2-pyrrolidinemethanesulphonic acid (HPrs) and of 3-pyrrolidinesulphonic acid (beta Prs) have been synthesized and their binding affinity and functional activity have been investigated. The highest p-receptor affinity is shown by [(S)beta Prs(2)]EM2 analogue (6e) which represents the first example of a beta-sulphonamido analogue in the field of mold peptides. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.07.022