Phe-Gly-NH2 trifluoroacetate | 146553-11-9

• 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: Phe-Gly-NH2 trifluoroacetate
• 英文别名: (2S)-2-amino-N-(2-amino-2-oxoethyl)-3-phenylpropanamide;2,2,2-trifluoroacetic acid
• CAS: 146553-11-9
• 化学式: C₂HF₃O₂*C₁₁H₁₅N₃O₂
• 分子量: 335.283
• InChiKey: RLXSOKBRKZSJKS-FVGYRXGTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.21
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  136
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  C₁₅H₂₇NO₅S 、 Phe-Gly-NH2 trifluoroacetate 在 N-甲基吗啉 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Boc-D-Met-Phe-Gly-NH2
  参考文献：
  名称：

  Synthesis and opioid activity of dermorphin tetrapeptides bearing D-methionine S-oxide at position 2

  摘要：

  Eight new dermorphin tetrapeptides, X-Tyr-D-MetO-Phe-aa-Y (X = H, H2N = C(NH); aa = Gly, 2-aminoethanol, sarcosine; Y = NH2, NH-alkyl), were prepared and tested for opioid activity. They show dose-related naloxone-reversible opioid effects in vitro and in vivo. H-Tyr-D-MetO-Phe-Gly-NH2 (I) (guinea pig ileum IC50 = 13.6 nM; tail-flick ED50 = 1.97 pmol/mouse, icv, and 0.65 mumol/kg, sc), though less effective in the periphery, has central activities higher than those of dermorphin H-Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH2. Following intracerebroventricular or subcutaneous administrations in mice, I is about respectively 1500 and 17 times as potent an analgesic as morphine.

  DOI：

  10.1021/jm00156a003
• 作为产物：
  描述：

  Boc-Phe-Gly-OBzl 在 palladium on activated charcoal 1-羟基-1H-苯并三唑铵盐 、 水 、 氢气 、 苯甲醚 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 30.67h， 生成 Phe-Gly-NH2 trifluoroacetate
  参考文献：
  名称：

  Synthesis and opioid activity of dermorphin tetrapeptides bearing D-methionine S-oxide at position 2

  摘要：

  Eight new dermorphin tetrapeptides, X-Tyr-D-MetO-Phe-aa-Y (X = H, H2N = C(NH); aa = Gly, 2-aminoethanol, sarcosine; Y = NH2, NH-alkyl), were prepared and tested for opioid activity. They show dose-related naloxone-reversible opioid effects in vitro and in vivo. H-Tyr-D-MetO-Phe-Gly-NH2 (I) (guinea pig ileum IC50 = 13.6 nM; tail-flick ED50 = 1.97 pmol/mouse, icv, and 0.65 mumol/kg, sc), though less effective in the periphery, has central activities higher than those of dermorphin H-Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH2. Following intracerebroventricular or subcutaneous administrations in mice, I is about respectively 1500 and 17 times as potent an analgesic as morphine.

  DOI：

  10.1021/jm00156a003

文献信息

• Triaryl-sulphonium compounds, kit and methods for labeling positron emitting isotopes
  申请人：Lehmann Lutz

  公开号：US20120020881A1

  公开（公告）日：2012-01-26

  This invention relates to novel compounds suitable for labeling by positron emitting isotopes, such as 18 F, 11 C, 13 N and 15 O, through appropriate labeling reagents, such as 18 F reagents and methods of preparing such a compound, compositions comprising such compounds, kits comprising such compounds or compositions and uses of such compounds, compositions or kits for diagnostic imaging by positron emission tomography (PET).
• Synthesis and opioid activity of dermorphin tetrapeptides bearing D-methionine S-oxide at position 2
  作者：Severo Salvadori、Mauro Marastoni、Gianfranco Balboni、Gian Pietro Sarto、Roberto Tomatis

  DOI：10.1021/jm00156a003

  日期：1986.6

  Eight new dermorphin tetrapeptides, X-Tyr-D-MetO-Phe-aa-Y (X = H, H2N = C(NH); aa = Gly, 2-aminoethanol, sarcosine; Y = NH2, NH-alkyl), were prepared and tested for opioid activity. They show dose-related naloxone-reversible opioid effects in vitro and in vivo. H-Tyr-D-MetO-Phe-Gly-NH2 (I) (guinea pig ileum IC50 = 13.6 nM; tail-flick ED50 = 1.97 pmol/mouse, icv, and 0.65 mumol/kg, sc), though less effective in the periphery, has central activities higher than those of dermorphin H-Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH2. Following intracerebroventricular or subcutaneous administrations in mice, I is about respectively 1500 and 17 times as potent an analgesic as morphine.