Boc-Ala-OMTP | 61487-48-7

• 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-Ala-OMTP
• 英文别名: (4-methylsulfanylphenyl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 61487-48-7
• 化学式: C₁₅H₂₁NO₄S
• 分子量: 311.402
• InChiKey: HACYVEWPEXZMLK-SNVBAGLBSA-N

物化性质

• 沸点：
  445.1±30.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Boc-Ala-OMTP 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 生成 (4-methylsulfanylphenyl) (2R)-2-aminopropanoate
  参考文献：
  名称：

  Synthese von [D-Alanin1, 4? -azido-3?, 5? -ditritio-L-phenylalanin2, norvalin4]?-melanotropin als �Photoaffinit�tsprobe� f�r Hormon-Rezeptor-Wechselwirkungen

  摘要：

  Synthesis of [D‐alanine1, 4′‐azido‐3′, 5′‐ditritio‐L‐phenylalanine2, norvaline4]α‐melanotropin as a ‘photoaffinity probe’ for hormone‐receptor interactions.The synthesis of an α‐MSH derivative containing 4′‐azido‐3′,5′‐ditritio‐L‐phenylalanine is described: Ac · D‐Ala‐Pap(3H2)‐Ser‐Nva‐Glu‐His‐Phe‐Arg‐Trp‐Gly‐Lys‐Pro‐Val · NH2. This hormone analogue is being used for specific photoaffinity labelling of receptor molecules. The synthesis was performed in a way to minimize the number of radioactive steps and to introduce the radio‐active and the photoaffinity label exclusively into position 2. The dipeptide N(α)‐acetyl‐D‐alanyl‐ (4′‐amino‐3′,5′‐diiodo)‐L‐phenylalanine was tritriated and transformed into the azido compound, N(α)‐acetyl‐D‐alanyl‐(4′‐azido‐3′,5′‐ditritio)‐L‐phenylalanine which was then condensed with H · Ser‐Nva‐Glu(OtBu)‐His‐Phe‐Arg‐Trp‐Gly‐Lys(BOC)‐Pro‐Val · NH2 to the tridecapeptide. The α‐MSH analog displayed a specific activity of 11 Ci/mmol, and a biological activity of about 4 · 109 U/mmol (10% of α‐MSH).

  DOI：

  10.1002/hlca.19760590717
• 作为产物：
  描述：

  4-(甲硫基)苯酚 、 BOC-D-丙氨酸 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 Boc-Ala-OMTP
  参考文献：
  名称：

  Synthese von [D-Alanin1, 4? -azido-3?, 5? -ditritio-L-phenylalanin2, norvalin4]?-melanotropin als �Photoaffinit�tsprobe� f�r Hormon-Rezeptor-Wechselwirkungen

  摘要：

  Synthesis of [D‐alanine1, 4′‐azido‐3′, 5′‐ditritio‐L‐phenylalanine2, norvaline4]α‐melanotropin as a ‘photoaffinity probe’ for hormone‐receptor interactions.The synthesis of an α‐MSH derivative containing 4′‐azido‐3′,5′‐ditritio‐L‐phenylalanine is described: Ac · D‐Ala‐Pap(3H2)‐Ser‐Nva‐Glu‐His‐Phe‐Arg‐Trp‐Gly‐Lys‐Pro‐Val · NH2. This hormone analogue is being used for specific photoaffinity labelling of receptor molecules. The synthesis was performed in a way to minimize the number of radioactive steps and to introduce the radio‐active and the photoaffinity label exclusively into position 2. The dipeptide N(α)‐acetyl‐D‐alanyl‐ (4′‐amino‐3′,5′‐diiodo)‐L‐phenylalanine was tritriated and transformed into the azido compound, N(α)‐acetyl‐D‐alanyl‐(4′‐azido‐3′,5′‐ditritio)‐L‐phenylalanine which was then condensed with H · Ser‐Nva‐Glu(OtBu)‐His‐Phe‐Arg‐Trp‐Gly‐Lys(BOC)‐Pro‐Val · NH2 to the tridecapeptide. The α‐MSH analog displayed a specific activity of 11 Ci/mmol, and a biological activity of about 4 · 109 U/mmol (10% of α‐MSH).

  DOI：

  10.1002/hlca.19760590717

文献信息

• Synthese von [D-Alanin1, 4? -azido-3?, 5? -ditritio-L-phenylalanin2, norvalin4]?-melanotropin als �Photoaffinit�tsprobe� f�r Hormon-Rezeptor-Wechselwirkungen
  作者：Alex Eberle、Robert Schwyzer

  DOI：10.1002/hlca.19760590717

  日期：1976.11.3

  Synthesis of [D‐alanine1, 4′‐azido‐3′, 5′‐ditritio‐L‐phenylalanine2, norvaline4]α‐melanotropin as a ‘photoaffinity probe’ for hormone‐receptor interactions.The synthesis of an α‐MSH derivative containing 4′‐azido‐3′,5′‐ditritio‐L‐phenylalanine is described: Ac · D‐Ala‐Pap(3H2)‐Ser‐Nva‐Glu‐His‐Phe‐Arg‐Trp‐Gly‐Lys‐Pro‐Val · NH2. This hormone analogue is being used for specific photoaffinity labelling of receptor molecules. The synthesis was performed in a way to minimize the number of radioactive steps and to introduce the radio‐active and the photoaffinity label exclusively into position 2. The dipeptide N(α)‐acetyl‐D‐alanyl‐ (4′‐amino‐3′,5′‐diiodo)‐L‐phenylalanine was tritriated and transformed into the azido compound, N(α)‐acetyl‐D‐alanyl‐(4′‐azido‐3′,5′‐ditritio)‐L‐phenylalanine which was then condensed with H · Ser‐Nva‐Glu(OtBu)‐His‐Phe‐Arg‐Trp‐Gly‐Lys(BOC)‐Pro‐Val · NH2 to the tridecapeptide. The α‐MSH analog displayed a specific activity of 11 Ci/mmol, and a biological activity of about 4 · 109 U/mmol (10% of α‐MSH).