N-acetyl-4 pyridylalanine | 111759-54-7

• 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: N-acetyl-4 pyridylalanine
• 英文别名: 2-Acetamido-3-(pyridin-4-yl)propanoic acid；2-acetamido-3-pyridin-4-ylpropanoic acid
• CAS: 111759-54-7
• 化学式: C₁₀H₁₂N₂O₃
• 分子量: 208.217
• InChiKey: GSDXDVCYDWJNGU-UHFFFAOYSA-N

物化性质

• 沸点：
  497.3±40.0 °C(Predicted)
• 密度：
  1.254±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  79.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-acetyl-4 pyridylalanine 在 盐酸 、 三甲基氯硅烷 、 水 、 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 61.0h， 生成 N-fluorenylmethyloxycarbonyl-4-pyridylalanine-methyl ester
  参考文献：
  名称：

  Chemoenzymatic routes to enantiomerically pure 2-azatyrosine and 2-, 3- and 4-pyridylalanine derivatives

  摘要：

  Enantiomerically pure 2-, 3- or 4-pyridylalanine (pya) and 2-azatyrosine (azatyr) are known to present various biological activities. After incorporation into appropriate peptide sequences, these heterocyclic non natural alpha-amino acids could behave as new substrates or inhibitors of elastase from Pseudomonas aeruginosa. This enzyme is known to be involved in nosocomial infections and infections related to the cystic fibrosis disease. New efficient chemoenzymatic preparations of those compounds using alpha-chymotrypsin (alpha-CT) are presented.

  DOI：

  10.1007/s00726-010-0829-3
• 作为产物：
  描述：

  (4Z)-2-甲基-4-((吡啶-4-基)亚甲基)恶唑-5-(4H)-酮 在 palladium 10% on activated carbon 、 水 、 氢气 作用下， 以 甲醇 为溶剂， 反应 9.0h， 生成 N-acetyl-4 pyridylalanine
  参考文献：
  名称：

  Chemoenzymatic routes to enantiomerically pure 2-azatyrosine and 2-, 3- and 4-pyridylalanine derivatives

  摘要：

  Enantiomerically pure 2-, 3- or 4-pyridylalanine (pya) and 2-azatyrosine (azatyr) are known to present various biological activities. After incorporation into appropriate peptide sequences, these heterocyclic non natural alpha-amino acids could behave as new substrates or inhibitors of elastase from Pseudomonas aeruginosa. This enzyme is known to be involved in nosocomial infections and infections related to the cystic fibrosis disease. New efficient chemoenzymatic preparations of those compounds using alpha-chymotrypsin (alpha-CT) are presented.

  DOI：

  10.1007/s00726-010-0829-3

文献信息

• DERIVES DE 2-AMINO-4-PYRIDYLMETHYL-THIAZOLINE ET LEUR UTILISATION COMME INHIBITEURS DE NO-SYNTHASE INDUCTIBLE
  申请人：Aventis Pharma S.A.

  公开号：EP1450750A2

  公开（公告）日：2004-09-01
• [EN] USE OF 2-AMINO-4-PYRIDYLMETHYL-THIAZOLINE DERIVATIVES AS INHIBITORS OF INDUCIBLE NO-SYNTHASE<br/>[FR] UTILISATION DE DERIVES DE 2-AMINO-4-PYRIDYLMETHYL-THIAZOLINE COMME INHIBITEURS DE NO-SYNTHASE INDUCTIBLE
  申请人：AVENTIS PHARMA SA

  公开号：WO2003039446A2

  公开（公告）日：2003-05-15

  La présente invention concerne l'utilisation de dérivés 2-amino-4-pyridylméthyl thiazoline de formule (I) dans laquelle soit R1 = R2 = Cl, ou alkyle(C1-C4), ou hydroxy ; ou alcoxy (C1-C4)soit au moins un des deux R1, R2 est hydrogène et l'autre est un radical alkyle (C1-C4), un hydroxy, un alcoxy (C1-C4) ou un chlore ou leurs sels pharmaceutiquement acceptables comme inhibiteurs de NO-synthase inductible.
• Chemoenzymatic routes to enantiomerically pure 2-azatyrosine and 2-, 3- and 4-pyridylalanine derivatives
  作者：Amer Moussa、Patrick Meffre、Jean Martinez、Valérie Rolland

  DOI：10.1007/s00726-010-0829-3

  日期：2012.4

  Enantiomerically pure 2-, 3- or 4-pyridylalanine (pya) and 2-azatyrosine (azatyr) are known to present various biological activities. After incorporation into appropriate peptide sequences, these heterocyclic non natural alpha-amino acids could behave as new substrates or inhibitors of elastase from Pseudomonas aeruginosa. This enzyme is known to be involved in nosocomial infections and infections related to the cystic fibrosis disease. New efficient chemoenzymatic preparations of those compounds using alpha-chymotrypsin (alpha-CT) are presented.