(R,S)-2-fluoro-α-methylphenylalanine hydrochloride | 1187790-95-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (R,S)-2-fluoro-α-methylphenylalanine hydrochloride
• CAS: 1187790-95-9
• 化学式: C₁₀H₁₂FNO₂*ClH
• 分子量: 233.67
• InChiKey: ZNMQAOMRLZXBSG-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  (R,S)-2-fluoro-α-methylphenylalanine hydrochloride 、 三氟乙酸酐 在 三氟乙酸 作用下， 以75%的产率得到N-trifluoroacetyl-(R,S)-2-fluoro-α-methylphenylalanine
  参考文献：
  名称：

  Eleven Amino Acid Glucagon-like Peptide-1 Receptor Agonists with Antidiabetic Activity

  摘要：

  Glucagon-like peptide 1 (GLP-1) is a 30 or 31 amino acid peptide hormone that contributes to the physiological regulation of glucose homeostasis and food intake. Herein, we report the discovery of a novel class of 11 amino acid GLP-1 receptor agonists. These peptides consist of a structurally optimized 9-mer, which is closely related to the N-terminal 9 amino acids of GLP-1, linked to a substituted C-terminal biphenylalanine (BIP) dipeptide. SAR studies resulted in 11-mer GLP-1R agonists with similar in vitro potency to the native 30-mer. Peptides 21 and 22 acutely reduced plasma glucose excursions and increased plasma insulin concentrations in a Mouse model of diabetes. These peptides also showed sustained exposures over several hours in mouse and dog models. The described 11-mer GLP-1 receptor agonists represent a new tool in further understanding GLP-1 receptor pharmacology that may lead to novel antidiabetic agents.

  DOI：

  10.1021/jm900752a
• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以70%的产率得到(R,S)-2-fluoro-α-methylphenylalanine hydrochloride
  参考文献：
  名称：

  Eleven Amino Acid Glucagon-like Peptide-1 Receptor Agonists with Antidiabetic Activity

  摘要：

  Glucagon-like peptide 1 (GLP-1) is a 30 or 31 amino acid peptide hormone that contributes to the physiological regulation of glucose homeostasis and food intake. Herein, we report the discovery of a novel class of 11 amino acid GLP-1 receptor agonists. These peptides consist of a structurally optimized 9-mer, which is closely related to the N-terminal 9 amino acids of GLP-1, linked to a substituted C-terminal biphenylalanine (BIP) dipeptide. SAR studies resulted in 11-mer GLP-1R agonists with similar in vitro potency to the native 30-mer. Peptides 21 and 22 acutely reduced plasma glucose excursions and increased plasma insulin concentrations in a Mouse model of diabetes. These peptides also showed sustained exposures over several hours in mouse and dog models. The described 11-mer GLP-1 receptor agonists represent a new tool in further understanding GLP-1 receptor pharmacology that may lead to novel antidiabetic agents.

  DOI：

  10.1021/jm900752a