N-(3-(2-呋喃基)丙烯酰基)苯丙氨酸 | 4950-66-7

• 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
• 中文名称: N-(3-(2-呋喃基)丙烯酰基)苯丙氨酸
• 英文名称: fa-Phe
• 英文别名: (2S)-2-{[(E)-3-(2-furyl)-2-propenoyl]amino}-3-phenylpropanoic acid；N-(3-(2-Furyl)acryloyl)phenylalanine；(2S)-2-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]-3-phenylpropanoic acid
• CAS: 4950-66-7
• 化学式: C₁₆H₁₅NO₄
• 分子量: 285.299
• InChiKey: QSMRHXUZHXEHBK-VFNNOXKTSA-N

物化性质

• 熔点：
  206 °C
• 沸点：
  547.8±50.0 °C(Predicted)
• 密度：
  1.271±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  79.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(fur-2-yl)crotonic acid 在 sodium hydroxide 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 N-(3-(2-呋喃基)丙烯酰基)苯丙氨酸
  参考文献：
  名称：

  Efficient peptide coupling method of conjugated carboxylic acids with methyl ester amino acids hydrochloride. Application to the synthesis of Fa-Met, an important enzymatic substrate

  摘要：

  Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate reagent (BOP) serves as an efficient and versatile coupling reagent for the coupling Of Conjugated carboxylic acid with methyl ester amino acids hydrochloride allowing the synthesis of various Substituted amino acid derivatives in high chemical yields of up to 90%. The usefulness of this method is illustrated in the synthesis of Fa-Met, an important enzymatic substrate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.11.082

文献信息

• Metallo-proteinase inhibitory agent
  申请人：Société des Produits Nestlé S.A.

  公开号：EP1359157A1

  公开（公告）日：2003-11-05

  The present invention relates to an active agent, in particular a metalloproteinase inhibitory agent comprising casein-derived peptides obtained by hydrolysis of casein by a food grade bacteria. The invention also relates to the manufacture of a agent, in which a food grade bacteria of the genus Lactobacillus helveticus is contacted with casein in order to perform an hydrolysis and obtain casein-derivated peptides exhibiting metalloproteinases inhibitory property. The present invention also concern the isolated and purified inhibitory peptides obtained by hydrolysis of casein by the said bacteria.

  本发明涉及一种活性剂，特别是一种金属蛋白酶抑制剂，该活性剂包含通过食品级细菌水解酪蛋白而获得的酪蛋白衍生肽。本发明还涉及一种制剂的制造，在这种制剂中， helveticus 乳酸杆菌属的食品级细菌与酪蛋白接触，以进行水解并获得具有金属蛋白酶抑制特性的酪蛋白衍生肽。本发明还涉及通过上述细菌水解酪蛋白获得的分离和纯化的抑制肽。
• Renin-angiotensin system in diabetes mellitus
  申请人：——

  公开号：US20030158090A1

  公开（公告）日：2003-08-21

  The present invention provides novel methods of treatment of diabetes mellitus as well as methods of diagnosing the susceptibility of hypoglycaemia in an individual. The method of treatment includes administering to an individual a sufficient amount of at least one inhibitor of the renin-angiotensin II system and at least one antidiabetic, for example insulin. Another objective of the present invention is to provide methods of preventing hypoglycaemia in an individual in need thereof comprising administering to said individual a pharmaceutical effective amount of an inhibitor of the renin-angiotensin II system. In particular, such an individual may be an individual suffering from diabetes mellitus. A further objective of the present invention is to provide methods to diagnose the susceptibility to hypoglycaemia of an individual comprising detecting within a predetermined tissue sample the genotype of the angiotensin-converting enzyme (ACE) gene; or detecting within a predetermined tissue sample the activity of ACE; and correlating said genotype or activity to the susceptibility of hypoglycaemia.

  本发明提供了治疗糖尿病的新方法以及诊断个体低血糖易感性的方法。治疗方法包括向个体施用足量的至少一种肾素-血管紧张素 II 系统抑制剂和至少一种抗糖尿病药物，例如胰岛素。本发明的另一个目的是为有需要的个体提供预防低血糖症的方法，包括向所述个体施用药物有效量的肾素-血管紧张素 II 系统抑制剂。特别是，这种人可能是糖尿病患者。本发明的另一个目的是提供诊断个体低血糖易感性的方法，包括在预定组织样本中检测血管紧张素转换酶（ACE）基因的基因型；或在预定组织样本中检测血管紧张素转换酶的活性；以及将所述基因型或活性与低血糖易感性相关联。
• Metalloproteinase inhibitory agent
  申请人：Juillerat Marcel-Alexandre

  公开号：US20050187155A1

  公开（公告）日：2005-08-25

  The present invention relates to an active agent, in particular a metalloproteinase inhibitory agent of casein-derived peptides obtained by hydrolysis of casein by a food grade bacteria. The invention also relates to the manufacture of an active agent, in which a food grade bacteria of the genus Lactobacillus helveticus is contacted with casein in order to perform a hydrolysis and obtain casein-derived peptides exhibiting metalloproteinases inhibitory property. The present invention also includes isolated and purified inhibitory peptides obtained by hydrolysis of casein by the bacteria.

  本发明涉及一种活性剂，特别是通过食品级细菌水解酪蛋白获得的酪蛋白衍生肽的金属蛋白酶抑制剂。本发明还涉及一种活性剂的制造方法，其中一种食品级细菌属于 螺旋乳杆菌 与酪蛋白接触，以进行水解并获得具有金属蛋白酶抑制特性的酪蛋白衍生肽。本发明还包括通过细菌水解酪蛋白获得的分离纯化的抑制肽。
• Preparation and Synthetic Applications of N-(α,β-Unsaturated Acyl)-α-amino Acid Derivatives
  作者：Alan R. Katritzky、Reena Gyanda、Nabin K. Meher、Yuming Song

  DOI：10.3987/com-08-s(f)109

  日期：——

  N-(alpha,beta-Unsaturated acyl)-alpha-amino acids, amides and esters are structural motifs of many biologically active natural products. An alternate and advantageous approach for the synthesis of N-(alpha,beta-unsaturated acyl)-alpha-amino acid derivatives is developed via acylation of unprotected alpha-amino acids with stable crystalline N-(alpha,beta-unsaturated acyl)benzotriazole. The proposed methodology provides a new synthesis for compound (9) which is a precursor to a novel cytotoxic agent.
• KUNUGI, S.;TANABE, K.;FUKUDA, M.;MAKIMOTO, S.;TANIGUCHI, Y., J. CHEM. SOC. CHEM. COMMUN.,(1987) N 18, 1335-1336
  作者：KUNUGI, S.、TANABE, K.、FUKUDA, M.、MAKIMOTO, S.、TANIGUCHI, Y.

  DOI：——

  日期：——