3,5-dihydroxybenzoic acid L-phenylalanine amide | 1260239-23-3

• 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: 3,5-dihydroxybenzoic acid L-phenylalanine amide
• 英文别名: α-resorcylic acid L-phenylalanine amide；alpha-RA-F；N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-3,5-dihydroxybenzamide
• CAS: 1260239-23-3
• 化学式: C₁₆H₁₆N₂O₄
• 分子量: 300.314
• InChiKey: VIBGZWUSHYPKCT-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.92
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  112.65
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3,5-二羟基苯甲酸 、 Fmoc-L-苯丙氨酸 在 Rink amide resin 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 哌啶 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 2.5h， 生成 3,5-dihydroxybenzoic acid L-phenylalanine amide
  参考文献：
  名称：

  Effect of alpha-resorcylic acid–l-phenylalanine amide on collagen synthesis and matrix metalloproteinase expression in fibroblasts

  摘要：

  Regulation of collagen synthesis and matrix metalloproteinases (MMPs) expression levels has been an important issue in medicinal, pharmaceutical and cosmetic industries. Herein, alpha-Resorcylic acid-phenylalanine amide (alpha-RA-F) was prepared and its biological activities were observed. We found that alpha-RA-F boosted collagen synthesis and reduced MMPs expression levels in human fibroblasts without cytotoxicity. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.110

文献信息

• Effect of alpha-resorcylic acid–l-phenylalanine amide on collagen synthesis and matrix metalloproteinase expression in fibroblasts
  作者：Seon-Yeong Kwak、Jin-Mi Noh、Suyeon Lee、So Hun Lee、Su-ji Jeon、Hye-In Kim、Jong-Ho Kim、Yoon-Sik Lee

  DOI：10.1016/j.bmcl.2013.12.110

  日期：2014.2

  Regulation of collagen synthesis and matrix metalloproteinases (MMPs) expression levels has been an important issue in medicinal, pharmaceutical and cosmetic industries. Herein, alpha-Resorcylic acid-phenylalanine amide (alpha-RA-F) was prepared and its biological activities were observed. We found that alpha-RA-F boosted collagen synthesis and reduced MMPs expression levels in human fibroblasts without cytotoxicity. (C) 2014 Elsevier Ltd. All rights reserved.