5-O-(trans-feruloyl)-L-arabinofuranose

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 5-O-(trans-feruloyl)-L-arabinofuranose
• 英文别名: [(2S,3R,4R)-3,4,5-trihydroxyoxolan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• 化学式: C₁₅H₁₈O₈
• 分子量: 326.303
• InChiKey: BDEXCUQHBTVULQ-PQRDISFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  L-arabinose 、 阿魏酸甲酯 在 哌嗪 、 盐酸 、 Sporotrichum thermophile type C feruloyl esterase 作用下， 以 various solvents 为溶剂， 生成 5-O-(trans-feruloyl)-L-arabinofuranose
  参考文献：
  名称：

  Mapping the hydrolytic and synthetic selectivity of a type C feruloyl esterase (StFaeC) from Sporotrichum thermophile using alkyl ferulates

  摘要：

  The active site of Sporotrichum thermophile type C feruloyl esterase (StFaeC) was probed using a series Of C-1-C-4 alkyl ferulates. The affinities for straight and branched alkyl ferulates were demonstrated by the K-m values of 1.64-0.51 and 0.19-0.1, respectively. Comparison of k(cat), and k(cat)/K-m values shows that the enzyme hydrolyzed n-propyl ferulate faster and iso-propyl ferulate more efficiently. Alkyl ferulates were applied also for substrate selectivity mapping of feruloyl esterase to catalyze feruloyl group transfer to L-arabinose, using as a reaction system a ternary water-organic mixture consisting of n-hexane, t-butanol and water. Lengthening the aliphatic side chain was the most significant factor causing lower synthetic activity of the enzyme. The reaction parameters affecting the feruloylation rate and the conversion of the enzymatic process, such as the temperature and substrate concentration have been investigated. Under identical reaction conditions, the enzyme feruloylated other monosaccharides such as D-arabinose, D-glucose, D-xylose, D-Mannose, D-fructose, D-galactose, D-ribose and model substrates such as 4-nitrophenyl alpha-L-arabinofuranoside and 4-nitrophenyl alpha-L-arabinopyranoside. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.037

文献信息

• EXTRAIT DE CANNEBERGE UTILE DANS LE TRAITEMENT ET LA PRÉVENTION DES INFECTIONS URINAIRES
  申请人：Diana Naturals

  公开号：EP2858654B1

  公开（公告）日：2016-09-21