2-(2-(1H-indol-3-yl)acetamido)-3-phenylpropanoic acid | 92519-27-2

• 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: 2-(2-(1H-indol-3-yl)acetamido)-3-phenylpropanoic acid
• 英文别名: IAA-DL-Phe-OH；indoleacetyl phenylalanine；Indole-3-acetyl-phenylalanine；2-[[2-(1H-indol-3-yl)acetyl]amino]-3-phenylpropanoic acid
• CAS: 92519-27-2
• 化学式: C₁₉H₁₈N₂O₃
• 分子量: 322.364
• InChiKey: BUGQHORRADGONS-UHFFFAOYSA-N

物化性质

• 熔点：
  198-200 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• 沸点：
  658.9±55.0 °C(Predicted)
• 密度：
  1.311±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  82.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(1H-苯并三唑-1-基)-2-(1H-吲哚-3-基)乙酮 、 DL-苯丙氨酸 在 三乙胺 、 盐酸 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 以70%的产率得到2-(2-(1H-indol-3-yl)acetamido)-3-phenylpropanoic acid
  参考文献：
  名称：

  Syntheses of IAA- and IPA-Amino Acid Conjugates

  摘要：

  Amino acid derivatives of IAA and IPA are prepared conveniently and efficiently by coupling of readily available 2a-b with diverse free amino acids 3a-g and (3c+3c') to give compounds 4a-j, (4c+4c') and (4h+4h') in 38-70% yields. Similarly, 2a-b afforded IAA and IPA peptide conjugates 6a-b in 32-40% yields. Complete retention of chirality was supported by NMR and HPLC analysis.

  DOI：

  10.1021/jo8017796

文献信息

• Enhanced production of taxol and taxanes by cell cultures of taxus species
  申请人：Phyton Holdings, LLC

  公开号：EP1378574B1

  公开（公告）日：2011-04-06
• METHOD FOR PROFILING PHYTOHORMONE LEVELS IN PLANT TISSUE
  申请人：BASF Plant Science Company GmbH

  公开号：EP2697640A1

  公开（公告）日：2014-02-19
• ISOTHIOCYANATE CONTAINING BRASSICACEAE
  申请人：Commonwealth Scientific and Industrial Research Organisation

  公开号：EP3688179A1

  公开（公告）日：2020-08-05
• Method for Profiling Phytohormone Levels in Plant Tissue
  申请人：Fuchs Regine

  公开号：US20140147925A1

  公开（公告）日：2014-05-29

  The present invention provides a method for profiling phytohormone levels in plant tissue or tissue of other plastid containing organisms, i.e. a method for the simultaneous determination of a multitude of phytohormone levels in plant tissue or tissue of other plastid containing organisms, which method comprises the following steps: i. extraction of particulate tissue material of the plastid containing organism, in particulate tissue material of plants, with a liquid extractant, which is a mixture of at least one water miscible neutral organic solvent having from 1 to 3 carbon atoms and 1 heteroatom selected from O and N with water containing from 0.1 to 5% by weight, based on the extractant, of at least one acid, whereby a first liquid extract is obtained; ii. contacting the liquid extract obtained in step i. with a solid absorbent having a hydrophobically modified surface and removing the solid absorbent to obtain a second liquid extract; iii. evaporating the solvent from the second extract and then re-dissolving the obtained residue in a solvent mixture of at least one water miscible neutral organic solvent having from 1 to 3 carbon atoms and 1 heteroatom selected from O and N with water containing from 0.1 to 5% by weight, based on the solvent mixture, of at least one acid to obtain a reconstituted extract; iv. purification of the reconstituted extract by contacting it with a solid absorbent having a hydrophobically modified surface to obtain a purified reconstituted extract (eluate); and v. determining the relative concentrations of at least two, frequently at least 4, in particular at least 6, especially at least 8 or at least 10 phyto, e.g. from 2 to 60, frequently from 4 to 50, in particular from 6 to 45, especially from 8 to 40 or from 10 to 30 plant hormones (phytohormones) in the purified reconstituted extract obtained in step iv. by directly subjecting the purified reconstituted extract to an analyzing unit comprising a separation unit for separation the phytohormones and an analyzer for identifying the phytohormones which separation unit is coupled to the analyzer.
• Isothiocyanate containing Brassicaceae Products and Method of Preparation Thereof
  申请人：Commonwealth Scientific and Industrial Research Organisation

  公开号：US20200255872A1

  公开（公告）日：2020-08-13

  The present invention relates to methods for producing isothiocyanate containing products from Brassicaceae material and lactic acid bacteria for use in such methods. The present invention also relates to isothiocyanate containing products from Brassicaceae material produced by such methods.