3-[1-(2-hydroxyethylsulfanyl)isoindol-2-yl]propanoic acid | 77217-30-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 3-[1-(2-hydroxyethylsulfanyl)isoindol-2-yl]propanoic acid
• CAS: 77217-30-2
• 化学式: C₁₃H₁₅NO₃S
• 分子量: 265.333
• InChiKey: PABLVHYVJZBZFM-UHFFFAOYSA-N

物化性质

• 沸点：
  529.6±40.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  87.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻苯二甲醛 、 2-巯基乙醇 、 β-丙氨酸 在 盐酸 、 硼酸 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.03h， 生成 3-[1-(2-hydroxyethylsulfanyl)isoindol-2-yl]propanoic acid
  参考文献：
  名称：

  Drought stress increases the production of 5-hydroxynorvaline in two C4 grasses

  摘要：

  Plants produce various compounds in response to water deficit. Here, the presence and identification of a drought-inducible non-protein amino acid in the leaves of two C-4 grasses is first reported. The soluble amino acids extracted from the leaves of three different species were measured by high-performance liquid chromatography of derivatives formed with o-phthaldialdehyde and beta-mercaptoethanol. One amino acid that increased in amount with drought stress had a retention time not corresponding to any common amino acid. Its identity was determined by metabolite profiling, using H-1 NMR and GC-MS. This unusual amino acid was present in the dehydrated leaves of Cynodon dactylon (L) Pets. and Zoysia japonica Steudel, but was absent from Paspalum dilatatum Poir. Its identity as 2-amino-5-hydroxypentanoic acid (5-hydroxynorvaline, 5-HNV) was confirmed by synthesis and co-chromatography of synthetic and naturally occurring compounds. The amount of 5-HNV in leaves of the more drought tolerant C-4 grasses, C. dactylon and Z. japonica, increased with increasing water deficit; therefore, any benefits from this unusual non-protein amino acid for drought resistance should be further explored. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2009.03.001

文献信息

• KOCHHAR, SUNIL;MEHTA, PERDEEP K.;CHRISTEN, PHILIPP, ANAL. BIOCHEM., 179,(1989) N, C. 182-185
  作者：KOCHHAR, SUNIL、MEHTA, PERDEEP K.、CHRISTEN, PHILIPP

  DOI：——

  日期：——
• FOSTER, JOYCE G., J. LIQUID CHROMATOGR., 12,(1989) N5, C. 3033-3050
  作者：FOSTER, JOYCE G.

  DOI：——

  日期：——
• BLANCO, GOMIS D.;PICINELLI, LOBO A. M.;GUTIERREZ, ALVAREZ M. D.;MANGAS, A+, CHROMATOGRAPHIA, 29,(1991) N-4, C. 155
  作者：BLANCO, GOMIS D.、PICINELLI, LOBO A. M.、GUTIERREZ, ALVAREZ M. D.、MANGAS, A+

  DOI：——

  日期：——
• RAJENDRA, W., J. LIQUID CHROMATOGR., 10,(1987) N 5, 941-955
  作者：RAJENDRA, W.

  DOI：——

  日期：——
• ALI, QURESHI G.;SODERSTEN, P., J. CHROMATOGR., 400,(1987) 247-251
  作者：ALI, QURESHI G.、SODERSTEN, P.

  DOI：——

  日期：——