(2S)-3-hydroxy-2-[1-(2-hydroxyethylsulfanyl)isoindol-2-yl]propanoic acid | 70032-94-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (2S)-3-hydroxy-2-[1-(2-hydroxyethylsulfanyl)isoindol-2-yl]propanoic acid
• CAS: 70032-94-9
• 化学式: C₁₃H₁₅NO₄S
• 分子量: 281.332
• InChiKey: YFPYGMKONIECPI-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.34
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  82.69
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2S)-3-hydroxy-2-[1-(2-hydroxyethylsulfanyl)isoindol-2-yl]propanoic acid 生成 (S)-3-Hydroxy-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid
  参考文献：
  名称：

  FRISTER, H.;MEISEL, H.;SCHLIMME, E., FRESENIUS Z. ANAL. CHEM., 330,(1988) N 7, 631-633

  摘要：

  DOI：
• 作为产物：
  描述：

  L-丝氨酸 、 2-巯基乙醇 、 邻苯二甲醛 在 盐酸 、 硼酸 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.03h， 生成 (2S)-3-hydroxy-2-[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

• HASHIMOTO, YOKO, J. CHROMATOGR., 462,(1989) C. 341-347
  作者：HASHIMOTO, YOKO

  DOI：——

  日期：——
• QURESHI, G. ALI;BAIG, M. SHAHID, J. CHROMATOGR.,(1988) N59, C. 237-244
  作者：QURESHI, G. ALI、BAIG, M. SHAHID

  DOI：——

  日期：——
• QURESHI, G. ALI;GOKMEN, SELAHATTIN, CHIM. ACTA TURC., 15,(1987) N, C. 227-241
  作者：QURESHI, G. ALI、GOKMEN, SELAHATTIN

  DOI：——

  日期：——
• WHITE, ROBERT L.;DEMARCO, ALPHONSE C.;SMITH, KEVIN C., J. CHROMATOGR., 483,(1989) C. 437-442
  作者：WHITE, ROBERT L.、DEMARCO, ALPHONSE C.、SMITH, KEVIN C.

  DOI：——

  日期：——
• HAGINAKA, JUN;WAKAI, JUNKO, J. CHROMATOGR., 502,(1990) N, C. 317-324
  作者：HAGINAKA, JUN、WAKAI, JUNKO

  DOI：——

  日期：——