(2S)-2-[1-(2-hydroxyethylsulfanyl)isoindol-2-yl]-3-phenylpropanoic acid | 70032-93-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (2S)-2-[1-(2-hydroxyethylsulfanyl)isoindol-2-yl]-3-phenylpropanoic acid
• CAS: 70032-93-8
• 化学式: C₁₉H₁₉NO₃S
• 分子量: 341.431
• InChiKey: CHJHEAGFBBIFAW-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  87.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S)-2-[1-(2-hydroxyethylsulfanyl)isoindol-2-yl]-3-phenylpropanoic acid 生成 (S)-2-(1-氧代-1,3-二氢异吲哚-2-基)-3-苯基丙酸
  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：

  邻苯二甲醛 、 2-巯基乙醇 、 DL-苯丙氨酸 生成 (2S)-2-[1-(2-hydroxyethylsulfanyl)isoindol-2-yl]-3-phenylpropanoic acid
  参考文献：
  名称：

  YE, WEI-LING, SHEHNLI SYUEHBAO, 40,(1988) N 3, S. 308-313

  摘要：

  DOI：

文献信息

• Drought stress increases the production of 5-hydroxynorvaline in two C4 grasses
  作者：Ana E. Carmo-Silva、Alfred J. Keys、Michael H. Beale、Jane L. Ward、John M. Baker、Nathaniel D. Hawkins、Maria Celeste Arrabaça、Martin A.J. Parry

  DOI：10.1016/j.phytochem.2009.03.001

  日期：2009.3

  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.
• 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：——
• VEUTHEY, JEAN-LUC;HAERDI, WERNER, ANAL. CHIM. ACTA, 225,(1989) N, C. 303-311
  作者：VEUTHEY, JEAN-LUC、HAERDI, WERNER

  DOI：——

  日期：——