4-fluoro-3-nitrophenylalanine | 707540-24-7

• 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: 4-fluoro-3-nitrophenylalanine
• 英文别名: 2-Amino-3-(4-fluoro-3-nitrophenyl)propanoic acid
• CAS: 707540-24-7
• 化学式: C₉H₉FN₂O₄
• 分子量: 228.18
• InChiKey: PNFJFJKEUTXOLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲醇 、 4-fluoro-3-nitrophenylalanine 在 盐酸 作用下， 以 氯仿 为溶剂， 生成 Methyl 2-amino-3-(4-fluoro-3-nitrophenyl)propanoate
  参考文献：
  名称：

  实验诱导的苯丙酮尿​​症。二。苯丙氨酸羟化酶的潜在抑制剂。

  摘要：

  DOI：

  10.1021/jm00308a007
• 作为产物：
  描述：

  4-氟-3-硝基苄醇 在 盐酸 、 氯化亚砜 、 sodium iodide 作用下， 以 丙酮 为溶剂， 生成 4-fluoro-3-nitrophenylalanine
  参考文献：
  名称：

  实验诱导的苯丙酮尿​​症。二。苯丙氨酸羟化酶的潜在抑制剂。

  摘要：

  DOI：

  10.1021/jm00308a007

文献信息

• Ultrafast Photoinduced Electron Transfer in Green Fluorescent Protein Bearing a Genetically Encoded Electron Acceptor
  作者：Xiaoxuan Lv、Yang Yu、Meng Zhou、Cheng Hu、Feng Gao、Jiasong Li、Xiaohong Liu、Kai Deng、Peng Zheng、Weimin Gong、Andong Xia、Jiangyun Wang

  DOI：10.1021/jacs.5b03652

  日期：2015.6.17

  Electron transfer (ET) is widely used for driving the processes that underlie the chemistry of life. However, our abilities to probe electron transfer mechanisms in proteins and design redox enzymes are limited, due to :the lack of methods to site-specifically insert electron acceptors into proteins in vivo. Here we describe the synthesis and genetic incorporation of 4-fluoro-3-nitrophenylalanine (FNO(2)Phe), which has similar reduction potentials to NAD(P)H and ferredoxin, the most important biological reductants. Through the genetic incorporation of FNO2Phe into green fluorescent:protein (GFP) and femtosecond transient absorption measurement, we show that photoinduced electron transfer (PET) from the GFP chromophore to FNO2Phe occurs very fast (within 11 ps), which is comparable to that of the first electron transfer step in photosystem I, from P700* to A(0). This genetically encoded, low-reduction potential unnatural amino acid (UAA) can significantly in-Trove our ability to investigate electron transfer mechanisms in complex reductases and facilitate the design of miniature proteins that mimic their functions.
• Experimentally induced phenylketonuria. II. Potential inhibitors of phenylalanine hydroxylase
  作者：Joseph I. DeGraw、Michael Cory、Wilfred A. Skinner、Myna C. Theisen、Chozo Mitoma

  DOI：10.1021/jm00308a007

  日期：1968.3