硒氨酸 | 3614-08-2

• 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
• 中文名称: 硒氨酸
• 英文名称: selenocysteine
• 英文别名: Selenocystein；2-Amino-3-selanylpropanoic acid
• CAS: 3614-08-2
• 化学式: C₃H₇NO₂Se
• 分子量: 168.054
• InChiKey: ZKZBPNGNEQAJSX-UHFFFAOYSA-N

物化性质

• 沸点：
  440.2±45.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.28
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  硒氨酸 在 儿萘酚硼烷 、 三(三甲代甲硅烷基)亚磷酸盐 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 3-selenohydroxy-2-amino-1-hydroxypropylene-1,1-diphosphonic acid
  参考文献：
  名称：

  一种二膦酸化合物及其制备方法与应用

  摘要：

  本发明公开了一种二膦酸化合物，具有式Ⅱ的结构：其中，R1为H、OH或者卤素，R2是烃基基团M，烃基基团M结构是线性的、具有支链的、环的或具有芳香族环的，该烃基基团M具有1～20个碳原子；R3是‑H、‑OH、‑CN或具有1～20个碳原子的烃基基团N。本发明提供了一种新型二膦酸盐化合物对老年骨质疏松患者，可使骨细胞的骨形成和骨破坏维持一个较为理想的动态平衡。

  公开号：

  CN106083925B
• 作为试剂：
  描述：

  在 硒氨酸 作用下， 生成
  参考文献：
  名称：

  A new fluorescent probe with ultralow background fluorescence for imaging of endogenous cellular selenol under oxidative stress

  摘要：

  A new fluorescent probe (Rhod-Sec) for selenol detection with ultralow background fluorescence have been developed in this paper, which showed a 380-fold off-on fluorescence response, and the nontoxic Rhod-Sec is well suitable for detecting and imaging both exogenous and endogenous selenol in living cells. It also can be applied to visualize the fluctuation of selenol in HepG2 cells through LPS-induced cells oxidation resistance. (C) 2017 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2017.08.021

文献信息

• Two phenanthroimidazole turn-on probes for the rapid detection of selenocysteine and its application in living cells imaging
  作者：Zongcheng Wang、Weikang Su、Huihuang Zheng、Shun Yang、Tingting Yang、Ting Han、Wubliker Dessie、Xingrui He、Yuren Jiang、Yuanqiang Hao

  DOI：10.1016/j.saa.2021.120585

  日期：2022.2

  content in cells by fluorescence probe is of great significance for the identification of human related diseases. To achieve fast and sensitive detection of Sec, two isomers A4 and B4 as turn-on fluorescent probes to detect Sec were designed and synthesized. Both A4 and B4 display fast turn-on response, high selectivity and sensitivity toward Sec, which can be applied for fluorescence imaging of Sec in

  荧光探针检测细胞中硒代半胱氨酸（Sec）的含量对于人类相关疾病的鉴定具有重要意义。为了实现对Sec的快速灵敏检测，设计并合成了两种异构体A4和B4作为检测Sec的开启荧光探针。既A4和B4的显示快速导通响应，高选择性和灵敏度朝向二段，其可在活细胞中被应用于二段的荧光成像。与B4、A4相比由于其 ESIPT（激发态分子内质子转移）效应，具有更大的斯托克斯位移 (125 nm)、更宽的 pH 范围 (5-10) 和更低的检测限 (65.4 nM)。鉴于这两种探针的检测性能，它们可以作为检测生物系统中Sec的有效工具。
• Cysteine-Activated Small-Molecule H₂Se Donors Inspired by Synthetic H₂S Donors
  作者：Xueying Kang、Haojie Huang、Chenyang Jiang、Longhuai Cheng、Yueqian Sang、Xuekang Cai、Yalun Dong、Lu Sun、Xin Wen、Zhen Xi、Long Yi

  DOI：10.1021/jacs.1c12006

  日期：2022.3.9
• Kataoka Hyroyuki, Miyanaga Yoshihide, Makita Masami, J. Chromatogr., 659 (1994) N 2, S 481-485
  作者：Kataoka Hyroyuki, Miyanaga Yoshihide, Makita Masami

  DOI：——

  日期：——
• Mitochondria-Targeted Chemotherapeutics: The Rational Design of Gold(I) <i>N</i>-Heterocyclic Carbene Complexes That Are Selectively Toxic to Cancer Cells and Target Protein Selenols in Preference to Thiols
  作者：James L. Hickey、Rasha A. Ruhayel、Peter J. Barnard、Murray V. Baker、Susan J. Berners-Price、Aleksandra Filipovska

  DOI：10.1021/ja804027j

  日期：2008.9.24

  A family of lipophilic, cationic Au(I) complexes of N-heterocyclic carbenes (NHCs) have been designed as new mitochondria-targeted antitumor agents that combine both selective mitochondrial accumulation and selective thioredoxin reductase inhibition properties within a single molecule. Two-step ligand exchange reactions with cysteine (Cys) and selenocysteine (Sec) occur with release of the NHC ligands. At physiological pH the rate constants for the reactions with Sec are 20- to 80-fold higher than those with Cys. The complexes are selectively toxic to two highly tumongenic breast cancer cell lines and not to normal breast cells, and the degree of selectivity and potency are optimized by modification death through a mitochondrial apoptotic pathway and to inhibit the activity of thioredoxin reductase (TrxR) but not the closely related and Se-free enzyme glutathione reductase.