2-氨基乙酸乙酯,磷酸 | 103192-51-4

• 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: 2-氨基乙酸乙酯,磷酸
• 英文名称: glycine ethyl ester * H3PO4
• 英文别名: glycine ethyl ester; dihydrogenphosphate；Glycin-aethylester; Dihydrogenphosphat；Ethyl glycinate phosphate salt；ethyl 2-aminoacetate;phosphoric acid
• CAS: 103192-51-4
• 化学式: C₄H₉NO₂*H₃O₄P
• 分子量: 201.116
• InChiKey: PIOOGGOULBRGIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.42
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  130
• 氢给体数：
  4
• 氢受体数：
  7

安全信息

• WGK Germany：
  3
• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  3-[4-[5-[4-(2-Carboxyethyl)phenyl]-3,7-diphenyl-1,5,3,7-diazadiphosphocan-1-yl]phenyl]propanoic acid 、 2-氨基乙酸乙酯,磷酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以82%的产率得到Ethyl 2-[3-[4-[5-[4-[3-[(2-ethoxy-2-oxoethyl)amino]-3-oxopropyl]phenyl]-3,7-diphenyl-1,5,3,7-diazadiphosphocan-1-yl]phenyl]propanoylamino]acetate
  参考文献：
  名称：

  Incorporating Peptides in the Outer-Coordination Sphere of Bioinspired Electrocatalysts for Hydrogen Production

  摘要：

  Four new cyclic 1,5-diaza-3,7-diphosphacyclooctane ligands have been prepared and used to synthesize [Ni(p(2)(ph)N(2)(R))(2)](2+) complexes in which R is a mono- or dipeptide. These complexes represent a first step in the development of an outer-coordination sphere for this class of complexes that can mimic the outer-coordination sphere of the active sites of hydrogenase enzymes. Importantly, these complexes retain the electrocatalytic activity of the parent [Ni((P2N2Ph)-N-Ph)(2)](2+) complex in an acetonitrile solution with turnover frequencies for hydrogen production ranging from 14 to 25 s(-1) in the presence of p-cyanoaniliniurn trifluoromethanesulfonate and from 135 to 1000 s(-1) in the presence of protonated dimethylformamide, with moderately low overpotentials, similar to 0.3 V. The addition of small amounts of water results in rate increases of 2-7 times. Unlike the parent complex, these complexes demonstrate dynamic structural transformations in solution. These results establish a building block from which larger peptide scaffolding can be added to allow the [Ni(p(2)(R)N(2)(R'))(2)](2+) molecular catalytic core to begin to mimic the multifunctional outer-coordination sphere of enzymes.

  DOI：

  10.1021/ic1025872

文献信息

• Incorporating Peptides in the Outer-Coordination Sphere of Bioinspired Electrocatalysts for Hydrogen Production
  作者：Avijita Jain、Sheri Lense、John C. Linehan、Simone Raugei、Herman Cho、Daniel L. DuBois、Wendy J. Shaw

  DOI：10.1021/ic1025872

  日期：2011.5.2

  Four new cyclic 1,5-diaza-3,7-diphosphacyclooctane ligands have been prepared and used to synthesize [Ni(p(2)(ph)N(2)(R))(2)](2+) complexes in which R is a mono- or dipeptide. These complexes represent a first step in the development of an outer-coordination sphere for this class of complexes that can mimic the outer-coordination sphere of the active sites of hydrogenase enzymes. Importantly, these complexes retain the electrocatalytic activity of the parent [Ni((P2N2Ph)-N-Ph)(2)](2+) complex in an acetonitrile solution with turnover frequencies for hydrogen production ranging from 14 to 25 s(-1) in the presence of p-cyanoaniliniurn trifluoromethanesulfonate and from 135 to 1000 s(-1) in the presence of protonated dimethylformamide, with moderately low overpotentials, similar to 0.3 V. The addition of small amounts of water results in rate increases of 2-7 times. Unlike the parent complex, these complexes demonstrate dynamic structural transformations in solution. These results establish a building block from which larger peptide scaffolding can be added to allow the [Ni(p(2)(R)N(2)(R'))(2)](2+) molecular catalytic core to begin to mimic the multifunctional outer-coordination sphere of enzymes.