S₁₁₂G streptavidin mutant

• 英文名称: S₁₁₂G streptavidin mutant

反应信息

• 作为试剂：
  描述：

  2-乙酰氨基丙烯酸 在 acetate buffer 、 S₁₁₂G streptavidin mutant bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 氢气 、 5-(2-oxohexahydrothieno[3,4-d]imidazol-6-yl)pentanoic acid bis(2-diphenylphosphanyl-ethyl)amide 作用下， 以 二甲基亚砜 为溶剂， 20.0 ℃ 、500.0 kPa 条件下， 反应 24.0h， 生成 N-乙酰-D-丙氨酸
  参考文献：
  名称：

  Artificial Metalloenzymes:  (Strept)avidin as Host for Enantioselective Hydrogenation by Achiral Biotinylated Rhodium−Diphosphine Complexes

  摘要：

  We report on the generation of artificial metalloenzymes based on the noncovalent incorporation of biotinylated rhodium-diphosphine complexes in (strept)avidin as host proteins. A chemogenetic optimization procedure allows one to optimize the enantioselectivity for the reduction of acetamidoacrylic acid (up to 96% ee (R) in streptavidin S112G and up to 80% ee (S) in WT avidin). The association constant between a prototypical cationic biotinylated rhodium-diphosphine catalyst precursor and the host proteins was determined at neutral pH: log K-a = 7.7 for avidin (pl = 10.4) and log K-a = 7.1 for streptavidin (pl = 6.4). It is shown that the optimal operating conditions for the enantioselective reduction are 5 bar at 30 degreesC with a 1% catalyst loading.

  DOI：

  10.1021/ja0476718