Institute of Chemistry, Biocatalytic Synthesis Group, Otto von Guericke University of Magdeburg, Building 28, Universitätsplatz 2, 39106, Magdeburg, Germany.
Institute of Chemistry, Department of Technical Chemistry, University of Rostock, Albert-Einstein-Str. 3A, 18059, Rostock, Germany.
Chembiochem. 2024 Aug 19;25(16):e202400203. doi: 10.1002/cbic.202400203. Epub 2024 May 15.
This study explores a combination of the concept of enantioselective enzymatic synthesis of β-chiral amines through transamination with in situ product crystallization (ISPC) to overcome product inhibition. Using 2-phenylpropanal as a readily available and easily racemizing substrate of choice, (R)-β-methylphenethylamine ((R)-2-phenylpropan-1-amine) concentrations of up to 250 mM and enantiomeric excesses of up to 99 % are achieved when using a commercially available transaminase from Ruegeria pomeroyi in a fed-batch based dynamic kinetic resolution reaction on preparative scale. The source of substrate decomposition during the reaction is also investigated and the resulting unwanted byproduct formation is successfully reduced to insignificant levels.
本研究探索了通过转氨作用与原位产物结晶（ISPC）相结合的对映选择性酶促合成β-手性胺的概念，以克服产物抑制。使用 2-苯基丙醛作为一种易得且易外消旋的首选底物，当在制备规模的 fed-batch 基于动态动力学拆分反应中使用来自 Ruegeria pomeroyi 的市售转氨酶时，可实现高达 250mM 的 (R)-β-甲基苯乙胺（(R)-2-苯基丙-1-胺）浓度和高达 99%的对映过量。还研究了反应过程中底物分解的来源，并成功地将由此产生的不需要的副产物形成降低到微不足道的水平。
