Chilamari Maheshwerreddy, Immel Jacob R, Chen Pei-Hsuan, Alghafli Bayan M, Bloom Steven
Department of Medicinal Chemistry, University of Kansas, Lawrence, Kansas 66045, United States.
ACS Catal. 2022 Apr 1;12(7):4175-4181. doi: 10.1021/acscatal.2c00773. Epub 2022 Mar 22.
Combining a transition metal with a photocatalyst can drive modern synthetic chemistry. For transformations performed in water, this concept has been largely unexplored. We report the successful merger of a biocompatible flavin photocatalyst with a palladium catalyst to build isotopically enriched peptidomimetics, to mediate conjugate addition and functionalization reactions, and to assemble unprotected proteinogenic and nonproteinogenic peptides, in water. We detail the important role of the ligand and the palladium oxidation state for controlling product selectivity when constructing synthetic peptides.
将过渡金属与光催化剂相结合能够推动现代合成化学的发展。对于在水中进行的转化反应,这一概念在很大程度上尚未得到探索。我们报告了一种生物相容性黄素光催化剂与钯催化剂的成功结合,可在水中构建同位素富集的拟肽、介导共轭加成和官能化反应以及组装未受保护的蛋白质ogenic和非蛋白质ogenic肽。我们详细阐述了在构建合成肽时配体和钯氧化态对控制产物选择性的重要作用。