758685-22-2Relevant academic research and scientific papers
Stereoselective Synthesis of β-Branched Aromatic α-Amino Acids by Biocatalytic Dynamic Kinetic Resolution**
Chen, Jason S.,Li, Fuzhuo,Renata, Hans,Yang, Li-Cheng,Zhang, Jingyang
supporting information, p. 17680 - 17685 (2021/07/07)
β-Branched noncanonical amino acids are valuable molecules in modern drug development efforts. However, they are still challenging to prepare due to the need to set multiple stereocenters in a stereoselective fashion, and contemporary methods for the synthesis of such compounds often rely on the use of rare-transition-metal catalysts with designer ligands. Herein, we report a highly diastereo- and enantioselective biocatalytic transamination method to prepare a broad range of aromatic β-branched α-amino acids. Mechanistic studies show that the transformation proceeds through dynamic kinetic resolution that is unique to the optimal enzyme. To highlight its utility and practicality, the biocatalytic reaction was applied to the synthesis of several sp3-rich cyclic fragments and the first total synthesis of jomthonic acid A.
Efficient Method for the Total Asymmetric Synthesis of the Isomers of β-Methyltyrosine
Nicolas, Ernesto,Russell, K. C.,Knollenberg, J.,Hruby, Victor J.
, p. 7565 - 7571 (2007/10/02)
α-Amino acids modified at the β-carbon atom can provide topographical constraints when incorporated into a peptide.Such modifications can modulate the physical, chemical, and biological properties of the compound.In order to properly evaluate the effect o
