Stereoselective amino acid synthesis by synergistic photoredox-pyridoxal radical biocatalysis

Developing synthetically useful enzymatic reactions that are not known in biochemistry and organic chemistry is an important challenge in biocatalysis. Through the synergistic merger of photoredox catalysis and pyridoxal 5′-phosphate (PLP) biocatalysis, we developed a pyridoxal radical biocatalysis approach to prepare valuable noncanonical amino acids, including those bearing a stereochemical dyad or triad, without the need for protecting groups. Using engineered PLP enzymes, either enantiomeric product could be produced in a biocatalyst-controlled fashion. Synergistic photoredox - pyridoxal radical biocatalysis represents a powerful platform with which to discover previously unknown catalytic reactions and to…

• NS
  National Science Foundation

  Awards: 1933487, DMR-1933487
• UO
  University of Pittsburgh
• HF
  Herman Frasch Foundation for Chemical Research

  Award: 947-HF22
• XU
  Xiamen University
• NI
  National Institutes of Health

  Award: R35GM128779
• UO
  University of California, Santa Barbara
• DO
  Division of Materials Research

  Awards: DMR-1933487, 1933487