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. 2023 Jul 11;13(14):9817–9828. doi: 10.1021/acscatal.3c01294

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(A) Bioactive antimicrobial nonribosomal peptides containing enduracididine (red) or capreomycidine (blue) cyclic arginine noncanonical amino acids (ncAAs). (B) Characterized biosynthetic strategies toward the construction of cyclic arginine enduracididine (left) and capreomycidine (right) ncAAs. Guanitoxin biosynthesis in cyanobacterium S. torques-reginae ITEP-024 proceeds through cyclic arginine intermediate l-enduracididine (2) via the cyclodehydration activity of PLP-dependent enzyme GntC. Pyridoxal-5′-phosphate (PLP) enzymology involved in cyclic arginine biosynthesis from actinobacterial mannopeptimycin (MppP, MppQ), viomycin (VioD), and streptolidine (OrfR) pathways.