| RRC ID |
67214
|
| Author |
Phan CS, Matsuda K, Balloo N, Fujita K, Wakimoto T, Okino T.
|
| Title |
Argicyclamides A-C Unveil Enzymatic Basis for Guanidine Bis-prenylation.
|
| Journal |
J Am Chem Soc
|
| Abstract |
Guanidine prenylation is an outstanding modification in alkaloid and peptide biosynthesis, but its enzymatic basis has remained elusive. We report the isolation of argicyclamides, a new class of cyanobactins with unique mono- and bis-prenylations on guanidine moieties, from Microcystis aeruginosa NIES-88. The genetic basis of argicyclamide biosynthesis was established by the heterologous expression and in vitro characterization of biosynthetic enzymes including AgcF, a new guanidine prenyltransferase. This study provides important insight into the biosynthesis of prenylated guanidines and offers a new toolkit for peptide modification.
|
| Volume |
143(27)
|
| Pages |
10083-10087
|
| Published |
2021-7-14
|
| DOI |
10.1021/jacs.1c05732
|
| PMID |
34181406
|
| MeSH |
Guanidine / chemistry*
Guanidine / metabolism*
Microcystis / metabolism*
Molecular Structure
Peptides, Cyclic / chemistry*
Peptides, Cyclic / metabolism*
Prenylation
|
| IF |
14.612
|
| Resource |
| Algae |
NIES-88 |
