A natural protecting group strategy to carry an amino acid starter unit in the biosynthesis of macrolactam polyketide antibiotics.
Macrolactam antibiotics are an important class of macrocyclic polyketides that contain a unique nitrogen-containing starter unit. In the present study, a set of starter biosynthetic enzymes in the macrolactam antibiotic vicenistatin was characterized. We found that the protection-deprotection strategy of the aminoacyl-ACP intermediate was critical in this system. On the basis of bioinformatics, the described pathway is also proposed as a common method for carrying amino acids in the biosynthesis of other macrolactam antibiotics.
Department of Chemistry and Materials Science, Tokyo Institute of Technology, 2-12-1 O-okayama, Meguro-ku, Tokyo 152-8551, Japan.
Yuji
Y
Shinohara
Fumitaka
F
Kudo
Tadashi
T
Eguchi
D000596:Amino Acids / Q000737:chemistry*; D000617:Aminoglycosides / Q000096:biosynthesis* / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000096:biosynthesis* / Q000737:chemistry; D002262:Carboxy-Lyases / Q000737:chemistry / Q000378:metabolism*; D019751:Intramolecular Transferases / Q000737:chemistry / Q000378:metabolism*; D007769:Lactams / Q000737:chemistry; D008025:Ligases / Q000737:chemistry / Q000378:metabolism*; D018942:Macrolides / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
D000596:Amino Acids; D000617:Aminoglycosides; D000900:Anti-Bacterial Agents; D007769:Lactams; D018942:Macrolides; C082785:vicenistatin; D002262:Carboxy-Lyases; D019751:Intramolecular Transferases; C021570:methylaspartate mutase; D008025:Ligases