Details

Autor(en) / Beteiligte

• Arakawa, Kenji
• Sugino, Fuminori
• Kodama, Kazuya
• Ishii, Tatsuya
• Kinashi, Haruyasu

Titel

Cyclization Mechanism for the Synthesis of Macrocyclic Antibiotic Lankacidin in Streptomyces rochei

Ist Teil von

• Chemistry & biology, 2005-02, Vol.12 (2), p.249-256

Ort / Verlag

United States: Elsevier Ltd

Erscheinungsjahr

2005

Link zum Volltext

Quelle

Free E-Journal (出版社公開部分のみ）

Beschreibungen/Notizen

• The lankacidin biosynthetic gene cluster in Streptomyces rochei strain 7434AN4 was found to span 31 kb of the giant linear plasmid pSLA2-L and contain a polyketide synthase (PKS)/nonribosomal peptide synthetase (NRPS) hybrid gene ( lkcA), type I PKS genes, and pyrroloquinoline quinone (PQQ) biosynthetic genes ( lkcK-lkcO). Feeding of PQQ to a pqq mutant restored the lankacidin production, suggesting its crucial role in an oxidation process. However, formation of the 17-membered macrocyclic ring was not catalyzed by PQQ-dependent dehydrogenase (Orf23), but was by flavin-dependent amine oxidase (LkcE). Compound LC-KA05 isolated from an lkcE disruptant was an acyclic intermediate lacking the C2-C18 linkage. These results suggested a cyclization mechanism for the synthesis of the lankacidin macrocyclic skeleton.