Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2005 Feb;12(2):249-56.
doi: 10.1016/j.chembiol.2005.01.009.

Cyclization mechanism for the synthesis of macrocyclic antibiotic lankacidin in Streptomyces rochei

Kenji Arakawa  1 , Fuminori Sugino, Kazuya Kodama, Tatsuya Ishii, Haruyasu Kinashi
Affiliations

Cyclization mechanism for the synthesis of macrocyclic antibiotic lankacidin in Streptomyces rochei

Kenji Arakawa et al. Chem Biol. 2005 Feb.

Abstract

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.

PubMed Disclaimer

Publication types

MeSH terms

LinkOut - more resources