The complete biosynthetic gene cluster of the 28-membered polyketide macrolactones, halstoctacosanolides, from Streptomyces halstedii HC34.
Halstoctacoanolides A and B are 28-membered polyketide macrolactones and were isolated from Streptomyces halstedii HC34. The biosynthetic gene cluster (hls cluster) of halstoctacosanolides was completely identified from the genome library of Streptomyces halstedii HC34. DNA sequence analysis of ca. 100 kb region revealed that there were seven type I polyketide synthases (PKSs) and two cytochrome P450 monooxygenases in this cluster. Involvement of the gene cluster in the halstoctacosanolide biosynthesis was demonstrated by the gene disruption of P450 monooxygenase genes. The mutants produced a new deoxygenated halstoctacosanolide derivative, halstoctacosanolide C, which confirmed that the hls gene cluster was essential for the biosynthesis of halstoctacosanolides.
Department of Chemistry & Materials Science, Tokyo Institute of Technology, 2-12-1, O-okayama, Meguro-ku, Tokyo 152-8551, Japan.
Shigehiro
S
Tohyama
Katsumi
K
Kakinuma
Tadashi
T
Eguchi
D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002855:Chromatography, Thin Layer; D003001:Cloning, Molecular; D004271:DNA, Fungal / Q000235:genetics; D030541:Databases, Genetic; D017403:In Situ Hybridization; D018942:Macrolides / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D006899:Mixed Function Oxygenases / Q000378:metabolism; D005810:Multigene Family; D009904:Optical Rotation; D010957:Plasmids; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D013302:Streptomyces / Q000235:genetics* / Q000378:metabolism
D004271:DNA, Fungal; D018942:Macrolides; C509638:halstoctacosanolide A; C509639:halstoctacosanolide B; C509640:halstoctacosanolide C; D006899:Mixed Function Oxygenases