| RRC ID |
45154
|
| 著者 |
Aizawa T, Kim SY, Takahashi S, Koshita M, Tani M, Futamura Y, Osada H, Funa N.
|
| タイトル |
Alkyldihydropyrones, new polyketides synthesized by a type III polyketide synthase from Streptomyces reveromyceticus.
|
| ジャーナル |
J Antibiot (Tokyo)
|
| Abstract |
Genome sequencing allows a rapid and efficient identification of novel catalysts that produce novel secondary metabolites. Here we describe the catalytic properties of dihydropyrone synthase A (DpyA), a novel type III polyketide synthase encoded in a linear plasmid of Streptomyces reveromyceticus. Heterologous expression of dpyA led to the accumulation of alkyldihydropyrones A (1), B (2), C (3) and D (4), which are novel dihydropyran compounds that exhibit weak cytotoxicity against the leukemia cell line HL-60. DpyA catalyzes the condensation of β-hydroxyl acid thioester and methylmalonyl-CoA to yield a triketide intermediate that then undergoes lactonization of a secondary alcohol and a thioester to give alkyldihydropyrone.
|
| 巻・号 |
67(12)
|
| ページ |
819-23
|
| 公開日 |
2014-12-1
|
| DOI |
10.1038/ja.2014.80
|
| PII |
ja201480
|
| PMID |
24984800
|
| MeSH |
Antineoplastic Agents / chemistry
Antineoplastic Agents / metabolism*
Antineoplastic Agents / pharmacology
Cell Survival / drug effects
HL-60 Cells
Humans
Kinetics
Magnetic Resonance Spectroscopy
Molecular Structure
Optical Rotation
Plasmids / genetics
Polyketide Synthases / genetics
Polyketide Synthases / metabolism*
Polyketides / chemical synthesis*
Polyketides / chemistry
Polyketides / metabolism
Polyketides / pharmacology
Pyrones / chemical synthesis*
Pyrones / chemistry
Pyrones / pharmacology
Spectrophotometry, Ultraviolet
Spectroscopy, Fourier Transform Infrared
Streptomyces / enzymology*
Streptomyces / genetics
|
| IF |
2.668
|
| 引用数 |
5
|
|
WOS 分野
|
BIOTECHNOLOGY & APPLIED MICROBIOLOGY
PHARMACOLOGY & PHARMACY
IMMUNOLOGY
MICROBIOLOGY
|
| リソース情報 |
| ヒト・動物細胞 |
HL-60 |
