Avermectin : Cluster information
Compound
Entry name | Avermectin |
---|---|
PKS Type | TypeI modular |
Starter Unit | Avermectin a: 2-methylbutyryl-CoA Avermectin b: isobutyryl-CoA |
Chain Length | 13 |
Sugar Unit | L-oleandrose |
Classification | Other Macrocyclic Lactone |
Activity | Anthelmintic |
Composition | Avermectin B1a: C48H72O14 |
Original source
Organism | Streptomyces avermitilis |
---|---|
Strain | ATCC 31267 (=NBRC 14893) |
Contig | AB032524 AB032367 AB032523 |
PKS/NRPS Module
Aver_00040 aveA1 | 0 | 2-methylbutyryl-CoA for a component isobutyryl-CoA for b component | |
1 | methylmalonyl-CoA not conserved YASHS(S->C) | ||
2 | malonyl-CoA | ||
Aver_00050 aveA2 | 3 | malonyl-CoA | |
4 | malonyl-CoA not conserved HAFHS(H->N) | ||
5 | malonyl-CoA | ||
6 | methylmalonyl-CoA not conserved YASHS(S->C) | ||
Aver_00080 aveA3 | 7 | methylmalonyl-CoA not conserved YASHS(S->C) | |
8 | malonyl-CoA | ||
9 | methylmalonyl-CoA not conserved YASHS(S->C) | ||
Aver_00090 aveA4 | 10 | malonyl-CoA | |
11 | methylmalonyl-CoA not conserved YASHS(Y->W) | ||
12 | malonyl-CoA |
Reference
- Production of 6,8a-seco-6,8a-deoxy derivatives of avermectins by a mutant strain of Streptomyces avermitilis.
- Pang CH, Matsuzaki K, Ikeda H, Tanaka H, Omura S[PMID: 7868391]J Antibiot (Tokyo). 48 (1995) 59-66
- Cloning of the gene encoding avermectin B 5-O-methyltransferase in avermectin-producing Streptomyces avermitilis.
- Ikeda H, Wang LR, Ohta T, Inokoshi J, Omura S[PMID: 9469930]Gene. 206 (1998) 175-80
- Organization of the biosynthetic gene cluster for the polyketide anthelmintic macrolide avermectin in Streptomyces avermitilis.
- Ikeda H, Nonomiya T, Usami M, Ohta T, Omura S[PMID: 10449723]Proc Natl Acad Sci U S A. 96 (1999) 9509-14
- Insights about the biosynthesis of the avermectin deoxysugar L-oleandrose through heterologous expression of Streptomyces avermitilis deoxysugar genes in Streptomyces lividans.
- Wohlert S, Lomovskaya N, Kulowski K, Fonstein L, Occi JL, Gewain KM, MacNeil DJ, Hutchinson CR[PMID: 11451669]Chem Biol. 8 (2001) 681-700
- Organization of biosynthetic gene cluster for avermectin in Streptomyces avermitilis: analysis of enzymatic domains in four polyketide synthases.
- Ikeda H, Nonomiya T, Omura S[PMID: 11780788]J Ind Microbiol Biotechnol. 27 (2001) 170-6
- Semi-synthetic DNA shuffling of aveC leads to improved industrial scale production of doramectin by Streptomyces avermitilis.
- Stutzman-Engwall K, Conlon S, Fedechko R, McArthur H, Pekrun K, Chen Y, Jenne S, La C, Trinh N, Kim S, Zhang YX, Fox R, Gustafsson C, Krebber A[PMID: 15721808]Metab Eng. 7 (2005) 27-37
- The in vitro characterization of the iterative avermectin glycosyltransferase AveBI reveals reaction reversibility and sugar nucleotide flexibility.
- Zhang C, Albermann C, Fu X, Thorson JS[PMID: 17177349]J Am Chem Soc. 128 (2006) 16420-1
- Engineering of avermectin biosynthetic genes to improve production of ivermectin in Streptomyces avermitilis.
- Li M, Chen Z, Lin X, Zhang X, Song Y, Wen Y, Li J[PMID: 18824353]Bioorg Med Chem Lett. 18 (2008) 5359-63
- Characterization of a regulatory gene, aveR, for the biosynthesis of avermectin in Streptomyces avermitilis.
- Kitani S, Ikeda H, Sakamoto T, Noguchi S, Nihira T[PMID: 19148632]Appl Microbiol Biotechnol. 82 (2009) 1089-96
- The pathway-specific regulator AveR from Streptomyces avermitilis positively regulates avermectin production while it negatively affects oligomycin biosynthesis.
- Guo J, Zhao J, Li L, Chen Z, Wen Y, Li J[PMID: 20012992]Mol Genet Genomics. 283 (2010) 123-33
- Direct proteomic mapping of Streptomyces avermitilis wild and industrial strain and insights into avermectin production.
- Yin P, Li YY, Zhou J, Wang YH, Zhang SL, Ye BC, Ge WF, Xia YL[PMID: 23201115]J Proteomics. 79 (2013) 1-12
- Spiroketal formation and modification in avermectin biosynthesis involves a dual activity of AveC.
- Sun P, Zhao Q, Yu F, Zhang H, Wu Z, Wang Y, Wang Y, Zhang Q, Liu W[PMID: 23294008]J Am Chem Soc. 135 (2013) 1540-8
- Structural and functional analysis of the loading acyltransferase from avermectin modular polyketide synthase.
- Wang F, Wang Y, Ji J, Zhou Z, Yu J, Zhu H, Su Z, Zhang L, Zheng J[PMID: 25581064]ACS Chem Biol. 10 (2015) 1017-25
- The PhoP transcription factor negatively regulates avermectin biosynthesis in Streptomyces avermitilis.
- Yang R, Liu X, Wen Y, Song Y, Chen Z, Li J[PMID: 26298701]Appl Microbiol Biotechnol. 99 (2015) 10547-57
Data download
History
- 2016-01-27[Update]
- 2013-05-28[Update]
- 2012-08-03[Update]
- 2012-03-28[Release]