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Cluster information : Pikromycin
Compound
| Entry name | Pikromycin |
|---|---|
| Synonym | Picromycin |
| PKS Type | TypeI modular |
| Classification | Macrolide |
| Starter Unit | methylmalonyl-CoA |
| Chain Length | 7 |
| Sugar Unit | desosamine |
| Activity | Antibacterial |
| Composition | C28H47NO8 |
Original source
| Organism | Streptomyces venezuelae |
|---|---|
| Strain | ATCC 15439 |
| Contig | AF079138 AF079762 AF079139 |
PKS/NRPS Module
| Pikro_00030 pikAI | 0 | methylmalonyl-CoA | |
| 1 | methylmalonyl-CoA | ||
| 2 | malonyl-CoA | ||
| Pikro_00040 pikAII | 3 | methylmalonyl-CoA | |
| 4 | methylmalonyl-CoA | ||
| Pikro_00050 pikAIII | 5 | methylmalonyl-CoA | |
| Pikro_00060 pikAIV | 6 | methylmalonyl-CoA |
Reference
- A gene cluster for macrolide antibiotic biosynthesis in Streptomyces venezuelae: architecture of metabolic diversity.
- Xue Y, Zhao L, Liu HW, Sherman DH[PMID: 9770448]Proc Natl Acad Sci U S A. 95 (1998) 12111-6
- Characterization of the macrolide P-450 hydroxylase from Streptomyces venezuelae which converts narbomycin to picromycin.
- Betlach MC, Kealey JT, Ashley GW, McDaniel R[PMID: 9778370]Biochemistry. 37 (1998) 14937-42
- Hydroxylation of macrolactones YC-17 and narbomycin is mediated by the pikC-encoded cytochrome P450 in Streptomyces venezuelae.
- Xue Y, Wilson D, Zhao L, Liu H, Sherman DH[PMID: 9831532]Chem Biol. 5 (1998) 661-7
- The Streptomyces venezuelae pikAV gene contains a transcription unit essential for expression of enzymes involved in glycosylation of narbonolide and 10-deoxymethynolide.
- Chen S, Roberts JB, Xue Y, Sherman DH, Reynolds KA[PMID: 11223265]Gene. 263 (2001) 255-64
- Characterization and analysis of the PikD regulatory factor in the pikromycin biosynthetic pathway of Streptomyces venezuelae.
- Wilson DJ, Xue Y, Reynolds KA, Sherman DH[PMID: 11344155]J Bacteriol. 183 (2001) 3468-75
- Expression, purification, and characterization of two N,N-dimethyltransferases, tylM1 and desVI, involved in the biosynthesis of mycaminose and desosamine.
- Chen H, Yamase H, Murakami K, Chang CW, Zhao L, Zhao Z, Liu HW[PMID: 12119032]Biochemistry. 41 (2002) 9165-83
- Biochemical evidence for an editing role of thioesterase II in the biosynthesis of the polyketide pikromycin.
- Kim BS, Cropp TA, Beck BJ, Sherman DH, Reynolds KA[PMID: 12368286]J Biol Chem. 277 (2002) 48028-34
- High resolution X-ray structure of dTDP-glucose 4,6-dehydratase from Streptomyces venezuelae.
- Allard ST, Cleland WW, Holden HM[PMID: 14570895]J Biol Chem. 279 (2004) 2211-20
- Beta-glucosylation as a part of self-resistance mechanism in methymycin/pikromycin producing strain Streptomyces venezuelae.
- Zhao L, Beyer NJ, Borisova SA, Liu HW[PMID: 14674753]Biochemistry. 42 (2003) 14794-804
- New olivosyl derivatives of methymycin/pikromycin from an engineered strain of Streptomyces venezuelae.
- Hong JS, Park SH, Choi CY, Sohng JK, Yoon YJ[PMID: 15358425]FEMS Microbiol Lett. 238 (2004) 391-9
- Molecular architecture of DesV from Streptomyces venezuelae: a PLP-dependent transaminase involved in the biosynthesis of the unusual sugar desosamine.
- Burgie ES, Thoden JB, Holden HM[PMID: 17456741]Protein Sci. 16 (2007) 887-96
- Molecular architecture of DesI: a key enzyme in the biosynthesis of desosamine.
- Burgie ES, Holden HM[PMID: 17630700]Biochemistry. 46 (2007) 8999-9006
- Interrogating the molecular basis for multiple macrolactone ring formation by the pikromycin polyketide synthase.
- Kittendorf JD, Beck BJ, Buchholz TJ, Seufert W, Sherman DH[PMID: 17719493]Chem Biol. 14 (2007) 944-54
- Enhanced heterologous production of desosaminyl macrolides and their hydroxylated derivatives by overexpression of the pikD regulatory gene in Streptomyces venezuelae.
- Jung WS, Jeong SJ, Park SR, Choi CY, Park BC, Park JW, Yoon YJ[PMID: 18245260]Appl Environ Microbiol. 74 (2008) 1972-9
- Characterization and mechanistic studies of DesII: a radical S-adenosyl-L-methionine enzyme involved in the biosynthesis of TDP-D-desosamine.
- Szu PH, Ruszczycky MW, Choi SH, Yan F, Liu HW[PMID: 19746907]J Am Chem Soc. 131 (2009) 14030-42
- Stoichiometry of the redox neutral deamination and oxidative dehydrogenation reactions catalyzed by the radical SAM enzyme DesII.
- Ruszczycky MW, Choi SH, Liu HW[PMID: 20121093]J Am Chem Soc. 132 (2010) 2359-69
- Characterization of glycosyltransferase DesVII and its auxiliary partner protein DesVIII in the methymycin/picromycin biosynthetic pathway.
- Borisova SA, Liu HW[PMID: 20695498]Biochemistry. 49 (2010) 8071-84
Data download
History
- 2013-01-16[Update]
- 2012-10-02[Update]
- 2012-03-28[Release]








