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Cluster information : Spinosyn
Compound
| Entry name | Spinosyn |
|---|---|
| Synonym | Spinosad (mixture of Spinosyn A and Spinosyn D) |
| PKS Type | TypeI modular |
| Classification | Macrolide |
| Starter Unit | methylmalonyl-CoA |
| Chain Length | 11 |
| Sugar Unit | forosamine tri-O-methylrhamnose |
| Activity | Insecticidal |
| Composition | A: C41H65NO10 D: C42H67NO10 E: C40H63NO10 F: C40H63NO10 |
Original source
| Organism | Saccharopolyspora spinosa |
|---|---|
| Strain | NRRL 18538 |
| Contig | AY007564 |
PKS/NRPS Module
| Spino_00170 spnA | 0 | methylmalonyl-CoA | |
| 1 | malonyl-CoA | ||
| Spino_00180 spnB | 2 | malonyl-CoA | |
| Spino_00190 spnC | 3 | methylmalonyl-CoA | |
| 4 | malonyl-CoA | ||
| Spino_00200 spnD | 5 | malonyl-CoA | |
| 6 | malonyl-CoA | ||
| 7 | malonyl-CoA | ||
| Spino_00210 spnE | 8 | methylmalonyl-CoA | |
| 9 | malonyl-CoA | ||
| 10 | malonyl-CoA |
Reference
- Cloning and analysis of the spinosad biosynthetic gene cluster of Saccharopolyspora spinosa.
- Waldron C, Matsushima P, Rosteck PR Jr, Broughton MC, Turner J, Madduri K, Crawford KP, Merlo DJ, Baltz RH[PMID: 11358695]Chem Biol. 8 (2001) 487-99
- A cluster of genes for the biosynthesis of spinosyns, novel macrolide insect control agents produced by Saccharopolyspora spinosa.
- Waldron C, Madduri K, Crawford K, Merlo DJ, Treadway P, Broughton MC, Baltz RH[PMID: 11386361]Antonie Van Leeuwenhoek. 78 (2000) 385-90
- Rhamnose biosynthesis pathway supplies precursors for primary and secondary metabolism in Saccharopolyspora spinosa.
- Madduri K, Waldron C, Merlo DJ[PMID: 11544225]J Bacteriol. 183 (2001) 5632-8
- Characterization of protein encoded by spnR from the spinosyn gene cluster of Saccharopolyspora spinosa: mechanistic implications for forosamine biosynthesis.
- Zhao Z, Hong L, Liu HW[PMID: 15913355]J Am Chem Soc. 127 (2005) 7692-3
- Characterization of SpnQ from the spinosyn biosynthetic pathway of Saccharopolyspora spinosa: mechanistic and evolutionary implications for C-3 deoxygenation in deoxysugar biosynthesis.
- Hong L, Zhao Z, Liu HW[PMID: 17076492]J Am Chem Soc. 128 (2006) 14262-3
- The biosynthesis of spinosyn in Saccharopolyspora spinosa: synthesis of the cross-bridging precursor and identification of the function of SpnJ.
- Kim HJ, Pongdee R, Wu Q, Hong L, Liu HW[PMID: 17985910]J Am Chem Soc. 129 (2007) 14582-4
- In vitro characterization of the enzymes involved in TDP-D-forosamine biosynthesis in the spinosyn pathway of Saccharopolyspora spinosa.
- Hong L, Zhao Z, Melancon CE 3rd, Zhang H, Liu HW[PMID: 18345667]J Am Chem Soc. 130 (2008) 4954-67
- SpnH from Saccharopolyspora spinosa encodes a rhamnosyl 4'-O-methyltransferase for biosynthesis of the insecticidal macrolide, spinosyn A.
- Huang KX, Zahn J, Han L[PMID: 18704529]J Ind Microbiol Biotechnol. 35 (2008) 1669-76
- Functional characterization and substrate specificity of spinosyn rhamnosyltransferase by in vitro reconstitution of spinosyn biosynthetic enzymes.
- Chen YL, Chen YH, Lin YC, Tsai KC, Chiu HT[PMID: 19126547]J Biol Chem. 284 (2009) 7352-63
- Biosynthesis of spinosyn in Saccharopolyspora spinosa: synthesis of permethylated rhamnose and characterization of the functions of SpnH, SpnI, and SpnK.
- Kim HJ, White-Phillip JA, Ogasawara Y, Shin N, Isiorho EA, Liu HW[PMID: 20158237]J Am Chem Soc. 132 (2010) 2901-3
- Enzyme-catalysed [4+2] cycloaddition is a key step in the biosynthesis of spinosyn A.
- Kim HJ, Ruszczycky MW, Choi SH, Liu YN, Liu HW[PMID: 21544146]Nature. 473 (2011) 109-12
Data download
History
- 2013-01-16[Update]
- 2012-10-02[Update]
- 2012-08-03[Update]
- 2012-03-28[Release]







