Ascomycin : Cluster information
Compound
| Entry name | Ascomycin |
|---|---|
| Synonym | FK520 |
| PKS Type | PKS-NRPS hybrid |
| Starter Unit | 4,5-dihydroxycyclohex-1-ene carboxylic acid |
| Chain Length | 11 |
| Sugar Unit | none |
| Classification | Other Macrocyclic Lactone |
| Activity | Immunosuppressive Antifungal |
| Composition | C43H69NO12 |
Original source
| Organism | Streptomyces hygroscopicus subsp. ascomyceticus |
|---|---|
| Strain | ATCC 14891 (=NBRC 13981) |
| Contig | AF235504 |
PKS/NRPS Module
| Asco_00140 fkbB | 0 |  | |
| 1 |  | methylmalonyl-CoA | |
| 2 |  | methylmalonyl-CoA | |
| 3 | | malonyl-CoA | |
| 4 |  | ethylmalonyl-CoA | |
| Asco_00130 fkbC | 5 | | methylmalonyl-CoA |
| 6 |  | methylmalonyl-CoA | |
| Asco_00170 fkbA | 7 | | methoxymalonyl-ACP |
| 8 | | methoxymalonyl-ACP | |
| 9 | | methylmalonyl-CoA | |
| 10 |  | malonyl-CoA | |
| Asco_00160 fkbP | 11 |  | L-pipecolate |
| 12 |  |
Reference
- Characterization of methyltransferase and hydroxylase genes involved in the biosynthesis of the immunosuppressants FK506 and FK520.
- Motamedi H, Shafiee A, Cai SJ, Streicher SL, Arison BH, Miller RR[PMID: 8752344]J Bacteriol. 178 (1996) 5243-8
- The FK520 gene cluster of Streptomyces hygroscopicus var. ascomyceticus (ATCC 14891) contains genes for biosynthesis of unusual polyketide extender units.
- Wu K, Chung L, Revill WP, Katz L, Reeves CD[PMID: 10863099]Gene. 251 (2000) 81-90
- A new substrate specificity for acyl transferase domains of the ascomycin polyketide synthase in Streptomyces hygroscopicus.
- Reeves CD, Chung LM, Liu Y, Xue Q, Carney JR, Revill WP, Katz L[PMID: 11786554]J Biol Chem. 277 (2002) 9155-9
- Crystal structure of an Acyl-ACP dehydrogenase from the FK520 polyketide biosynthetic pathway: insights into extender unit biosynthesis.
- Watanabe K, Khosla C, Stroud RM, Tsai SC[PMID: 14623185]J Mol Biol. 334 (2003) 435-44
- Engineered biosynthesis of 16-membered macrolides that require methoxymalonyl-ACP precursors in Streptomyces fradiae.
- Rodriguez E, Ward S, Fu H, Revill WP, McDaniel R, Katz L[PMID: 15179529]Appl Microbiol Biotechnol. 66 (2004) 85-91
- Elucidating the substrate specificity and condensation domain activity of FkbP, the FK520 pipecolate-incorporating enzyme.
- Gatto GJ Jr, McLoughlin SM, Kelleher NL, Walsh CT[PMID: 15835888]Biochemistry. 44 (2005) 5993-6002
- Biosynthesis of the immunosuppressants FK506, FK520, and rapamycin involves a previously undescribed family of enzymes acting on chorismate.
- Andexer JN, Kendrew SG, Nur-e-Alam M, Lazos O, Foster TA, Zimmermann AS, Warneck TD, Suthar D, Coates NJ, Koehn FE, Skotnicki JS, Carter GT, Gregory MA, Martin CJ, Moss SJ, Leadlay PF, Wilkinson B[PMID: 21383123]Proc Natl Acad Sci U S A. 108 (2011) 4776-81
- Mechanistic implications for the chorismatase FkbO based on the crystal structure.
- Juneja P, Hubrich F, Diederichs K, Welte W, Andexer JN[PMID: 24036425]J Mol Biol. 426 (2014) 105-15
- Chorismatase Mechanisms Reveal Fundamentally Different Types of Reaction in a Single Conserved Protein Fold.
- Hubrich F, Juneja P, Muller M, Diederichs K, Welte W, Andexer JN[PMID: 26247872]J Am Chem Soc. 137 (2015) 11032-7
- Interspecies Complementation of the LuxR Family Pathway-Specific Regulator Involved in Macrolide Biosynthesis.
- Mo S, Yoon YJ[PMID: 26608164]J Microbiol Biotechnol. 26 (2016) 66-71
Data download
| Compound name | Genomic nucleotide sequence |
Nucleotide sequences of the coding regions | Translation of the coding sequences | List of genes/ORFs | GBK | |||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
 Ascomycin |
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History
- 2016-12-27[Update]
- 2016-01-27[Update]
- 2014-03-10[Update]
- 2012-08-03[Update]
- 2012-03-28[Release]
