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Cluster information : Ascomycin


close this sectionCompound

Entry nameAscomycin
SynonymFK520
PKS TypePKS-NRPS hybrid
Starter Unit4,5-dihydroxycyclohex-1-ene carboxylic acid
Chain Length11
Sugar Unitnone
ClassificationOther Macrocyclic Lactone
ActivityImmunosuppressive
Antifungal
CompositionC43H69NO12
Ascomycin

close this sectionOriginal source


close this sectionPKS/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
A35..435
ER627..918
PCP1074..1144
KS1161..1529
AT1660..1930
DH2006..2172
KR2427..2588
ACP2665..2735
KS2760..3129
AT3274..3583
dh3618..3772
KR4036..4205
ACP4287..4357
KS4379..4748
AT4880..5119
dh5203..5365
KR5616..5786
ACP5868..5942
KS5964..6333
AT6476..6780
dh6826..6986
ACP7400..7470
KS33..397
AT528..800
DH874..1036
KR1298..1463
ACP1555..1625
KS1646..2008
AT2139..2411
DH2485..2651
ER2907..3193
KR3203..3364
ACP3443..3513
KS30..386
AT520..747
DH832..993
ER1257..1551
KR1561..1722
ACP1809..1883
KS1906..2274
AT2407..2642
dh2720..2853
KR3096..3257
ACP3352..3422
KS3443..3812
AT3942..4214
DH4288..4457
ER4717..5003
KR5013..5174
ACP5274..5344
KS5374..5745
AT5902..6210
ACP6264..6334
C33..323
A510..912
PCP998..1065
C1081..1360

close this sectionReference

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

close this sectionData download

Compound nameGenomic
nucleotide
sequence
Nucleotide
sequences of the
coding regions
Translation of the
coding sequences
List of genes/ORFsGBK
Ascomycin
Genomic nucleotide sequence
78 KB
Nucleotide sequences of the coding regions
78 KB
Translation of the coding sequences
27 KB
List of genes/ORFs
3 KB

 

 
GenBank format
147 KB

close this sectionHistory

  • 2016-12-27[Update]
  • 2016-01-27[Update]
  • 2014-03-10[Update]
  • 2012-08-03[Update]
  • 2012-03-28[Release]