Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000250.1:
Cluster 1Polyketide / Saccharide119632
The following clusters are from record BGC0000250.2:
Cluster 2Polyketide / Saccharide116065

BGC0000250, nogalamycin biosynthetic gene cluster from Streptomyces nogalater. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: nogalaviketone
SMILES string: Copy to clipboard
Molecular activity: Unknown

Class-specific details

Biosynthetic class(es):
Polyketide / Saccharide
Polyketide subclass:
Anthracycline (cyclic)
Polyketide synthase subclass:
Type II
Starter unit:
Acetyl-CoA
Polyketide synthase / ketosynthase-encoding genes:
CAA12017.1
Genes involved in folding/cyclization:
CAA12013.1,CAA12012.1,AAF01818.1,CAA12015.1,AAF01813.1

Saccharide subclass:
hybrid/tailoring
Glycosyltransferases:
AAF01809.1:
Specificity: L-nogalose
Evidence for specificity: Knock-out construct
AAF01811.1:
Specificity: L-rhodosamine
Evidence for specificity: Activity assay

Gene cluster description

nogalamycin (BGC0000250). Gene Cluster 1. Biosynthetic class = Polyketide/Saccharide. GenBank AJ224512. Click on genes for more information.

Legend:

biosynthetic genes
transport-related genes
regulatory genes
other genes

Homologous known gene clusters

General MIBiG information on this cluster

Complete gene cluster sequence?complete
Evidence for cluster-compound connection:Enzymatic assays, Heterologous expression
MIxS-compliance:Unknown
Contact for this cluster:Mikko Metsa-Ketela (University of Turku)

Literature references

1. Hautala A et al. (2003) Studies on a second and third ring cyclization in anthracycline biosynthesis. J Antibiot (Tokyo) 56(2):143-53.
2. Torkkell S et al. (2001) The entire nogalamycin biosynthetic gene cluster of Streptomyces nogalater: characterization of a 20-kb DNA region and generation of hybrid structures. Mol Genet Genomics 266(2):276-88.
3. Torkkell S et al. (2000) Identification of a cyclase gene dictating the C-9 stereochemistry of anthracyclines from Streptomyces nogalater. Antimicrob Agents Chemother 44(2):396-9.
4. Torkkell S et al. (1997) Characterization of Streptomyces nogalater genes encoding enzymes involved in glycosylation steps in nogalamycin biosynthesis. Mol Gen Genet 256(2):203-9.
5. Ylihonko K et al. (1996) A gene cluster involved in nogalamycin biosynthesis from Streptomyces nogalater: sequence analysis and complementation of early-block mutations in the anthracycline pathway. Mol Gen Genet 251(2):113-20.
6. Siitonen V et al. (2012) Discovery of a two-component monooxygenase SnoaW/SnoaL2 involved in nogalamycin biosynthesis. Chem Biol 19(5):638-46. doi: 10.1016/j.chembiol.2012.04.009.
7. Siitonen V et al. (2012) Identification of late-stage glycosylation steps in the biosynthetic pathway of the anthracycline nogalamycin. Chembiochem 13(1):120-8. doi: 10.1002/cbic.201100637. Epub 2011 Nov

BGC0000250, nogalamycin biosynthetic gene cluster from Streptomyces nogalater. Locus 2. Full MIBiG entry.

Chemical compounds

Compound: nogalaviketone
SMILES string: Copy to clipboard
Molecular activity: Unknown

Class-specific details

Biosynthetic class(es):
Polyketide / Saccharide
Polyketide subclass:
Anthracycline (cyclic)
Polyketide synthase subclass:
Type II
Starter unit:
Acetyl-CoA
Polyketide synthase / ketosynthase-encoding genes:
CAA12017.1
Genes involved in folding/cyclization:
CAA12013.1,CAA12012.1,AAF01818.1,CAA12015.1,AAF01813.1

Saccharide subclass:
hybrid/tailoring
Glycosyltransferases:
AAF01809.1:
Specificity: L-nogalose
Evidence for specificity: Knock-out construct
AAF01811.1:
Specificity: L-rhodosamine
Evidence for specificity: Activity assay

Gene cluster description

nogalamycin (BGC0000250). Gene Cluster 2. Biosynthetic class = Polyketide/Saccharide. GenBank AF187532. Click on genes for more information.

Legend:

biosynthetic genes
transport-related genes
regulatory genes
other genes

Homologous known gene clusters

General MIBiG information on this cluster

Complete gene cluster sequence?complete
Evidence for cluster-compound connection:Enzymatic assays, Heterologous expression
MIxS-compliance:Unknown
Contact for this cluster:Mikko Metsa-Ketela (University of Turku)

Literature references

1. Hautala A et al. (2003) Studies on a second and third ring cyclization in anthracycline biosynthesis. J Antibiot (Tokyo) 56(2):143-53.
2. Torkkell S et al. (2001) The entire nogalamycin biosynthetic gene cluster of Streptomyces nogalater: characterization of a 20-kb DNA region and generation of hybrid structures. Mol Genet Genomics 266(2):276-88.
3. Torkkell S et al. (2000) Identification of a cyclase gene dictating the C-9 stereochemistry of anthracyclines from Streptomyces nogalater. Antimicrob Agents Chemother 44(2):396-9.
4. Torkkell S et al. (1997) Characterization of Streptomyces nogalater genes encoding enzymes involved in glycosylation steps in nogalamycin biosynthesis. Mol Gen Genet 256(2):203-9.
5. Ylihonko K et al. (1996) A gene cluster involved in nogalamycin biosynthesis from Streptomyces nogalater: sequence analysis and complementation of early-block mutations in the anthracycline pathway. Mol Gen Genet 251(2):113-20.
6. Siitonen V et al. (2012) Discovery of a two-component monooxygenase SnoaW/SnoaL2 involved in nogalamycin biosynthesis. Chem Biol 19(5):638-46. doi: 10.1016/j.chembiol.2012.04.009.
7. Siitonen V et al. (2012) Identification of late-stage glycosylation steps in the biosynthetic pathway of the anthracycline nogalamycin. Chembiochem 13(1):120-8. doi: 10.1002/cbic.201100637. Epub 2011 Nov