Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000197.1:
Cluster 1Polyketide / Saccharide135936

BGC0000197, aranciamycin biosynthetic gene cluster from Streptomyces echinatus. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: Aranciamycin
PubChem ID: 15177995
ChEMBL ID: 1096602
SMILES string: Copy to clipboard
Molecular formula: C27H28O12
Average molecular mass: 544.509 Da
Molecular activity: Antibacterial, Cytotoxic
Molecular target: collagenase, DNA synthesis

Class-specific details

Biosynthetic class(es):
Polyketide / Saccharide
Polyketide subclass:
Anthracycline (cyclic)
Polyketide synthase subclass:
Type II
Starter unit:
None
Polyketide synthase / ketosynthase-encoding genes:
ABL09959.1
Genes involved in folding/cyclization:
ABL09954.1, ABL09960.1

Saccharide subclass:
hybrid/tailoring
Glycosyltransferases:
ABL09968.1:
Specificity: Multiple (promiscuous)
Evidence for specificity: Knock-out construct

Gene cluster description

aranciamycin (BGC0000197). Gene Cluster 1. Biosynthetic class = Polyketide/Saccharide. GenBank DQ915964. 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:Heterologous expression
MIxS-compliance:Unknown
Contact for this cluster:Andreas Bechthold (Albert-Ludwigs-University of Freiburg, Germany )

Literature references

1. Luzhetskyy A et al. (2007) Cloning and heterologous expression of the aranciamycin biosynthetic gene cluster revealed a new flexible glycosyltransferase. Chembiochem 8(6):599-602. doi: 10.1002/cbic.200600529.
2. Keller-Schierlein W et al. (1970 TI) [Metabolites of microorganisms. Aranciamycin]. Helv Chim Acta 53(4):779-89. doi: 10.1002/hlca.19700530413.
3. Bols M et al. (1992) Synthesis and collagenase inhibition of new glycosides of aranciamycinone: the aglycon of the naturally occurring antibiotic aranciamycin. Carbohydr Res 235:141-9.
4. Keller-Schierlein W, Muller A. (1970) The sugar component of aranciamycin: 2-0-methyl-L-rhamnose. Experientia 26(9):929-30.
5. Bols M et al. (1992) Inhibition of collagenase by aranciamycin and aranciamycin derivatives. J Med Chem 35(15):2768-71.
6. Sianidis G et al. (2006) Cloning, purification and characterization of a functional anthracycline glycosyltransferase. J Biotechnol 125(3):425-33. doi: 10.1016/j.jbiotec.2006.03.035. Epub
7. Luzhetskyy A et al. (2008) Aranciamycin analogs generated by combinatorial biosynthesis show improved antitumor activity. Appl Microbiol Biotechnol 80(1):15-9. doi: 10.1007/s00253-008-1515-1.