Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000440.1:
Cluster 1NRP189713

BGC0000440, teicoplanin biosynthetic gene cluster from Actinoplanes teichomyceticus. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: teicoplanin
PubChem ID: 16162959
SMILES string: Copy to clipboard
Molecular formula: C58H45Cl2N7O18
Average molecular mass: 1198.929 Da
Molecular activity: Antibacterial
Molecular target: lipid II

Class-specific details

Biosynthetic class(es):
NRP
Glycopeptide (linear)
Thioesterase type:
Type I
Release / cyclization type:
Hydrolysis

Nonribosomal peptide synthetases:
tcp9 (CAE53350.1)
Module 1
A specificity: Hydroxyphenylglycine
Evidence for specificity: Sequence-based prediction
AA is epimerized
C domain subtype: N/A
Module 2
A specificity: Tyrosine
Evidence for specificity: Sequence-based prediction
AA is epimerized
C domain subtype: Other
tcp10 (CAE53351.1)
Module 3
A specificity: 3,5-Dihydroxyphenylglycine
Evidence for specificity: Sequence-based prediction
C domain subtype: Other
tcp11 (CAE53352.1)
Module 4
A specificity: Hydroxyphenylglycine
Evidence for specificity: Sequence-based prediction
AA is epimerized
C domain subtype: Other
Module 5
A specificity: Hydroxyphenylglycine
Evidence for specificity: Sequence-based prediction
AA is epimerized
C domain subtype: Other
Module 6
A specificity: Tyrosine
Evidence for specificity: Sequence-based prediction
C domain subtype: Other
tcp12 (CAE53353.1)
Module 7
A specificity: 3,5-Dihydroxyphenylglycine
Evidence for specificity: Sequence-based prediction
C domain subtype: Other
Scaffold-modifying domain: Other

Gene cluster description

teicoplanin (BGC0000440). Gene Cluster 1. Biosynthetic class = NRP. GenBank AJ605139, positions 10677-83325. Click on genes for more information.

Legend:

biosynthetic genes
transport-related genes
regulatory genes
other genes

Domain annotation

Homologous known gene clusters

General MIBiG information on this cluster

Complete gene cluster sequence?complete
Evidence for cluster-compound connection:Enzymatic assays, Sequence-based prediction
MIxS-compliance:Unknown
Contact for this cluster:Stefano Donadio (Naicons Srl)

Literature references

1. Sosio M et al. (2004) Organization of the teicoplanin gene cluster in Actinoplanes teichomyceticus. Microbiology 150(Pt 1):95-102. doi: 10.1099/mic.0.26507-0.
2. Li TL et al. (2004) Biosynthetic gene cluster of the glycopeptide antibiotic teicoplanin: characterization of two glycosyltransferases and the key acyltransferase. Chem Biol 11(1):107-19. doi: 10.1016/j.chembiol.2004.01.001.
3. Donadio S et al. (2005) Comparative analysis and insights into the evolution of gene clusters for glycopeptide antibiotic biosynthesis. Mol Genet Genomics 274(1):40-50. doi: 10.1007/s00438-005-1156-3. Epub
4. Truman AW et al. (2006) Identification of a deacetylase involved in the maturation of teicoplanin. Chembiochem 7(11):1670-5. doi: 10.1002/cbic.200600308.
5. Ho JY et al. (2006) Glycopeptide biosynthesis: Dbv21/Orf2 from dbv/tcp gene clusters are N-Ac-Glm teicoplanin pseudoaglycone deacetylases and Orf15 from cep gene cluster is a Glc-1-P thymidyltransferase. J Am Chem Soc 128(42):13694-5. doi: 10.1021/ja0644834.
6. Haslinger K et al. (2014) Cytochrome P450 OxyBtei catalyzes the first phenolic coupling step in teicoplanin biosynthesis. Chembiochem 15(18):2719-28. doi: 10.1002/cbic.201402441. Epub 2014