Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000290.1:
Cluster 1NRP169301

BGC0000290, A47934 biosynthetic gene cluster from Streptomyces toyocaensis. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: A47934
PubChem ID: 16131155
SMILES string: Copy to clipboard
Molecular formula: C58H44Cl3N7O21S
Average molecular mass: 1313.428 Da
Molecular activity: Antibacterial
Molecular target: D-Ala-D-Ala terminus of peptidoglycan precursors

Class-specific details

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

Nonribosomal peptide synthetases:
AAM80539.1
Module 1
A specificity: 4-Hydroxyphenylglycine
Evidence for specificity: Structure-based inference
AA is epimerized
Amino acid biosynthesis subcluster: aam80549.1,aam80550.1,aam80551.1,aam80552.1
C domain subtype: Unknown
Module 2
A specificity: Tyrosine
Evidence for specificity: Structure-based inference
AA is epimerized
C domain subtype: Unknown
AAM80538.1
Module 3
A specificity: 3,5-Dihydroxy-phenylglycine
Evidence for specificity: Structure-based inference
Amino acid biosynthesis subcluster: aam80549.1,aam80545.1,aam80546.1,aam80547.1,aam80548.1
C domain subtype: Unknown
AAM80537.1
Module 4
A specificity: 4-Hydroxyphenylglycine
Evidence for specificity: Structure-based inference
AA is epimerized
Amino acid biosynthesis subcluster: aam80549.1,aam80550.1,aam80551.1,aam80552.1
C domain subtype: Unknown
Module 5
A specificity: 4-Hydroxyphenylglycine
Evidence for specificity: Structure-based inference
AA is epimerized
Amino acid biosynthesis subcluster: aam80549.1,aam80550.1,aam80551.1,aam80552.1
C domain subtype: Unknown
Module 6
A specificity: Tyrosine
Evidence for specificity: Structure-based inference
Amino acid biosynthesis subcluster: aam80528.1
C domain subtype: Unknown
AAM80536.1
Module 7
A specificity: 3,5-Dihydroxy-phenylglycine
Evidence for specificity: Structure-based inference
Amino acid biosynthesis subcluster: aam80549.1,aam80545.1,aam80546.1,aam80547.1,aam80548.1
C domain subtype: Unknown

Gene cluster description

A47934 (BGC0000290). Gene Cluster 1. Biosynthetic class = NRP. GenBank U82965. 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, Heterologous expression, Sequence-based prediction
MIxS-compliance:Unknown
Comments:Glycopeptide stereochemistry is known not to correlate with the presence of E domains.
Contact for this cluster:Gerry Wright (McMaster University)

Literature references

1. Marshall CG et al. (1997) D-Ala-D-Ala ligases from glycopeptide antibiotic-producing organisms are highly homologous to the enterococcal vancomycin-resistance ligases VanA and VanB. Proc Natl Acad Sci U S A 94(12):6480-3.
2. Pootoolal J et al. (2002) Assembling the glycopeptide antibiotic scaffold: The biosynthesis of A47934 from Streptomyces toyocaensis NRRL15009. Proc Natl Acad Sci U S A 99(13):8962-7. doi: 10.1073/pnas.102285099.
3. Lamb SS et al. (2006) Biosynthesis of sulfated glycopeptide antibiotics by using the sulfotransferase StaL. Chem Biol 13(2):171-81. doi: 10.1016/j.chembiol.2005.12.003.