Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000875.1:
Cluster 1Other128072
The following clusters are from record BGC0000875.2:
Cluster 2Other16671
The following clusters are from record BGC0000875.3:
Cluster 3Other11542

BGC0000875, caprazamycin biosynthetic gene cluster from Streptomyces sp. MK730-62F2. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: Caprazamycin
PubChem ID: 6481472
SMILES string: Copy to clipboard
Molecular formula: C54H89N5O22
Average molecular mass: 1160.319 Da
Molecular activity: Antibacterial, Inhibitor
Molecular target: translocase I

Class-specific details

Biosynthetic class(es):
Other
Other biosynthetic class:
Nucleoside

Gene cluster description

caprazamycin (BGC0000875). Gene Cluster 1. Biosynthetic class = Other. GenBank FJ490409. 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:Knock-out studies, Heterologous expression
MIxS-compliance:Unknown
Comments:Caprazamycins are a mixture of derivatives containing different fatty acyl chain lengths, saturation and branching. Non-glycosylated and sulfated derivatives can be found in the extracts too.
Contact for this cluster:Leonard Kaysser (Eberhard Karls University Tuebingen)

Literature references

1. Kaysser L et al. (2009) Identification and manipulation of the caprazamycin gene cluster lead to new simplified liponucleoside antibiotics and give insights into the biosynthetic pathway. J Biol Chem 284(22):14987-96. doi: 10.1074/jbc.M901258200. Epub 2009
2. Kaysser L et al. (2010) Analysis of the liposidomycin gene cluster leads to the identification of new caprazamycin derivatives. Chembiochem 11(2):191-6. doi: 10.1002/cbic.200900637.
3. Kaysser L et al. (2009) Identification and manipulation of the caprazamycin gene cluster lead to new simplified liponucleoside antibiotics and give insights into the biosynthetic pathway. J Biol Chem 284(22):14987-96. doi: 10.1074/jbc.M901258200. Epub 2009
4. Kaysser L et al. (2010) A new arylsulfate sulfotransferase involved in liponucleoside antibiotic biosynthesis in streptomycetes. J Biol Chem 285(17):12684-94. doi: 10.1074/jbc.M109.094490. Epub
5. Kaysser L et al. (2010) Formation and attachment of the deoxysugar moiety and assembly of the gene cluster for caprazamycin biosynthesis. Appl Environ Microbiol 76(12):4008-18. doi: 10.1128/AEM.02740-09. Epub
6. Flinspach K et al. (2010) Heterologous expression of the biosynthetic gene clusters of coumermycin A(1), clorobiocin and caprazamycins in genetically modified Streptomyces coelicolor strains. Biopolymers 93(9):823-32. doi: 10.1002/bip.21493.
7. Igarashi M et al. (2005) Caprazamycins, novel lipo-nucleoside antibiotics, from Streptomyces sp. II. Structure elucidation of caprazamycins. J Antibiot (Tokyo) 58(5):327-37. doi: 10.1038/ja.2005.41.
8. Tang X et al. (2013) A two-step sulfation in antibiotic biosynthesis requires a type III polyketide synthase. Nat Chem Biol 9(10):610-5. doi: 10.1038/nchembio.1310. Epub 2013 Aug 4.

BGC0000875, caprazamycin biosynthetic gene cluster from Streptomyces sp. MK730-62F2. Locus 2. Full MIBiG entry.

Chemical compounds

Compound: Caprazamycin
PubChem ID: 6481472
SMILES string: Copy to clipboard
Molecular formula: C54H89N5O22
Average molecular mass: 1160.319 Da
Molecular activity: Antibacterial, Inhibitor
Molecular target: translocase I

Class-specific details

Biosynthetic class(es):
Other
Other biosynthetic class:
Nucleoside

Gene cluster description

caprazamycin (BGC0000875). Gene Cluster 2. Biosynthetic class = Other. GenBank HM051054. 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:Knock-out studies, Heterologous expression
MIxS-compliance:Unknown
Comments:Caprazamycins are a mixture of derivatives containing different fatty acyl chain lengths, saturation and branching. Non-glycosylated and sulfated derivatives can be found in the extracts too.
Contact for this cluster:Leonard Kaysser (Eberhard Karls University Tuebingen)

Literature references

1. Kaysser L et al. (2009) Identification and manipulation of the caprazamycin gene cluster lead to new simplified liponucleoside antibiotics and give insights into the biosynthetic pathway. J Biol Chem 284(22):14987-96. doi: 10.1074/jbc.M901258200. Epub 2009
2. Kaysser L et al. (2010) Analysis of the liposidomycin gene cluster leads to the identification of new caprazamycin derivatives. Chembiochem 11(2):191-6. doi: 10.1002/cbic.200900637.
3. Kaysser L et al. (2009) Identification and manipulation of the caprazamycin gene cluster lead to new simplified liponucleoside antibiotics and give insights into the biosynthetic pathway. J Biol Chem 284(22):14987-96. doi: 10.1074/jbc.M901258200. Epub 2009
4. Kaysser L et al. (2010) A new arylsulfate sulfotransferase involved in liponucleoside antibiotic biosynthesis in streptomycetes. J Biol Chem 285(17):12684-94. doi: 10.1074/jbc.M109.094490. Epub
5. Kaysser L et al. (2010) Formation and attachment of the deoxysugar moiety and assembly of the gene cluster for caprazamycin biosynthesis. Appl Environ Microbiol 76(12):4008-18. doi: 10.1128/AEM.02740-09. Epub
6. Flinspach K et al. (2010) Heterologous expression of the biosynthetic gene clusters of coumermycin A(1), clorobiocin and caprazamycins in genetically modified Streptomyces coelicolor strains. Biopolymers 93(9):823-32. doi: 10.1002/bip.21493.
7. Igarashi M et al. (2005) Caprazamycins, novel lipo-nucleoside antibiotics, from Streptomyces sp. II. Structure elucidation of caprazamycins. J Antibiot (Tokyo) 58(5):327-37. doi: 10.1038/ja.2005.41.
8. Tang X et al. (2013) A two-step sulfation in antibiotic biosynthesis requires a type III polyketide synthase. Nat Chem Biol 9(10):610-5. doi: 10.1038/nchembio.1310. Epub 2013 Aug 4.

BGC0000875, caprazamycin biosynthetic gene cluster from Streptomyces sp. MK730-62F2. Locus 3. Full MIBiG entry.

Chemical compounds

Compound: Caprazamycin
PubChem ID: 6481472
SMILES string: Copy to clipboard
Molecular formula: C54H89N5O22
Average molecular mass: 1160.319 Da
Molecular activity: Antibacterial, Inhibitor
Molecular target: translocase I

Class-specific details

Biosynthetic class(es):
Other
Other biosynthetic class:
Nucleoside

Gene cluster description

caprazamycin (BGC0000875). Gene Cluster 3. Biosynthetic class = Other. GenBank GU323955. Click on genes for more information.

Legend:

biosynthetic genes
transport-related genes
regulatory genes
other genes

General MIBiG information on this cluster

Complete gene cluster sequence?complete
Evidence for cluster-compound connection:Knock-out studies, Heterologous expression
MIxS-compliance:Unknown
Comments:Caprazamycins are a mixture of derivatives containing different fatty acyl chain lengths, saturation and branching. Non-glycosylated and sulfated derivatives can be found in the extracts too.
Contact for this cluster:Leonard Kaysser (Eberhard Karls University Tuebingen)

Literature references

1. Kaysser L et al. (2009) Identification and manipulation of the caprazamycin gene cluster lead to new simplified liponucleoside antibiotics and give insights into the biosynthetic pathway. J Biol Chem 284(22):14987-96. doi: 10.1074/jbc.M901258200. Epub 2009
2. Kaysser L et al. (2010) Analysis of the liposidomycin gene cluster leads to the identification of new caprazamycin derivatives. Chembiochem 11(2):191-6. doi: 10.1002/cbic.200900637.
3. Kaysser L et al. (2009) Identification and manipulation of the caprazamycin gene cluster lead to new simplified liponucleoside antibiotics and give insights into the biosynthetic pathway. J Biol Chem 284(22):14987-96. doi: 10.1074/jbc.M901258200. Epub 2009
4. Kaysser L et al. (2010) A new arylsulfate sulfotransferase involved in liponucleoside antibiotic biosynthesis in streptomycetes. J Biol Chem 285(17):12684-94. doi: 10.1074/jbc.M109.094490. Epub
5. Kaysser L et al. (2010) Formation and attachment of the deoxysugar moiety and assembly of the gene cluster for caprazamycin biosynthesis. Appl Environ Microbiol 76(12):4008-18. doi: 10.1128/AEM.02740-09. Epub
6. Flinspach K et al. (2010) Heterologous expression of the biosynthetic gene clusters of coumermycin A(1), clorobiocin and caprazamycins in genetically modified Streptomyces coelicolor strains. Biopolymers 93(9):823-32. doi: 10.1002/bip.21493.
7. Igarashi M et al. (2005) Caprazamycins, novel lipo-nucleoside antibiotics, from Streptomyces sp. II. Structure elucidation of caprazamycins. J Antibiot (Tokyo) 58(5):327-37. doi: 10.1038/ja.2005.41.
8. Tang X et al. (2013) A two-step sulfation in antibiotic biosynthesis requires a type III polyketide synthase. Nat Chem Biol 9(10):610-5. doi: 10.1038/nchembio.1310. Epub 2013 Aug 4.