microcin B17 precursor peptide containing azole residues (BioCAD00000766548)

{$topic}

Metabolite Card

Formula: ()
SMILES: CC[C@H](C)[C@@H](C(=O)NCC(=O)NCC(NCC(=O)NCC(NCC(=O)NCC(NCC(=O)NCC(NCC(=O)NCC9(\O\C=C(C8(\S\C=C(C(=O)NCC(=O)NCC(N[C@@H](CCC(=O)N)C(=O)NCC(=O)NCC(=O)NCC7(\S\C=C(C(=O)NCC(=O)NCC6(\N=C(C(N[C@@H](CO)C(=O)N[C@@H](CC(=O)N)C(NCC5(\S\C=C(C4(\O\C=C(C(NCC(=O)NCC(N[C@@H](CC(=O)N)C(=O)NCC(NCC3(\O\C=C(C(NCC(NCC2(\O\C=C(C(NCC(=O)N[C@@H](CO)C(N[C@H](CC1(\N=C/N\C=1))C(=O)N[C@H]([C@@H](C)CC)C(=O)[O-])=O)=O)/N=2))=O)=O)/N=3))=O)=O)=O)/N=4))/N=5))=O)=O)/S\C=6))/N=7))=O)/N=8))/N=9))=O)=O)=O)=O)NC(CNC(=O)[C@@H](NC([C@@H](N[a protein])[R])=O)C(C)C)=O

Synonyms [en]

microcin B17 precursor peptide containing azole residues

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

microcin B17 precursor peptide containing azole residues. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000766548). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Microcin B17 is a linear azol(in)e-containing peptide (LAP) that functions as a narrow-spectrum bactericidal peptide. The peptide targets DNA gyrase |CITS: [3086495][1846808][21904817]|. It is active mostly against Enterobacteriaceae and some Pseudomonas species, due to its limited ability to enter bacterial cells.The precursor peptide is encoded by the mcbA gene. All four |FRAME: CYS| and four of the six |FRAME: SER| residues are modified by |FRAME: EC-6.2.2.2| to azoline residues, which are further oxidized to azole rings. These modifications are catalyzed by a trimeric synthetase comprising McbB, McbC, and McbD (substrate recognition module, dehydrogenase, and YcaO proteins, respectively). Following generation of the azole rings the leader region is removed by a protease (tldD/tldE) encoded on the chromosome of E. coli. After complete processing, a two-component ABC transporter (McbE/McbF) exports the mature microcin B17 while also providing a level of self-protection.Microcin B17 is imported into target cells by two membrane proteins - the outer membrane protein OmpF and the plasma membrane protein SmbA. Once inside the cells, the peptide inhibits DNA gyrase and triggers double strand breaks in DNA.

Entity Information

DBLinks

  • CAS Registry Number:
  • PubChem CID:
  • ChEBI:
  • HMDB:
  • LipidMaps:
  • KEGG:
  • BioCyc: CPD-22802
  • NCBI MeSH:
  • Wikipedia:
Other DBLinks
  • BioCyc: CPD-22802

Class / Ontology

Metabolic Network
ID EC Number Name
BioCyc:RXN-21204 3.4.24.- CPD-22802 + WATER --> CPD-22805 + Peptides-holder
BioCyc:RXN-21200 6.2.2.2 8 ATP + CPD-22801 + 8 OXYGEN-MOLECULE --> 8 ADP + 8 Pi + CPD-22802 + 8 HYDROGEN-PEROXIDE + 8 PROTON
View More
Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
View All Pathways