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59458-27-4

59458-27-4 Structure

59458-27-4 Structure
IdentificationBack Directory
[Name]

ficellomycin
[CAS]

59458-27-4
[Synonyms]

U 47929
ficellomycin
Antibiotic U 47929
Glycine, valyl-2-[4-[(aminoiminomethyl)amino]-1-azabicyclo[3.1.0]hex-2-yl]-
[Molecular Formula]

C13H24N6O3
[MDL Number]

MFCD01939598
[MOL File]

59458-27-4.mol
[Molecular Weight]

312.37
Hazard InformationBack Directory
[Uses]

Ficellomycin is a nitrogen-containing bicyclic antibiotic with strong activity against Gram-positive bacteria, including multidrug-resistant strains of Staphylococcus aureus. Ficellomycin works by inducing the formation of defective 34S DNA fragments, which interfere with the semi-conservative DNA replication process. These fragments lack the ability to integrate into larger DNA segments and eventually form a complete bacterial chromosome. Ficellomycin can be used in research for various bacterial diseases[1].
[Definition]

ChEBI: Ficellomycin is a dipeptide antibiotic containing an azabicyclohexane ring system that exhibits potent in vitro activity against Penicillium oxalicum and Staphylococcus aureus. It inhibits semi-conservative DNA replication by causing accumulation of 34S DNA species. It has a role as an antibacterial agent, a DNA synthesis inhibitor and a bacterial metabolite. It is a dipeptide, a member of pyrrolidines, a member of aziridines and an alkaloid. It contains a guanidino group and a L-valine.
[References]

[1] He X, et al. Ficellomycin: an aziridine alkaloid antibiotic with potential therapeutic capacity. Appl Microbiol Biotechnol. 2018 May;102(10):4345-4354. DOI:10.1007/s00253-018-8934-4
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