Daptomycin

chemical compound

Daptomycin is a natural antibiotic used to treat gram-positive bacterial infections.[1] A unique mechanism of action has allowed low rates of bacterial cross-resistance to daptomycin, making it an effective treatment to severe infection such as Vancomycin-resistant Enterococci (VRE) and Methicillin-reistant Staphlococcus aureus (MRSA).[2]

Daptomycin
Chemical structure of Daptomycin
Daptomycin. An antibiotic for gram-positive bacterial infection.
Clinical data
Routes of
administration
intravenous
Identifiers
DrugBank
ECHA InfoCard100.116.065 Edit this at Wikidata
Chemical and physical data
FormulaC72H101N17O26

Nomenclature and structure

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Daptomycin is also commonly referred to as Cubicin or abbreviated to DAP.[3][4] It is a lipopeptide, meaning that it is made of a combination of fatty acids and protein complexes.[5] Daptomycin is biosynthetic, first extracted from Streptomyces roseosporus.[5]

Medicine

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Daptomycin is used to treat the following medical conditions:[2]

  • right-handed myocarditis infection
  • complicated skin and skin structure infections (cSSSIs)
  • meningitis
  • bacteraemia
  • sepsis
  • urinary tract infection

Mechanism of action

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Daptomycin kills gram-positive bacteria by changing the structure of the cell membrane.[4] Daptomycin enters the bacterial cell membrane by chemical exchange with calcium ions and phospholipid phosphatidylglycerol (PG).[2][4]

References

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  1. Patel, Shivali; Saw, Stephen (2023), "Daptomycin", StatPearls, Treasure Island (FL): StatPearls Publishing, PMID 29261926, retrieved 2023-07-04
  2. 2.0 2.1 2.2 Heidary, Mohsen; Khosravi, Azar Dohkt; Khoshnood, Saeed; Nasiri, Mohammad Javad; Soleimani, Saleh; Goudarzi, Mehdi (2018-01-01). "Daptomycin". Journal of Antimicrobial Chemotherapy. 73 (1): 1–11. doi:10.1093/jac/dkx349. ISSN 0305-7453.
  3. PubChem. "Daptomycin". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-07-04.
  4. 4.0 4.1 4.2 Miller, William R.; Bayer, Arnold S.; Arias, Cesar A. (November 2016). "Mechanism of Action and Resistance to Daptomycin in Staphylococcus aureus and Enterococci". Cold Spring Harbor Perspectives in Medicine. 6 (11): a026997. doi:10.1101/cshperspect.a026997. ISSN 2157-1422. PMC 5088507. PMID 27580748.
  5. 5.0 5.1 Micklefield, Jason (July 2004). "Daptomycin Structure and Mechanism of Action Revealed". Chemistry & Biology. 11 (7): 887–888. doi:10.1016/j.chembiol.2004.07.001. ISSN 1074-5521.