Daptomycin Calcium-dependent lipopeptide antibiotic

Daptomycin (CAS 103060-53-3)

Daptomycin | CAS 103060-53-3 is rated 5.0 out of 5 by 1.
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Synonym: Cubicin
Application: Calcium-dependent lipopeptide antibiotic
CAS Number: 103060-53-3
Purity: ≥96%
Molecular Weight: 1620.67
Molecular Formula: C72H101N17O26
* Refer to Certificate of Analysis for lot specific data (including water content).
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Daptomycin is a lipopeptide antibiotic produced by Streptomyces roseosporus with reported in vitro bactericidal activity against gram-positive organisms. As a calcium-dependent antibiotic, Daptomycin has been reported to act on the cytoplasmic membrane and undergo a conformational change upon interaction with lipid membranes in a model system. After the conformational change occurs, the compound is inserted into the membrane and causes significant perturbations. Membrane depolarization and leakage occurs, causing death in susceptible organisms.


References

1. Silverman, J.A., et al. 2003. Antimicrob. Agents Chemother. 47: 2538-2544. PMID: 12878516
2. Micklefield, J. 2004. Chem. Biol. 11: 887-888. PMID: 15271343

Physical State :
Solid
Derived From :
Streptomyces sp.
Solubility :
Soluble in water (100 mg/ml at 25° C), ethanol (50 mM), methanol (5 mg/ml), DMSO (100 mM), and DMF.
Storage :
Store at -20° C
Melting Point :
202-204° C (dec.)
Boiling Point :
~2078.22° C at 760 mmHg (Predicted)
Density :
~1.5 g/cm3 (Predicted)
Refractive Index :
n20D 1.64 (Predicted)
IC50 :
Staphylococcus aureus: EC5050 = 0.18 µg/ml
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
HB5626000
PubChem CID :
16129629
Merck Index :
14: 2823
MDL Number :
MFCD08282794
SMILES :
CCCCCCCCCC(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@H]1[C@@H](C)OC(=O)[C@H](CC(=O)C2=CC=CC=C2N)NC(=O)[C@@H](NC(=O)[C@@H](CO)NC(=O)CNC(=O)[C@H](CC(O)=O)NC(=O)[C@@H](C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCCN)NC(=O)CNC1=O)[C@H](C)CC(O)=O

Download SDS (MSDS)

Certificate of Analysis

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Daptomycin  Product Citations

See how others have used Daptomycin. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 28533232  Corbett, D. et al. 2017. Antimicrob. Agents Chemother.

PMID: # 28066345  Vestergaard, M. et al. 2016. Front Microbiol. 7: 2018.

Citations 1 to 2 of 2 total

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. Daptomycin, sc-202125, is in off-white to light yellow powder form.
Answered by: Chemical Support 4
Date published: 2017-04-28

Is this product USP grade?

Asked by: Io5ay
Thank you for your question. This chemical hasn't been manufacturer for USP compliance, however, you can inquire as to the purity of our current lot. Please contact Technical Service if you have further questions concerning this product.
Answered by: Tech Service 9
Date published: 2017-01-27
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Rated 5 out of 5 by from Huang Huang, XL. et al. (PubMed 25151744) reported that long-circulating liposomal Daptomycin enhances protection against systemic methicillin-resistant Staphylococcus aureus infection in mice. -SCBT Publication Review
Date published: 2015-03-23
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