Daptomycin

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Cat.No. 3917 - Daptomycin | C72H101N17O26 | CAS No. 103060-53-3
Description: Antibiotic; inhibits protein, DNA and RNA synthesis in gram-positive bacteria
Alternative Names: LY 146032
Chemical Name: N-(1-Oxodecyl)-L-tryptophyl-D-asparaginyl-L-α-aspartyl-L-threonylglycyl-L-ornithinyl-L-α-aspartyl-D-alanyl-L-α-aspartylglycyl-D-seryl-(3R)-3-methyl-L-α-glutamyl-α,2-diamino-γ-oxo-benzene butanoic acid (13-4) lactone
Purity: ≥95% (HPLC)
Datasheet
Citations
Literature

Biological Activity

Lipopeptide, calcium-dependent antibiotic. Exhibits potent bacteriocidal activity against most gram-positive bacteria in vitro and in vivo, including antibiotic-resistant strains such as MRSA and VRE. Disrupts plasma membrane function; activity results in membrane depolarization leading to inhibition of protein, DNA and RNA synthesis.

Technical Data

M. Wt 1620.67
Formula C72H101N17O26
Storage Store at -20°C
Purity ≥95% (HPLC)
CAS Number 103060-53-3
PubChem ID 16129629
InChI Key DOAKLVKFURWEDJ-OFNKPWESSA-N
Smiles O=C(N[C@@H](CCCN)C(N[C@@H](CC(O)=O)C(N[C@H](C)C4=O)=O)=O)CN[C@]([C@H]([C@H](OC([C@@H](NC([C@@H](NC([C@@H](CO)NC(CNC([C@@H](N4)CC(O)=O)=O)=O)=O)[C@@H](C)CC(O)=O)=O)CC(C3=CC=CC=C3N)=O)=O)C)NC([C@H](CC(O)=O)NC([C@@H](CC(N)=O)NC([C@H](CC1=CNC2=C1C=CC=C2)NC(CCCCCCCCC)=O)=O)=O)=O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 162.07 100
water 32.41 20

Preparing Stock Solutions

The following data is based on the product molecular weight 1620.67. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 0.62 mL 3.09 mL 6.17 mL
5 mM 0.12 mL 0.62 mL 1.23 mL
10 mM 0.06 mL 0.31 mL 0.62 mL
50 mM 0.01 mL 0.06 mL 0.12 mL

Molarity Calculator

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*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

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Dilution Calculator

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Tally and DeBruin (2000) Development of daptomycin for gram-positive infections. J.Antimicrob Chemother. 46 523 PMID: 11020247

Jung et al (2004) Structural transitions as determinants of the action of the calcium-dependent antibiotic daptomycin. Chem.Biol. 11 949 PMID: 15271353

Steenbergen et al (2005) Daptomycin: a lipopeptide antibiotic for the treatment of serious gram-positive infections. J.Antimicrob Chemother. 55 283 PMID: 15705644

Robbel and Marahiel (2010) Daptomycin, a bacterial lipopeptide synthesized by a non-ribosomal machinery. J.Biol.Chem. 285 27501 PMID: 20522545


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Citations for Daptomycin

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