A lipopeptide antibiotic
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Daptomycin

Item No. 15615

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,2'-((3S,6S,9R,15S,18R,21S,24S,30S,31R)-30-((S)-2-((R)-4-amino-2-((S)-2-decanamido-3-(1H-indol-3-yl)propanamido)-4-oxobutanamido)-3-carboxypropanamido)-3-(2-(2-aminophenyl)-2-oxoethyl)-24-(3-aminopropyl)-6-((R)-1-carboxypropan-2-yl)-9-(hydroxymethyl)-18,31-dimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclohentriacontane-15,21-diyl)diacetic acid
CAS Number
103060-53-3
Synonyms
  • LY146032
Molecular Formula
C72H101N17O26
Formula Weight
1620.7
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 5 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
223, 261, 370 nm
SMILES
O=C([C@H](CC1=CNC2=CC=CC=C12)NC(CCCCCCCCC)=O)N[C@@H](C(N[C@H](C(N[C@@H]([C@@H](C)OC([C@]([H])(CC(C3=C(N)C=CC=C3)=O)NC([C@]([H])([C@@H](CC(O)=O)C)NC([C@@]([H])(CO)NC(CNC4=O)=O)=O)=O)=O)C(NCC(N[C@@H](CCCN)C(N[C@@]([H])(CC(O)=O)C(N[C@H](C)C(N[C@H]4CC(O)=O)=O)=O)=O)=O)=O)=O)CC(O)=O)=O)CC(N)=O
InChi Code
InChI=1S/C72H101N17O26/c1-5-6-7-8-9-10-11-22-53(93)81-44(25-38-31-76-42-20-15-13-17-39(38)42)66(108)84-45(27-52(75)92)67(109)86-48(30-59(102)103)68(110)89-61-37(4)115-72(114)49(26-51(91)40-18-12-14-19-41(40)74)87-71(113)60(35(2)24-56(96)97)88-69(111)50(34-90)82-55(95)32-77-63(105)46(28-57(98)99)83-62(104)36(3)79-65(107)47(29-58(100)101)85-64(106)43(21-16-23-73)80-54(94)33-78-70(61)112/h12-15,17-20,31,35-37,43-50,60-61,76,90H,5-11,16,21-30,32-34,73-74H2,1-4H3,(H2,75,92)(H,77,105)(H,78,112)(H,79,107)(H,80,94)(H,81,93)(H,82,95)(H,83,104)(H,84,108)(H,85,106)(H,86,109)(H,87,113)(H,88,111)(H,89,110)(H,96,97)(H,98,99)(H,100,101)(H,102,103)/t35-,36-,37-,43+,44+,45-,46+,47+,48+,49+,50-,60+,61+/m1/s1
InChi Key
DOAKLVKFURWEDJ-QCMAZARJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Daptomycin is a naturally occurring cyclic lipopeptide produced by the soil saprotroph S. roseosporus that is effective against resistant Gram-positive bacteria (MIC90s range from 0.25-16 mg/L).1,2 It binds to bacterial plasma membranes to disrupt multiple aspects of function, including altering membrane potential and redirecting proteins essential for cell division and cell wall synthesis.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tally, F.P., and DeBruin, M.F. Development of daptomycin for Gram-positive infections. J. Antimicrob. Chemother. 46(4), 523-526 (2000).

    2. Steenbergen, J.N., Alder, J., Throne, G.M., et al. Daptomycin: A lipopeptide antibiotic for the treatment of serious Gram-positive infections. J. Antimicrob. Chemother. 55(3), 283-288 (2005).

    3. Pogliano, J., Pogliano, N., and Silverman, J.A. Daptomycin-mediated reorganization of membrane architecture causes mislocalization of essential cell division proteins. J. Bacteriol. 194(17), 4494-4504 (2012).