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268320

Daptomycin, Streptomyces sp.

Name: Daptomycin, <i>Streptomyces sp.</i>
Brand: MM

A semi-synthetic cyclic polypeptide antibiotic that is active against vancomycin-resistant gram-positive bacteria, including enterococci and Staphylococcus aureus (MIC₅₀ = 0.13 µg/ml).

Synonym(s):

Daptomycin, Streptomyces sp., Cubicin, Dapcin

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About This Item

Empirical Formula (Hill Notation):

C₇₂H₁₀₁N₁₇O₂₆

CAS Number:

103060-53-3

Molecular Weight:

1620.67

MDL number:

MFCD28968054

UNSPSC Code:

12352200

Quality Level

100

Assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze
protect from light

color

off-white to pale yellow

solubility

ethanol: 1 mg/mL (sonication may be required)
DMSO: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

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-OFNKPWESSA-N

General description

A semi-synthetic cyclic polypeptide antibiotic that is active against vancomycin-resistant gram-positive bacteria, including enterococci and Staphylococcus aureus (MIC₅₀ = 0.13 µg/ml). Its bactericidal activities have been attributed to its role in disruption of membrane potential and increased efflux of potassium ions from bacterial cells, which lead to disruption of protein, DNA, and RNA synthesis. Exhibits superior bactericidal properties compared to vancomycin (Cat. No. 627850) even in the presence of serum.

Packaging

Packaged under inert gas

Other Notes

Kosmidis, C. and Levine, D.P., 2010. Expert Opin. Pharmacother.11, 615.
Cui, L., et al. 2006. Antimicrob. Agents Chemother.50, 1079.
Silverman, J.A., et al. 2003. Antimicrob. Agents Chemother.47, 2538.
Rybak, M.J., et al. 2000. Antimicrob. Agents Chemother.44, 1062.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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