Daptomycin

SKU
D-1302
  • CAS:103060-53-3
  • Formula:C72H101N17O26
  • MW:1620.693 Da
  • Appearance:Pale yellow powder
  • Purity:>95% (HPLC)

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Product Name Qty
Daptomycin
100 mg
$397.79
Daptomycin
20 mg
$96.89

Description

Daptomycin is an antibiotic derived from Streptomyces roseosporus that targets Gram-positive bacteria by binding to and depolarizing their cell membranes, eventually causing cell death through loss of ordinary membrane potential. Daptomycin is a member of the cyclic lipopeptide class of compounds, a relatively new and novel group of antibiotics. Owing to their unique mechanisms of action, these antibiotics do not display cross-resistance with more traditional antibiotic drugs.

Applications

Daptomycin is used principally in clinical medicine for the treatment of Gram-positive skin infections. It has become increasingly relied upon as a treatment for infective endocarditis. Research has also shown it to be a safe and effective treatment for osteomyelitis. Daptomycin has been found to be equally effective as vancomycin against MRSA.

 

More Information
Alternate Name/Synonyms
Cubicin; Cidecin; Daptomicina; Daptomycine; Daptomycinum; Dapcin
SKU
D-1302
CAS #
103060-53-3
Chemical Name
(3S)-3-[[(2S)-4-amino-2-[[(2S)-2-(decanoylamino)-3-(1H-indol-3-yl)propanoyl]amino]-4-oxobutanoyl]amino]-4-[[(3S,6S,9R,15S,18R,21S,24S,30S,31R)-3-[2-(2-aminophenyl)-2-oxoethyl]-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-[(2R)-1-carboxypropan-2-yl]-9-(hy
Chemical Formula
C72H101N17O26
Molecular Weight
1620.693 Da
Appearance
Pale yellow powder
Purity
>95% (HPLC)
Solubility
Dissolved in DMSO (100 mg/mL); or ethanol (50 mg/mL)
Melting Point
268 - 271°C
Preparation
N/A
Storage Temp
-20°C, desiccated
THERAPEUTIC AREA
Bacterial infections
USE
Daptomycin has been studied to treat Streptococcus pneumoniae infections and to see the impact of sarA on daptomycin susceptibility of Staphylococcus aureus. 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.
Merck Index
N/A
MDL NUMBER
MFCD08282794
CHEMACX
X1062701-9
INCHI
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
SMILES
CCCCCCCCCC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H]3[C@H](OC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC3=O)CCCN)CC(=O)O)C)CC(=O)O)CO)[C@H](C)CC(=O)O)CC(
RTECS
HB5626000
Handling
Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product. Use with local exhaust ventilation. Corrosive hazard. Wear protective gloves/clothing and eye/face protection. Handle in accordance with good industrial hygiene and safety practice.
Certificate of Analysis 1
Certificate of Analysis 2
Certificate of Analysis 3
Handling Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product. Use with local exhaust ventilation. Corrosive hazard. Wear protective gloves/clothing and eye/face protection. Handle in accordance with good industrial hygiene and safety practice.
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