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SBR00014

Sigma-Aldrich

Daptomycin Ready Made Solution

1 mg/mL in DMSO

Sinonimo/i:

N-decanoyl-L-tryptophyl-L-asparaginyl-L-aspartyl-L-threonylglycyl-L-ornithyl-L-aspartyl-D-alanyl-L-aspartylglycyl-D-seryl-threo-3-methyl-L-glutamyl-3-anthraniloyl-L-alanine[egr]1-lactone

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About This Item

Formula empirica (notazione di Hill):
C72H101N17O26
Numero CAS:
Peso molecolare:
1620.67
Numero MDL:
Codice UNSPSC:
51102829
NACRES:
NA.76

Origine biologica

Streptomyces roseosporus

Livello qualitativo

Descrizione

Ready Made Solution

Forma fisica

liquid

Condizioni di stoccaggio

(Keep container tightly closed in a dry and well-ventilated place.)

Concentrazione

1 mg/mL in DMSO

Colore

colorless to faint yellow

Spettro attività antibiotica

Gram-positive bacteria

Modalità d’azione

DNA synthesis | interferes
protein synthesis | interferes

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

O=C(NCC(N[C@H](CCCN)C(N[C@@H](CC(O)=O)C(N[C@H](C)C(N[C@@H](CC(O)=O)C(NC1)=O)=O)=O)=O)=O)[C@@H](NC([C@H](CC(O)=O)NC([C@@H](CC(N)=O)NC([C@H](CC2=CNC3=C2C=CC=C3)NC(CCCCCCCCC)=O)=O)=O)=O)[C@@H](C)OC([C@H](CC(C4=C(N)C=CC=C4)=O)NC([C@@]([C@H](C)CC(O)=O)([H])NC(

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
DOAKLVKFURWEDJ-OFNKPWESSA-N

Categorie correlate

Azioni biochim/fisiol

Daptomycin is a natural cyclic lipopeptide antibiotic found in Streptomyces roseosporus. It is has been found to be effective in treating infections caused by aerobic Gram-positive bacteria. Daptomycin inhibits many antibiotic resistant strains such as methicillin-resistant S. aureus (MRSA), vancomycin-intermediate S. aureus (VISA) and vancomycin-resistant S. aureus (VRSA).

The mode of action of daptomycin is quite different from that of any other antibiotic. Daptomycin binds to bacterial membranes and causes a rapid depolarization of membrane potential. This loss of membrane potential causes inhibition of protein, DNA, and RNA synthesis, which results in bacterial cell death.

Confezionamento

0.5ML

Nota sulla preparazione

The 1 mg/mL solution may be further diluted in an appropriate buffer prior to use. It is recommended that a fresh dilution be made on the day of use.

Altre note

Keep container tightly closed in a dry and well-ventilated place.

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

188.6 °F

Punto d’infiammabilità (°C)

87 °C


Certificati d'analisi (COA)

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Sigma-Aldrich

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Surfactin

Reduced pulmonary surfactant interaction of daptomycin analogs via tryptophan replacement with alternative amino acids.
He Y, et al.
Bioorganic & Medicinal Chemistry Letters, 22, 6248-6251 (2012)
[Daptomycin: revitalizing a former drug due to the need of new active agents against grampositive multiresistant bacterias].
Hernandez Marti V, et al.
Revista Espanola de Quimioterapia : Publicacion Oficial de la Sociedad Espanola de Quimioterapia, 20, 261-276 (2007)
Feng Wang et al.
Gene, 544(2), 208-215 (2014-04-29)
Daptomycin, a novel cyclic lipopeptide antibiotic against Gram-positive bacteria, is produced by Streptomyces roseosporus. Though its biosynthetic mechanism, structural shuffling and fermentation optimization have been extensively studied, little is understood about its production regulation at the transcriptional levels. Here we
Diixa Patel et al.
International journal of antimicrobial agents, 38(5), 442-446 (2011-08-16)
Daptomycin is highly active against Staphylococcus aureus, including multidrug-resistant strains and those with reduced susceptibility to vancomycin. However, daptomycin-non-susceptible (Dap(NS)) strains [minimum inhibitory concentration (MIC) >1mg/L] have been derived clinically and in vitro. The mechanism(s) by which this occurs is

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