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Key Documents

SBR00014

Sigma-Aldrich

Daptomycin Ready Made Solution

1 mg/mL in DMSO

동의어(들):

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

실험식(Hill 표기법):
C72H101N17O26
CAS Number:
Molecular Weight:
1620.67
MDL number:
UNSPSC 코드:
51102829
NACRES:
NA.76

생물학적 소스

Streptomyces roseosporus

Quality Level

설명

Ready Made Solution

형태

liquid

저장 조건

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

농도

1 mg/mL in DMSO

색상

colorless to faint yellow

항생제 활성 스펙트럼

Gram-positive bacteria

동작 모드

DNA synthesis | interferes
protein synthesis | interferes

배송 상태

dry ice

저장 온도

−20°C

SMILES string

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

InChI key

DOAKLVKFURWEDJ-OFNKPWESSA-N

생화학적/생리학적 작용

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.

포장

0.5ML

제조 메모

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.

기타 정보

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point (°F)

188.6 °F

Flash Point (°C)

87 °C


시험 성적서(COA)

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문서 라이브러리 방문

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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