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Merck
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Documentos clave

C4142

Sigma-Aldrich

Capreomycin sulfate from Streptomyces capreolus

antibacterial peptide

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About This Item

Número de CAS:
Número CE:
Número MDL:
Código UNSPSC:
51281628
ID de la sustancia en PubChem:
NACRES:
NA.85

Nivel de calidad

Formulario

powder

espectro de actividad antibiótica

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

Modo de acción

DNA synthesis | interferes

temp. de almacenamiento

−20°C

cadena SMILES

OS(O)(=O)=O.NCCC[C@H](N)C(=O)NC[C@H]1NC(=O)[C@H](CO)NC(=O)[C@H](N)CNC(=O)[C@@H](NC(=O)\C(NC1=O)=C\NC(N)=O)[C@H]2CCNC(=N)N2

InChI

1S/C24H42N14O8.H2O4S/c25-4-1-2-10(26)17(40)32-7-13-19(42)34-14(8-33-24(29)46)20(43)38-16(12-3-5-30-23(28)37-12)22(45)31-6-11(27)18(41)36-15(9-39)21(44)35-13;1-5(2,3)4/h8,10-13,15-16,39H,1-7,9,25-27H2,(H,31,45)(H,32,40)(H,34,42)(H,35,44)(H,36,41)(H,38,43)(H3,28,30,37)(H3,29,33,46);(H2,1,2,3,4)/b14-8-;/t10-,11+,12?,13+,15-,16-;/m0./s1

Clave InChI

LFFNIXQXRKNZCE-UBBQZPMLSA-N

Aplicación

Capreomycin is used to study bacterial ribosomal subunit interactions and translocation processes during protein synthesis. It is a second line antibiotic and is used to study multidrug-resistant tuberculosis.

Acciones bioquímicas o fisiológicas

Capreomycin is a cyclic peptide antibiotic that is often grouped with aminoglycosides. It binds across the ribosomal interface involving 23S rRNA helix 69 (H69) and 16S rRNA helix 44 (h44).

Nota de preparación

Sparingly soluble in water.

Otras notas

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

Pictogramas

Health hazardExclamation mark

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Repr. 1B

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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Rashid Akbergenov et al.
Antimicrobial agents and chemotherapy, 55(10), 4712-4717 (2011-07-20)
Capreomycin and the structurally similar compound viomycin are cyclic peptide antibiotics which are particularly active against Mycobacterium tuberculosis, including multidrug resistant strains. Both antibiotics bind across the ribosomal interface involving 23S rRNA helix 69 (H69) and 16S rRNA helix 44
B Reisfeld et al.
Antimicrobial agents and chemotherapy, 56(2), 926-934 (2011-12-07)
The emergence of multidrug-resistant tuberculosis (MDR-TB) has led to a renewed interest in the use of second-line antibiotic agents. Unfortunately, there are currently dearths of information, data, and computational models that can be used to help design rational regimens for
Chaiyos Roongruangpitayakul et al.
Journal of the Medical Association of Thailand = Chotmaihet thangphaet, 96(10), 1273-1282 (2013-12-20)
Multi-drug-resistant/extensively drug-resistant tuberculosis (MDR/XDR-TB) becomes an increasing problem in management. Linezolid has been off-label used in treatment of MDR/XDR-TB with major adverse effects. To study outcomes of MDR/XDR-TB patients treated with linezolid in Central Chest Institute of Thailand. MDR/XDR-TB patients
DeDe Kwun-Wai Man et al.
mSphere, 3(4) (2018-07-20)
The mycobacterial cell wall affords natural resistance to antibiotics. Antimicrobial peptides (AMPs) modify the surface properties of mycobacteria and can act synergistically with antibiotics from differing classes. Here, we investigate the response of Mycobacterium smegmatis to the presence of rifampin
Courtney E Maus et al.
Antimicrobial agents and chemotherapy, 49(2), 571-577 (2005-01-28)
Capreomycin, an important drug for the treatment of multidrug-resistant tuberculosis, is a macrocyclic peptide antibiotic produced by Saccharothrix mutabolis subspecies capreolus. The basis of resistance to this drug was investigated by isolating and characterizing capreomycin-resistant strains of Mycobacterium smegmatis and

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