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Merck

SBR00001

Sigma-Aldrich

Vancomycin hydrochloride

Ready Made Solution, 100 mg/mL in DMSO

Sinónimos:

Vancomycin HCL

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10 ML
82,20 €

82,20 €


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10 ML
82,20 €

About This Item

Fórmula empírica (notación de Hill):
C66H75Cl2N9O24 · xHCl
Número de CAS:
Peso molecular:
1449.25 (free base basis)
Código UNSPSC:
51282703
NACRES:
NA.85

82,20 €


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origen biológico

Streptomyces orientalis

Nivel de calidad

Formulario

liquid

concentración

100 mg/mL in DMSO

color

colorless to faint tan

espectro de actividad antibiótica

Gram-positive bacteria

Modo de acción

cell wall synthesis | interferes

temp. de almacenamiento

−20°C

cadena SMILES

[Cl-].Clc1c2ccc(c1)[C@H]([C@@H]3NC(=O)[C@H](NC(=O)[C@@H]6NC(=O)[C@@H](NC(=O)[C@@H]([C@@H](c7cc(c(cc7)Oc8c(c(cc6c8)O2)O[C@@H]9O[C@@H]([C@H]([C@@H]([C@H]9O[C@@H]%10O[C@H]([C@H]([C@](C%10)(N)C)O)C)O)O)CO)Cl)O)NC(=O)[C@H]([N+H2]C)CC(C)C)CC(=O)N)c4cc(c(cc4)O)c

InChI

1S/C66H75Cl2N9O24.ClH/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92;/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95);1H/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-;/m0./s1

Clave InChI

LCTORFDMHNKUSG-XTTLPDOESA-N

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Descripción general

Vancomycin is a glycopeptide antibiotic, which was initially isolated from Streptomyces orientalis. It is effective against multidrug-resistant MRSA strain (methicillin-resistant Staphylococcus aureus). However, it is nephrotoxic as it is mainly excreted by the kidneys.[1] It has a core heptapeptide having aliphatic amino acids at positions 1 and 3. It is mainly effective against gram-positive bacteria.[2]

Aplicación

Vancomycin hydrochloride may be used-
  • for the assessment of the antimicrobial activity of vancomycin hydrochloride against Mycobacterium tuberculosis in nonreplicating persistence (NRP) using low-oxygen-recovery assay (LORA) and against a luciferase reporter strain of M. tuberculosis in a fermentor-grown culture adapted to low oxygen conditions[3]
  • for the estimation of biomass in a culture of various strains of bacteria[4]
  • as a positive control for E. coli and Staphylococcus aureus in antibacterial activity assay.[5]

Acciones bioquímicas o fisiológicas

Vancomycin is bactericidal in nature, where it inhibits the synthesis of peptidoglycan. It forms hydrogen bond with the peptidoglycan precursor UDP-N-acetylmuramylpentapeptide, and forms a stoichiometric 1:1 complex. Thus, it prevents the growth of the glycan polymer of peptidoglycan by transglycosylase enzyme.[2]

Envase

10ML

Almacenamiento y estabilidad

Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510) Combustible liquids.

Otras notas

Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Combustible liquids

Pictogramas

Health hazard

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Resp. Sens. 1 - Skin Sens. 1

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

188.6 °F - closed cup

Punto de inflamabilidad (°C)

87 °C - closed cup


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Certificados de análisis (COA)

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K Tarao et al.
Gut, 31(6), 702-706 (1990-06-01)
Vancomycin hydrochloride (2 g daily) was administered to 12 patients with cirrhosis and lactulose resistant portal systemic encephalopathy in a double blind crossover trial. All 12 patients showed a remarkable clinical improvement after vancomycin treatment. The mean (SE) electroencephalographic (EEG)
R C Evans et al.
Antimicrobial agents and chemotherapy, 31(6), 889-894 (1987-06-01)
Peritonitis is a major complication of continuous ambulatory peritoneal dialysis. Relapsing peritonitis after the cessation of antimicrobial therapy is frequently reported and often involves Staphylococcus epidermidis. To investigate the potential role of catheter-associated biofilm in the pathogenesis of relapsing peritonitis
Lise Tornvig Erikstrup et al.
BMJ open gastroenterology, 2(1), e000038-e000038 (2015-11-17)
Clostridium difficile is a major cause of nosocomial infectious diarrhoea. Treatment of C. difficile infection (CDI) depends on disease severity. A combination of vancomycin and metronidazole is often recommended in severe cases. The aim of this study was to examine
Antibacterial activities and modes of action of vancomycin and related glycopeptides.
R Nagarajan
Antimicrobial agents and chemotherapy, 35(4), 605-609 (1991-04-01)
Ayda Sarikaya et al.
Tissue engineering, 8(1), 63-71 (2002-03-12)
Materials derived from extracellular matrices (ECMs) are being evaluated as scaffolds for surgical reconstruction of damaged or missing tissues. It is important to understand the susceptibility of these biological materials to bacterial infections. ECMs derived from porcine small intestinal submucosa

Preguntas

1–2 de 2 Preguntas  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 respuesta
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 respuesta
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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