V2002

Sigma-Aldrich

Vancomycin hydrochloride from Streptomyces orientalis

potency: ≥900 μg per mg (as vancomycin base)

Empirical Formula (Hill Notation):
C66H75Cl2N9O24 · HCl
Número de CAS:
Peso molecular:
1485.71
Beilstein/REAXYS Number:
3704657
PubChem Substance ID:
NACRES:
NA.85
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Quality Level

biological source

Streptomyces orientalis

form

powder

potency

≥900 μg per mg (as vancomycin base)

storage condition

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

color

white to brown

solubility

H2O: 50 mg/mL

Mode of action

cell wall synthesis | interferes

antibiotic activity spectrum

Gram-positive bacteria

storage temp.

2-8°C

SMILES string

Cl[H].CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@H]2C[C@](C)(N)[C@@H](O)[C@@H](C)O2.CN[C@H](CC(C)C)C(=O)NC3[C@H](O)c4ccc(Oc5cc6Oc7ccc(cc7Cl)[C@@H](O)[C@H]8NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](CC(N)=O)NC3=O)c(c5)c6)c9ccc(O)c(c9)-c%10c(O)cc(O)cc%10[C@@H](NC8=O)C(O)=O)c(Cl)c4

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General description

Chemical structure: glycopeptide

Application

Vancomycin, from Streptomyces orientalis, is used for the treatment of serious or severe infections caused by susceptible strains of methicillin-resistant (β-lactam-resistant) staphylococci. It is used to block bacterial cell wall biosynthesis at the level of peptidoglycan biosynthesis. It is widely studied in cancer patients. Vancomycin′s overuse has been studied, which has resulted in recommended guidelines.

Packaging

1, 5 g in glass bottle
100, 250 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Biochem/physiol Actions

Vancomycin is a glycopeptide antibiotic that blocks bacterial cell wall biosynthesis at the level of peptidoglycan biosynthesis. It inhibits incorporation of terminal D-alanyl-D-alanine moieties of the NAM/NAG-peptides. It is effective against Gram-positive bacteria. Vancomycin also alters bacterial-cell-membrane permeability and RNA synthesis.
Glycopeptide antibiotic
Mode of action: Used to block bacterial cell wall biosynthesis at the level of peptidoglycan biosynthesis by inhibiting incorporation of terminal D-alanyl-D-alanine moieties of the NAM/NAG-peptides.
Antimicrobial spectrum: Gram-positive bacteria

Other Notes

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

pictograms

Health hazard

signalword

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point F

Not applicable

Flash Point C

Not applicable

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is Product V2002, Vancomycin, soluble in?

    This product is soluble in water (50 mg/ml), forming a clear, colorless to faint yellow solution. It is also moderately soluble in methanol, but insoluble in the higher alcohols, acetone, and ether. Low concentrations of urea increase the solubility in neutral aqueous solutions, and ammonium sulfate and sodium chloride precipitate the antibiotic from acidic solutions.

  4. How long are Product V2002, Vancomycin, solutions stable for?

    Solutions of vancomycin in physiological solutions such as 0.9% saline and 5% glucose are stable for 17 days at 24 °C and 63 days and 5 °C and -10 °C.

  5. What is the retest period for Product V2002, Vancomycin?

    At this time, Product No. V2002 is assigned a retest period of 2 years from the quality control release date. This interval may change if we are able to collect sufficient data from future retesting.

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Hadeel Al-Kofide et al.
Journal of oncology pharmacy practice : official publication of the International Society of Oncology Pharmacy Practitioners, 16(4), 245-250 (2009-12-18)
gram-positive infections are prevalent among cancer patients and vancomycin therapy is often initiated empirically. A typical vancomycin pharmacokinetics is observed in such patients. The aim of the study was to evaluate the pharmacokinetics of vancomycin in this patient population and...
Aβeβment of vancomycin use in chronic haemodialysis patients: room for improvement
Keyserling HL, et al.
Nephrology, Dialysis, and Transplantation, 112, e104-e111 (2003)
Shasha Rao et al.
The Journal of antibiotics, 69(12), 879-884 (2016-05-18)
Antibiotic-resistant bacteria is a major threat to human health and is predicted to become the leading cause of death from disease by 2050. Despite the recent resurgence of research and development in the area, few antibiotics have reached the market...
Ashraf Zarkan et al.
Scientific reports, 7(1), 4893-4893 (2017-07-09)
Vancomycin is known to bind to Zn(II) and can induce a zinc starvation response in bacteria. Here we identify a novel polymerization of vancomycin dimers by structural analysis of vancomycin-Zn(II) crystals and fibre X-ray diffraction. Bioassays indicate that this structure...
Oliver A Cornely et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 31(19), 2493-2499 (2013-05-30)
Patients with cancer are at increased risk for Clostridium difficile-associated diarrhea (CDAD). Little is known about treatment response. Two double-blind trials randomly allocated 1,105 patients with CDAD to fidaxomicin or vancomycin treatment (modified intent-to-treat [mITT]), and 183 of these had...
Artículos
Inhibition of Cell Wall Biosynthesis by Antibiotics
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