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SBR00001

Vancomycin hydrochloride

Ready Made Solution, 100 mg/mL in DMSO

Synonym(s):

Vancomycin HCL

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About This Item

Empirical Formula (Hill Notation):
C66H75Cl2N9O24 · xHCl
CAS Number:
Molecular Weight:
1449.25 (free base basis)
UNSPSC Code:
51282703
NACRES:
NA.85
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biological source

Streptomyces orientalis

Quality Segment

form

liquid

concentration

100 mg/mL in DMSO

color

colorless to faint tan

antibiotic activity spectrum

Gram-positive bacteria

application(s)

advanced drug delivery

mode of action

cell wall synthesis | interferes

storage temp.

−20°C

SMILES string

[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

InChI key

LCTORFDMHNKUSG-XTTLPDOESA-N

General description

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. It has a core heptapeptide having aliphatic amino acids at positions 1 and 3. It is mainly effective against gram-positive bacteria.

Application

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
  • for the estimation of biomass in a culture of various strains of bacteria
  • as a positive control for E. coli and Staphylococcus aureus in antibacterial activity assay.

Biochem/physiol Actions

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.

Packaging

10ML

Preparation Note

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

Other Notes

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

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description

Ready Made Solution, 100 mg/mL in DMSO

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description

for Enterobacter spp., powder, pack of 5 vials, suitable for microbiology

antibiotic activity spectrum

Gram-positive bacteria

antibiotic activity spectrum

-

antibiotic activity spectrum

-

antibiotic activity spectrum

-

mode of action

cell wall synthesis | interferes

mode of action

-

mode of action

-

mode of action

-

Quality Level

200

Quality Level

-

Quality Level

300

Quality Level

200

application(s)

advanced drug delivery

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

application(s)

microbiology, environmental
food and beverages

form

liquid

form

-

form

-

form

powder

concentration

100 mg/mL in DMSO

concentration

-

concentration

-

concentration

-


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Pictograms

Health hazard

Signal Word

Danger

Hazard Codes

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

10 - Combustible liquids

WGK

WGK 2

Flash Point (°F)

188.6 °F - closed cup

Flash Point (°C)

87 °C - closed cup



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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    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/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

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

    1 answer
    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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