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V1130

Sigma-Aldrich

Vancomycin hydrochloride from Streptomyces orientalis

BioReagent, suitable for plant cell culture

Empirical Formula (Hill Notation):
C66H75Cl2N9O24 · HCl
CAS Number:
Molecular Weight:
1485.71
Beilstein:
3704657
NACRES:
NA.72

Quality Level

biological source

Streptomyces orientalis

product line

BioReagent

form

powder

potency

≥900 μg per mg

storage condition

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

application(s)

cell culture | plant: suitable

color

white to orange-brown

solubility

H2O: 50 mg/mL, clear, colorless to dark yellow (and Very Faint Orange to Faint Orange)

Featured Industry

Agriculture

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

Vancomycin is a heptapeptide.
Chemical structure: glycopeptide

Application

Vancomycin hydrochloride from Streptomyces orientalis has been used as:
  • an antibiotic in screening: minimal inhibitory concentrations (MICs) Streptomyces coelicolor
  • in treating Leishmania infected sand flies
  • in combined antibiotic treatment in asthma induced mice

Packaging

1, 5 g in glass bottle

Biochem/physiol Actions

Vancomycin is used for treating methicillin-resistant Staphylococcus aureus (MRSA) infections and shunt-associated Staphylococcal ventriculitis. It may lead to hypersensitivity reactions like anaphylaxis and red man syndrome. Vanomycin is also used to treat thrombocytopenia and induces drug reaction with eosinophilia and systemic symptoms (DRESS) on usage.
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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Red man syndrome
Sivagnanam S and Deleu D
Critical Care, 7(2), 119-119 (2002)
Early-life antibiotics attenuate regulatory T cell generation and increase the severity of murine house dust mite-induced asthma
Adami AJ, et al.
Pediatric Research, 84(3), 426-426 (2018)
L Burgos et al.
Plant cell reports, 21(12), 1167-1174 (2003-06-06)
An improved method for adventitious regeneration from apricot leaves is described. The use of the ethylene inhibitors silver thiosulphate (30-60 micro M) or aminoethoxyvinylglycine (0.5 micro M) increased regeneration percentages in Helena and Canino apricot cultivars and also the consistency...
Vancomycin-Induced Drug Reaction with Eosinophilia and Systemic Symptoms (DRESS) Syndrome Masquerading as Elusive Sepsis
Roy S, et al.
Case reports in immunology, 2019, 119-119 (2019)
Optimization of fermentation conditions for production of glycopeptide antibiotic vancomycin by Amycolatopsis orientalis
Padma PN, et al.
Applied Biochemistry and Biotechnology, 102(1-6), 395-405 (2002)

Articles

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