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V1130

Sigma-Aldrich

Vancomycin hydrochloride from Streptomyces orientalis

BioReagent, suitable for plant cell culture

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

biological source

Streptomyces orientalis

Quality Level

product line

BioReagent

form

powder

storage condition

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

concentration

≥900 μg/mg (as vancomycin base)

technique(s)

cell culture | plant: suitable

color

, off-white to brown or White to orange-brown

solubility

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

antibiotic activity spectrum

Gram-positive bacteria

application(s)

agriculture

mode of action

cell wall synthesis | interferes

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

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

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1 of 4

This Item
V2002V8138SBR00001
Vancomycin hydrochloride Ready Made Solution, 100 mg/mL in DMSO

SBR00001

Vancomycin hydrochloride

technique(s)

cell culture | plant: suitable

technique(s)

-

technique(s)

-

technique(s)

-

antibiotic activity spectrum

Gram-positive bacteria

antibiotic activity spectrum

Gram-positive bacteria

antibiotic activity spectrum

Gram-positive bacteria

antibiotic activity spectrum

Gram-positive bacteria

product line

BioReagent

product line

-

product line

-

product line

-

application(s)

agriculture

application(s)

-

application(s)

pharmaceutical (small molecule)

application(s)

-

form

powder

form

powder

form

-

form

liquid

General description

Chemical structure: glycopeptide
Vancomycin is a heptapeptide.

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

Biochem/physiol Actions

Mode of action: Inhibits incorporation of terminal D-alanyl-D-alanine moieties of the NAM/NAG-peptides.

Antimicrobial Spectrum: Active against Gram-positive bacteria
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.

Other Notes

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

pictograms

Health hazard

signalword

Danger

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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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)
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)
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

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