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Key Documents

N6386

Sigma-Aldrich

Neomycin trisulfate salt hydrate

powder, suitable for cell culture, BioReagent

Synonym(s):

Antibiotic 10676, Neomycin B

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About This Item

Empirical Formula (Hill Notation):
C23H46N6O13 · 3H2SO4 · xH2O
CAS Number:
Molecular Weight:
908.88 (anhydrous basis)
EC Number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.76

product name

Neomycin trisulfate salt hydrate, powder, BioReagent, suitable for cell culture

biological source

Streptomyces sp.

product line

BioReagent

form

powder

potency

≥600 μg neomycin per mg (Dried basis)

packaging

pkg of 100 g
pkg of 25 g
pkg of 5 g

technique(s)

cell culture | mammalian: suitable

color

white to yellow

solubility

H2O: 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

O.OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.NC[C@@H]1O[C@H](O[C@H]2[C@@H](O)[C@@H](O[C@@H]2CO)O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]4O[C@H](CN)[C@@H](O)[C@H](O)[C@H]4N)C(N)[C@@H](O)[C@@H]1O

InChI

1S/C23H46N6O13.3H2O4S.H2O/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22;3*1-5(2,3)4;/h5-23,30-36H,1-4,24-29H2;3*(H2,1,2,3,4);1H2/t5-,6+,7-,8+,9-,10-,11?,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+;;;;/m1..../s1

InChI key

WHAGUNPVKDUVFV-QGTTWHFQSA-N

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General description

As a stock solution. Stock solutions should be filter sterilized and stored at 2-8°C. Stable at 37°C for 5 days.
Chemical structure: aminoglycoside

Application

Neomycin trisulfate salt hydrate has been used:
  • to determine Netrin1- encoding gene (Ntn1) protective effects against aminoglycoside antibiotics in cochlear explants
  • for Escherichia coli antibiotic susceptibility test
  • in bone marrow transplantation of mice

Biochem/physiol Actions

Neomycin Trisulfateis an aminoglycoside antibiotic, which is produced by Streptomyces containing a minimum of 85% neomycin B.It is used to study the cytotoxic side effects of antibiotics, platelet-derived growth factor responses in certain fibroblasts and extraction of nuclear phosphatidylinositol 4,5-bisphosphate-interacting proteins. Neomycin trisulfate functions as a selection agent for prokaryotic cells transformed using the neo selectable marker gene. This product is recommended for use in cell culture applications at 5 mL/L.
Mode of action: This product acts by binding to the 30S and 50S subunits, causing miscoding and inhibiting initiation and elongation during protein synthesis. Neomycin also blocks voltage-sensitive Ca2+ channels without affecting the Na+/Ca2+ antiporter in neurons.

Antimicrobial spectrum: Neomycin acts against both gram-positive and gram-negative bacteria.

Caution

Stock solutions should be filter sterilized and stored at 2-8°C, and are stable at 37°C for 5 days. A 1 mg/mL neomycin solution in .1 M phosphate buffer, pH 8.0 should be used within 14 days when stored at 0-5°C. Solutions should be protected from light or moisture.

Preparation Note

Neomycin sulfate is soluble in H2O at 50 mg/mL, yielding a clear solution.

Other Notes

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

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Arteriosclerosis, Thrombosis, and Vascular Biology, 38(11), 2576-2589 (2018)
Netrin 1 mediates protective effects exerted by insulin-like growth factor 1 on cochlear hair cells
Yamahara K, et al.
Neuropharmacology, 119, 26-39 (2017)
Mandell, Douglas, and Bennett's Principles and Practice of Infectious Diseases (2014)
Anthony D Kappell et al.
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Urban waterways represent a natural reservoir of antibiotic resistance which may provide a source of transferable genetic elements to human commensal bacteria and pathogens. The objective of this study was to evaluate antibiotic resistance of Escherichia coli isolated from the
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Frontiers in cell and developmental biology, 8, 712-712 (2020-09-29)
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