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N6386

Sigma-Aldrich

Neomycin trisulfate salt hydrate

powder, suitable for cell culture, BioReagent

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Synonym(s):
Antibiotic 10676, Neomycin B
Empirical Formula (Hill Notation):
C23H46N6O13 · 3H2SO4 · xH2O
CAS Number:
1405-10-3
Molecular Weight:
908.88 (anhydrous basis)
EC Number:
215-773-1
UNSPSC Code:
12352207
PubChem Substance ID:
24897673
NACRES:
NA.76

biological source

Streptomyces sp.

Quality Level

200

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

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

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
GHS08

Signal Word

Danger

Hazard Statements

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品

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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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)
Inflammasome activation aggravates cutaneous Xanthomatosis and atherosclerosis in ACAT1 (acyl-CoA cholesterol acyltransferase 1) deficiency in bone marrow
Wakabayashi T, et al.
Arteriosclerosis, Thrombosis, and Vascular Biology, 38(11), 2576-2589 (2018)
Mandell, Douglas, and Bennett's Principles and Practice of Infectious Diseases (2014)
Zhenhua Zhong et al.
Frontiers in cell and developmental biology, 8, 712-712 (2020-09-29)
Aminoglycoside-induced hair cell (HC) loss is one of the most important causes of hearing loss. After entering the inner ear, aminoglycosides induce the production of high levels of reactive oxygen species (ROS) that subsequently activate apoptosis in HCs. Citicoline, a
Yanyan Jia et al.
Neuron, 105(2), 310-321 (2019-11-26)
Transmembrane channel-like (TMC) 1 and 2 are required for the mechanotransduction of mouse inner ear hair cells and localize to the site of mechanotransduction in mouse hair cell stereocilia. However, it remains unclear whether TMC1 and TMC2 are indeed ion
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