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N1876

Sigma-Aldrich

Neomycin trisulfate salt hydrate

powder

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Synonym(s):
Framycetin sulfate
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:
51101500
PubChem Substance ID:
57654443
NACRES:
NA.85

form

powder

Quality Level

200

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

protein synthesis | interferes

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 is produced by Streptomyces containing a minimum of 85% neomycin B. It has been used as a selection agent for prokaryotic cells that have been transformed using the selectable marker gene (neo), and to study ototoxic side effects of antibiotics, platelet-derived growth factor responses in certain fibroblasts, and extraction of Nuclear Phosphatidylinositol 4,5-Bisphosphate-Interacting Proteins..

Biochem/physiol Actions

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.

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

Precautionary Statements

P261 - P280 - P342 + P311

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

监管及禁止进口产品

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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The Journal of biological chemistry, 267(22), 15635-15641 (1992-08-05)
The aminoglycoside neomycin has recently been found to affect certain platelet-derived growth factor (PDGF) responses in C3H/10T1/2 C18 fibroblasts. Using porcine aortic endothelial cells transfected with PDGF alpha- or beta-receptors, we explored the possibility that neomycin interferes with the interaction
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Molecular pharmacology, 79(1), 51-60 (2010-10-12)
Aminoglycoside antibiotics (AGs) are severely ototoxic. AGs cause degeneration of outer hair cells (OHCs), leading to profound and irreversible hearing loss. The underlying mechanisms are not fully understood. OHC survival critically depends on a specific K+ conductance (I(K,n)) mediated by
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