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N3144

Sigma-Aldrich

Neomycin trisulfate salt hydrate

suitable for plant cell culture

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About This Item

Formule empirique (notation de Hill):
C23H46N6O13 · 3H2SO4 · xH2O
Numéro CAS:
Poids moléculaire :
908.88 (anhydrous basis)
Numéro CE :
Code UNSPSC :
10171502
Nomenclature NACRES :
NA.72

Forme

powder

Technique(s)

cell culture | plant: suitable

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Application(s)

agriculture

Mode d’action

protein synthesis | interferes

Chaîne SMILES 

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

Clé InChI

WHAGUNPVKDUVFV-QGTTWHFQSA-N

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Description générale

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 transformed using the neo selectable marker gene, 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. It is recommended for use in cell culture applications at 50 mg/L.

Actions biochimiques/physiologiques

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.

Attention

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.

Notes préparatoires

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

Pictogrammes

Health hazard

Mention d'avertissement

Danger

Mentions de danger

Conseils de prudence

Classification des risques

Resp. Sens. 1 - Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Les clients ont également consulté

Priya Joyce et al.
Plant cell reports, 29(2), 173-183 (2009-12-31)
A reproducible method for transformation of sugarcane using various strains of Agrobacterium tumefaciens (A. tumefaciens) (AGL0, AGL1, EHA105 and LBA4404) has been developed. The selection system and co-cultivation medium were the most important factors determining the success of transformation and
Brian Miki et al.
Plant biotechnology journal, 7(3), 211-218 (2009-03-06)
The intended effect of a selectable marker gene is to confer a novel trait that allows for the selection and recovery of transgenic plants. Unintended effects may also occur as a result of interactions between the selectable marker gene or
I M G Padilla et al.
Plant cell reports, 29(11), 1203-1213 (2010-07-21)
Plant transformation protocols generally involve the use of selectable marker genes for the screening of transgenic material. The bacterial gene nptII, coding for a neomycin phosphotransferase, and the hpt gene, coding for a hygromycin phosphotransferase, are frequently used. These enzymes
Almut G Winterstein et al.
Otolaryngology--head and neck surgery : official journal of American Academy of Otolaryngology-Head and Neck Surgery, 148(2), 277-283 (2012-12-25)
Use of neomycin eardrops in nonintact tympanic membranes (NITMs) due to tympanic membrane (TM) perforation or tympanostomy tubes (TTs) is controversial because of the potential for ototoxicity. We sought to compare the risk of sensorineural hearing loss (SNHL) in patients
K Stypulkowska et al.
Journal of pharmaceutical and biomedical analysis, 76, 207-214 (2013-01-23)
A new, simple and repeatable liquid chromatographic method with charged aerosol detection (LC-CAD) for determination of neomycin and related substances has been developed. Analysis of neomycin or other aminoglycosides is problematic due to a lack of chromophores. Universal response of

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