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Merck

N3144

Neomycin trisulfate salt hydrate

suitable for plant cell culture

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About This Item

Empirical Formula (Hill Notation):
C23H46N6O13 · 3H2SO4 · xH2O
CAS Number:
1405-10-3
Molecular Weight:
908.88 (anhydrous basis)
NACRES:
NA.72
UNSPSC Code:
10171502
EC Number:
215-773-1

Key Documents

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Product Name

Neomycin trisulfate salt hydrate, suitable for plant cell culture

antibiotic activity spectrum

Gram-positive bacteria
Gram-negative bacteria

InChI key

WHAGUNPVKDUVFV-QGTTWHFQSA-N

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

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

form

powder

technique(s)

cell culture | plant: suitable

application(s)

agriculture

mode of action

protein synthesis | interferes

Quality Level

200

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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.

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.

Disclaimer

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.

General description

Chemical structure: aminoglycoside

Preparation Note

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

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000434979
0000434979
WXBC6247V
WXBC3732V
SLBS1249V

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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
Wenlin Zhou et al.
Biology of reproduction, 87(6), 144-144 (2012-10-27)
The domesticated silkworm Bombyx mori L. has important roles in basic biological research and applied science. To explore the practical use of transgenic technology in agricultural silkworm varieties, we fused the neomycin-resistance gene (Neo(R)) and the green fluorescent protein gene
Sung Ryeol Park et al.
Natural product reports, 30(1), 11-20 (2012-11-28)
The 2-deoxystreptamine-containing aminoglycosides, such as neomycin, kanamycin and gentamicin, are an important class of antibiotics. A detailed understanding of the complete biosynthetic pathway of aminoglycosides and their biosynthetic enzymes will allow us to not only generate more robust antibiotic agents
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