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Key Documents

A8601

Sigma-Aldrich

G 418 disulfate salt

Biotechnology Performance Certified, suitable for cell culture, suitable for plant cell culture

Synonym(s):

Antibiotic G418

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About This Item

Empirical Formula (Hill Notation):
C20H40N4O10 · 2H2SO4
CAS Number:
Molecular Weight:
692.71
MDL number:
UNSPSC Code:
51101500

grade

Biotechnology Performance Certified

form

powder

potency

450 units/mg

mol wt

692.7

technique(s)

cell culture | mammalian: suitable
cell culture | plant: suitable

impurities

endotoxin, tested

color

white to off-white

solubility

water: soluble 50 mg/mL, clear to slightly hazy, colorless to faint yellow or tan

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

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

InChI

1S/C20H40N4O10.2H2O4S/c1-6(25)14-11(27)10(26)9(23)18(32-14)33-15-7(21)4-8(22)16(12(15)28)34-19-13(29)17(24-3)20(2,30)5-31-19;2*1-5(2,3)4/h6-19,24-30H,4-5,21-23H2,1-3H3;2*(H2,1,2,3,4)/t6?,7-,8+,9+,10+,11-,12-,13-,14+,15+,16-,17-,18+,19-,20+;;/m0../s1

InChI key

UHEPSJJJMTWUCP-NKCAIAFTSA-N

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General description

Chemical structure: aminoglycoside

Application

G 418 is an aminoglycoside antibiotic similar in structure to gentamycin. It is normally toxic towards eukaryotic and prokaryotic cells, but is useful for selection of cells stably transfected with neomycin resistance gene (Neo). The optimal concentration for selection and maintenance must be determined for each cell line. For bacteria and algae, concentrations of 5 μg/ml or less are recommended. Animal cells may require up to 300-500 μg/ml.

Typically, resistance is conferred by one of two dominant genes of bacterial origin, which can be expressed in eukaryotic cells. Cells that are multiplying will be affected sooner than those that are quiescent. Cells in log phase may require three to seven days for selection. In general, concentrations of approximately 400 μg/ml for selection and 200 μg/ml for maintenance are required for mammalian cells.

Biochem/physiol Actions

Used for selection of G418 resistant transformed cells in molecular biology applications.

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Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Michael Agaphonov et al.
Yeast (Chichester, England), 27(4), 189-195 (2009-12-17)
We have developed a set of cloning vectors possessing a modified Tn903 kanamycin resistance gene that enables the selection of both kanamycin-resistant transformants in Escherichia coli and G418-resistant transformants in the yeasts Saccharomyces cerevisiae, Hansenula polymorpha and Pichia pastoris. Expression
Joan Lin-Cereghino et al.
Yeast (Chichester, England), 25(4), 293-299 (2008-03-11)
The methylotrophic yeast, Pichia pastoris, is widely used as a host organism for the expression of heterologous proteins. Currently, the Zeocin and blasticidin resistance genes are the only dominant selectable markers that can be used for primary selection of transformants.

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