An aminoglycoside antibiotic
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G-418 (sulfate)

Item No. 13200

Technical Information
Formal Name
O-2-amino-2,7-dideoxy-D-glycero-α-D-gluco-heptopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)]-2-deoxy-D-streptamine, disulfate
CAS Number
108321-42-2
Molecular Formula
C20H40N4O10 • 2H2SO4
Formula Weight
Purity
≥95%
A crystalline solid
PBS (pH 7.2): 100 mg/ml
SMILES
O=S(O)(O)=O.O=S(O)(O)=O.N[C@H]1[C@@H]([C@H]([C@@H]([C@H](C1)N)O[C@@]2([C@@H]([C@H]([C@@H]([C@]([H])(O2)[C@@H](C)O)O)O)N)[H])O)O[C@@]3([C@@H]([C@H]([C@@](O)(CO3)C)NC)O)[H]
InChi Code
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+;;/m1
InChi Key
UHEPSJJJMTWUCP-DHDYTCSHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    G-418 is an aminoglycoside antibiotic.1 It is active against T. thermophila (IC50 = 10 µM). It inhibits the 80S ribosome and protein elongation during translation in a cell-free assay when used at a concentration of 2 nM.2 G-418 is used in molecular biology as a selective agent in cell lines or plasmids containing the neomycin resistance gene, neoR.3 It increases survival in mouse models of Salmonella, P. vulgaris, K. pneumoniae, or E. coli when administered at doses ranging from 0.8 to 4 mg/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Eustice, D.C., and Wilhelm, J.M. Mechanisms of action of aminoglycoside antibiotics in eucaryotic protein synthesis. Antimicrob. Agents Chemother. 26(1), 53-60 (1984).

    2. Bar-Nun, S., Shneyour, Y., and Beckmann, J.S. G-418, an elongation inhibitor of 80 S ribosomes. Biochim. Biophys. Acta 741(1), 123-127 (1983).

    3. Giordano-Santini, R., Milstein, S., Svrzikapa, N., et alAn antibiotic selection marker for nematode transgenesis. Nat. Methods 7(9), 721-723 (2010).

    4. Waitz, J.A., Sabatelli, F., Menzel, F., et alBiological activity of antibiotic G-418, a new Micromonospora-produced aminoglycoside with activity against protozoa and helminths. Antimicrob. Agents Chemother. 6(5), 579-581 (1974).