ChemicalBook--->CAS DataBase List--->108321-42-2

108321-42-2

108321-42-2 Structure

108321-42-2 Structure
IdentificationBack Directory
[Name]

Geneticin
[CAS]

108321-42-2
[Synonyms]

G 418
620u/Mg
GENETICIN
G418 SULFATE
G418 SOLUTION
G-418 SULPHATE
G-418,Geneticin
Geneticin sulfate.
G-418.SulfateSolid
Geneticinedisulfate
Geneticin Sulfate USP
Geneticin (G418 Sulfate)
ANTIBIOTIC G-418 SULFATE
G-418 disulfate,Geneticin
G418 sulfateGeneticin®:
Geneticine disulfate (G 418)
g 418disulfate salt solution
GeneticinSulfate/G418Sulfate
Antibiotic G418 Geneticin®
G418 sulfate, for biochemistry
G 418 disulfate salt,>=650 U/Mg
G418 sulfate(Geneticin)>600U/mg
G 418 Disulfate Aqueous Solution
G 418 solution disulfate salt
G418 SULFATE (GENETICIN DISULFATE)
G418 DISULFATE CELL CULTURE TESTED
G418 disulfate salt, for biocheMistry
GENETICIN SOLUTION CELL CULTURE TESTED
GENETICIN DISULFATE CELL CULTURE TESTED
G 418 Sulfate, cell culture tested
TRYPSIN INHIBITOR SOYBEAN REAGENT GRADE
G418 DISULFATE PLANT CELL CULTURE TESTED
GENETICIN DISULFATE G418 SULFATE CELL CULTURE TESTED
G418, DISULFATE SALT, BIOTECHNOLOGY PERFORMANCE CERTIFIED
Geneticin disulfate saltPotency ≥ 700 ug/mg (anhydrous basis)
Geneticin Disulfate (G418), Antibiotic for Culture Media Use Only
G 418 Sulfate, Sterile-Filtered Aqueous Solution, Cell Culture Tested
2-[4,6-diamino-3-[3-amino-4,5-dihydroxy-6-(1-hydroxyethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol,sulfuric acid
D-Streptamine, 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-, sulfate (1:2)
[EINECS(EC#)]

2017-001-1
[Molecular Formula]

C20H40N4O10.2H2O4S
[MDL Number]

MFCD00468028
[MOL File]

108321-42-2.mol
[Molecular Weight]

692.71
Chemical PropertiesBack Directory
[Appearance]

white to off-white powder
[storage temp. ]

2-8°C
[solubility ]

H2O: 50 mg/mL
[form ]

white powder
[color ]

white to off-white
[biological source]

Micromonospora echinospora
[Optical Rotation]

[α]/D (Specific Rotation: +104.4o (c=0.3% in H2O at 26oC))
[Water Solubility ]

soluble
[Stability:]

Hygroscopic
[InChIKey]

QNQZPJLBGRQFDD-ZLRXUJDMSA-N
Hazard InformationBack Directory
[Chemical Properties]

white to off-white powder
[Uses]

antibacterial
[Uses]

Antihypertensive
[Uses]

membrane-permeant allosteric effector of hemoglobin therapeutic in cardiovascular diseases and cancer
[Uses]

Plant cell culture, tested
[Description]

Geneticin (also known as G418, G418 sulfate) is an aminoglycoside antibiotic similar in structure to gentamicin B1, produced by Micromonospora rhodorangea. Geneticin blocks polypeptide synthesis by inhibiting the elongation step in both prokaryotic and eukaryotic cells and is commonly used in laboratory research to select genetically engineered cells. Resistance to Geneticin is conferred by the neo gene from Tn5 encoding an aminoglycoside 3'-phosphotransferase, APH 3'II.
[Application]

Geneticin's most common application is in molecular biology as a selection agent. Geneticin(G418 sulfate) is toxic to bacteria, yeast, protozoa, helminths, and mammalian cells. Resistance is conferred by one of two dominant genes of bacterial origin which can be expressed in eukaryotic cells. G418 is water soluble and can be stored at room temperature for as long as 1 year. Aqueous solutions should be stored frozen. The amount of G418 required for selection will vary with each cell type and growth cycle. Although cells that are multiplying will be affected sooner than those that are not, cells that are in log phase will still require 3 to 7 days for selection. In general, the amount of G418 required for selection of mammalian cells is 400 mg/ml and 200 mg/ml for maintenance.
[General Description]

The optimal concentration of G418 for selection of resistance will vary according to the organism and/or cell type under investigation. In general, the concentration of active drug required for selection is as follows: Dictyostelium sp.: 10-100 μg/ml Plant cells: 10-100 μg/ml Yeast cells: 0.5-1.0 μg/ml Mammalian cells: 0.1-2.0 μg/ml
[Biochem/physiol Actions]

Mode of Action: G418 blocks polypeptide synthesis and protein elongation by inhibiting synthesis at the 70S and 80S ribosomes.Antimicrobial Spectrum: G418 selects for cells stably transfected with an iNOS promoter construct and neomycin resistance gene and shows activity against protozoa and helminthes.
[storage]

+4°C
[Mode of action]

Geneticin works by blocking polypeptide synthesis by preventing the elongation step within eukaryotic cells.
Resistance: Resistance to Geneticin is conferred through the NPTll gene in plant cells and the NEO gene in mammalian cells, which encodes aminoglycoside 3'-phosphotransferase.
Action: Geneticin functions by causing a chain of nonsense mutations during translation, ultimately resulting in inhibition of polypeptide synthesis and protein elongation.
[References]

[1] bar-nun s, shneyour y, beckmann js. g-418, an elongation inhibitor of 80 s ribosomes. biochim biophys acta. 1983, 741 (1): 123-7.
[2] julian davies and antonio jimenez. a new selective agent for eukaryotic cloning vectors. am. j. trop. med. hyg. 1980, 29 (5): 1089-1092.
[3] xianchao g. zhang, peter w. mason, edward j. dubovi, xiaodong xu, nigel bourne, randall w. renshaw, timothy m. block, and alexander v. birk. antiviral activity of geneticin against dengue virus. antiviral res. 2009 july, 83(1): 21–27.
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)
GHS08
[Signal word ]

Danger
[Hazard statements ]

H317-H334
[Precautionary statements ]

P261-P272-P280-P284-P302+P352-P333+P313
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

20/21/22-36/37/38-42/43
[Safety Statements ]

22-24/25-36/37-23-36-26-45
[WGK Germany ]

3
[RTECS ]

CB9378500
[HS Code ]

29419090
[Storage Class]

12 - Non Combustible Liquids
[Hazard Classifications]

Resp. Sens. 1
Skin Sens. 1
Spectrum DetailBack Directory
[Spectrum Detail]

Geneticin(108321-42-2)MS
Geneticin(108321-42-2)1HNMR
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