(2R,3S,4R,5R,6S)-5-amino-6-{[(1R,2S,3S,4R,6S)-4,6-diamino-3-{[(2S,3S,4S,5S)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-2-(1-hydroxyethyl)oxane-3,4-diol; bis(sulfuric acid)

• ChemBase编号: 131635
• 分子式: C20H44N4O18S2
• 平均质量: 692.70936
• 单一同位素质量: 692.20920259
• SMILES: CC([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]1[C@H](C[C@H]([C@@H]([C@H]1O)O[C@H]1[C@H]([C@@H]([C@](CO1)(C)O)NC)O)N)N)N)O)O)O.OS(=O)(=O)O.OS(=O)(=O)O
• Canonical SMILES: 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]1[C@H](N)C[C@@H]([C@H]([C@@H]1O)O[C@H]1O[C@H](C(O)C)[C@H]([C@@H]([C@H]1N)O)O)N
• InChI: 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
• InChIKey: UHEPSJJJMTWUCP-NKCAIAFTSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3S,4R,5R,6S)-5-amino-6-{[(1R,2S,3S,4R,6S)-4,6-diamino-3-{[(2S,3S,4S,5S)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-2-(1-hydroxyethyl)oxane-3,4-diol; bis(sulfuric acid)
• IUPAC传统名: (2R,3S,4R,5R,6S)-5-amino-6-{[(1R,2S,3S,4R,6S)-4,6-diamino-3-{[(2S,3S,4S,5S)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-2-(1-hydroxyethyl)oxane-3,4-diol; bis(sulfuric acid)
• 别名: 抗生物質G418; G 418 二硫酸盐; G 418 disulfate salt; G 418 disulfate salt solution; Antibiotic G418

登记号

• CAS号: 108321-42-2
• MDL号: MFCD00058314
• PubChem SID: 24895058; 24895333; 24895193; 24890581; 162225912
• PubChem CID: 16218858

理论计算性质

• Acid pKa: 12.420779
• 质子受体: 14
• 质子供体: 10
• LogD (pH = 5.5): -16.208046
• LogD (pH = 7.4): -10.701025
• Log P: -5.3008466
• 摩尔折射率: 114.0036 cm^3
• 极化性: 48.22068 Å^3
• 极化表面积: 248.39 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: soluble50 mg/mL; H2O: soluble50 mg/mL (As a stock solution. Stock solutions should be stored at 2-8°C. Stable at 37°C for 8 days.)
• 外观: powder; white powder

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 42/43
• 安全公开号: 22-36/37-45; 23-36/37-45
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H317-H334
• GHS警示性声明: P261-P280-P342 + P311
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 浓度: 50 mg/mL in H2O
• 级别: Biotechnology Performance Certified
• 药效: ≥450 μg per mg (dried basis)
• 适用性: plant cell culture tested; suitable for cell culture; suitable for plant cell culture
• 杂质: ≤10% water; endotoxin, tested
• 无菌消毒: sterile-filtered
• 产品线: BioReagent
• Empirical Formula (Hill Notation): C20H40N4O10 · 2H2SO4

详细说明

Sigma Aldrich - A8601

Biochem/physiol Actions
G 418 blocks polypeptide synthesis by interfering with ribosomal function and inhibiting protein elongation.
Mode of Action: Blocks polypeptide synthesis by inhibiting protein elongation. For use in the selection and maintenance of eukaryotic cells stably transfected with neomycin resistance genes.
Used for selection of G418 resistant transformed cells in molecular biology applications.
Other Notes
Aminoglycoside antibiotic similar in structure to gentamicin, neomycin and kanamycin.
Application
G 418 is a Micromonospora-produced aminoglycoside antibiotic with activity against protozoa and helminths1. G 418 disulfate salt is used for selection and maintenance of prokaryotic and eukaryotic cells transfected with a iNOS promoter construct and neomycin resistance gene2.
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.

Sigma Aldrich - G1279

Biochem/physiol Actions
G 418 blocks polypeptide synthesis by interfering with ribosomal function and inhibiting protein elongation.
Mode of Action: Blocks polypeptide synthesis by inhibiting protein elongation. For use in the selection and maintenance of eukaryotic cells stably transfected with neomycin resistance genes.
Other Notes
Aminoglycoside antibiotic similar in structure to gentamicin, neomycin and kanamycin.
Application
G 418 is a Micromonospora-produced aminoglycoside antibiotic with activity against protozoa and helminths1. G 418 disulfate salt is used for selection and maintenance of prokaryotic and eukaryotic cells transfected with a iNOS promoter construct and neomycin resistance gene2.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - G5013

Biochem/physiol Actions
G 418 blocks polypeptide synthesis by interfering with ribosomal function and inhibiting protein elongation.
Mode of Action: Blocks polypeptide synthesis by inhibiting protein elongation. For use in the selection and maintenance of eukaryotic cells stably transfected with neomycin resistance genes.
Caution
Stable at 37 °C for 8 days.
Other Notes
Aminoglycoside antibiotic similar in structure to gentamicin, neomycin and kanamycin.
Reconstitution
Aqueous solutions stored frozen at -20 to -70 °C should be stable for approximately six months.
Application
Blocks protein synthesis by interfering with ribosomal function. Not normally used as a standard antibiotic, but rather for selection and maintenance of prokaryotic and eukaryotic cells stably transfected with neomycin resistance genes. Resistance is conferred by one of two dominant genes of bacterial origin which can be expressed in eukaryotic cells. The resistance genes are APH (3′) II or aminoglycoside phosphotransferase 3′(II) and aminoglycoside phosphotranferase 3′ (I) or APH (3′) I. The following concentrations of active ingredient may be used as a guide for selection: mammalian cells (400 ug/ml), plants (10 ug/ml), yeasts (500 ug/ml), and dictyostelium (10 ug/ml). Cells have variable resistance and multiplying cells will be affected sooner than those that are not. Cells in log phase may require three to seven days for selection. Varying concentrations should be tested. Additionally, fibroblast contamination in mixed cultures may be suppressed by using 100 ug/ml of the active ingredient for 2 days.
G 418 is a Micromonospora-produced aminoglycoside antibiotic with activity against protozoa and helminths. G 418 disulfate salt is used for selection and maintenance of prokaryotic and eukaryotic cells transfected with a iNOS promoter construct and neomycin resistance gene.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - A1720

Biochem/physiol Actions
G 418 blocks polypeptide synthesis by interfering with ribosomal function and inhibiting protein elongation.
Mode of Action: Blocks polypeptide synthesis by inhibiting protein elongation. For use in the selection and maintenance of eukaryotic cells stably transfected with neomycin resistance genes.
Mode of Action: Blocks polypeptide synthesis by inhibiting protein synthesis at the level of the 70S and 80S ribosomes. For use in the selection and maintenance of eukaryotic cells stably transfected with neomycin resistance genes.
Other Notes
Aminoglycoside antibiotic similar in structure to gentamicin, neomycin and kanamycin.
Application
G 418 is a Micromonospora-produced aminoglycoside antibiotic with activity against protozoa and helminths1. G 418 disulfate salt is used for selection and maintenance of prokaryotic and eukaryotic cells transfected with a iNOS promoter construct and neomycin resistance gene2.
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 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.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - G8168

Biochem/physiol Actions
Mode of Action: Blocks polypeptide synthesis and inhibits elongation in the selection and maintenance of eucaryotic cells stably transfected with neomycin resistance gene
Physical form
50 mg/mL in tissue culture grade water
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 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.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - 48753

Biochem/physiol Actions
G 418 blocks polypeptide synthesis by interfering with ribosomal function and inhibiting protein elongation.
Mode of Action: Blocks polypeptide synthesis by inhibiting protein elongation. For use in the selection and maintenance of eukaryotic cells stably transfected with neomycin resistance genes.
Other Notes
Aminoglycoside antibiotic similar in structure to gentamicin, neomycin and kanamycin.
Inhibitor of neural phospholipase D activity3
Application
G 418 is a Micromonospora-produced aminoglycoside antibiotic with activity against protozoa and helminths1. G 418 disulfate salt is used for selection and maintenance of prokaryotic and eukaryotic cells transfected with a iNOS promoter construct and neomycin resistance gene2.