G418 disulfate - ≥98%, used for G418 disulfate is an aminoglycoside that is toxic to bacteria, yeast, protozoans and helminths. It prevents protein synthesis by blocking the elongation step in prokaryotic and eukaryotic ribosomes. It is used as a selectio

CAS: 108321-42-2 Cat. No.: G274348 Summenformel: C₂₀H₄₀N₄O₁₀·2H₂SO₄ Molekulargewicht: 692.71 EG-Nummer: 600-864-4 PubChem CID: 16218858

QUALITÄT & REINHEIT ≥98%

Synonyms

AC-32603 | G 418 disulfate salt | (2S,3S,4S,5S)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2S,3R,4R,5S,6R)-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 | C20H40N4O10.2H2SO4 | G

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Übersicht

Selection agent for both prokaryotic and eukaryotic transfected cells. An aminoglycoside similar to gentamycin, G418 is toxic to bacterial, yeast, higher plant and mammalian cells, protozoans, and helminths.

application：

G418 disulfate is used for selection and maintenance of prokaryotic and eukaryotic cells transfected with a iNOS promoter construct and neomycin resistance gene. Optimal concentrations for selection and maintenance vary by cell lines.

Spezifikationen

Synonyme

AC-32603 | G 418 disulfate salt | (2S,3S,4S,5S)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2S,3R,4R,5S,6R)-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 | C20H40N4O10.2H2SO4 | G

Spezifikationen & Reinheit

≥98%

Biochemische und physiologische Mechanismen

G-418 inhibits protein synthesis at the early stages of elongation, post-initiation, at the initiation stage of translation as well as just before the initiation stage of translation.

Anmeldung

G418 disulfate is an aminoglycoside that is toxic to bacteria, yeast, protozoans and helminths. It prevents protein synthesis by blocking the elongation step in prokaryotic and eukaryotic ribosomes. It is used as a selection agent for G418 resistant bacte

Storage

Store at 2-8°C,Argon charged

Verschickt in

Wet ice

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Reinheit

≥98%

Namen und Kennungen

Pubchem Sid

508810568

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/508810568

Kanonisches Lächeln

CC(C1C(C(C(C(O1)OC2C(CC(C(C2O)OC3C(C(C(CO3)(C)O)NC)O)N)N)N)O)O)O.OS(=O)(=O)O.OS(=O)(=O)O

IUPAC Name

(2S,3S,4S,5S)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2S,3R,4R,5S,6R)-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

InChIKey

UHEPSJJJMTWUCP-NKCAIAFTSA-N

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

Isomere SMILES

CC([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](C[C@H]([C@@H]([C@H]2O)O[C@H]3[C@H]([C@@H]([C@](CO3)(C)O)NC)O)N)N)N)O)O)O.OS(=O)(=O)O.OS(=O)(=O)O

WGK Deutschland

3

PubChem CID

16218858

Molekulargewicht

692.71

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Klasse Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Ebene5 Aminosaccharides
          • Ebene6 Aminoglycosides
            • Ebene7 Aminocyclitol glycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Klasse: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Aminosaccharides - Aminoglycosides
• Direct Parent: Aminocyclitol glycosides
• Alternative Parents: 2-deoxystreptamine aminoglycosides O-glycosyl compounds Aminocyclitols and derivatives Cyclohexylamines Cyclohexanols Oxanes Organic sulfuric acids Monosaccharides Tertiary alcohols 1,2-aminoalcohols Oxacyclic compounds Dialkylamines Acetals Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Amino cyclitol glycoside - 2-deoxystreptamine aminoglycoside - O-glycosyl compound - Glycosyl compound - Aminocyclitol or derivatives - Sulfuric acid - Cyclohexylamine - Cyclohexanol - Oxane - Monosaccharide - Cyclitol or derivatives - Tertiary alcohol - Organic sulfuric acid or derivatives - Cyclic alcohol - Secondary alcohol - 1,2-aminoalcohol - Oxacycle - Organoheterocyclic compound - Secondary amine - Secondary aliphatic amine - Acetal - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Primary aliphatic amine - Amine - Alcohol - Aliphatic heteromonocyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemische und physikalische Eigenschaften

• Löslichkeit: Difficult to mix.
• Empfindlichkeit: Moisture & heat sensitive
• Spezifische Drehung [α]: 111 ° (C=0.3, H2O)
• Schmelzpunkt (°C): 138-144°C
• Molekulargewicht: 692.700 g/mol
• Hydrogen Bond Donor Count: 14
• Hydrogen Bond Acceptor Count: 22
• Rotatable Bond Count: 6
• Exact Mass: 692.209 Da
• Monoisotopic Mass: 692.209 Da
• Topological Polar Surface Area: 414.000 Ų
• Heavy Atom Count: 44
• Formal Charge: 0
• Complexity: 763.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 14
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3