83855-92-9

Basic information

• Product Name: (1R,2S,3S,4R,6S)-4,6-diamino-3-{[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl]oxy}-2-hydroxycyclohexyl 2-amino-2,7-dideoxy-D-glycero-alpha-D-gluco-heptopyranoside
• Synonyms: G418
• CAS NO: 83855-92-9
• Molecular Formula: C₂₀H₄₀N₄O₁₀
• Molecular Weight: 496.5524
• Mol File: 83855-92-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 760.3°C at 760 mmHg
• Flash Point: 413.6°C
• Density: 1.47g/cm³
• Vapor Pressure: 1.1E-26mmHg at 25°C
• Refractive Index: 1.625
• CAS DataBase Reference: (1R,2S,3S,4R,6S)-4,6-diamino-3-{[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl]oxy}-2-hydroxycyclohexyl 2-amino-2,7-dideoxy-D-glycero-alpha-D-gluco-heptopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S,3S,4R,6S)-4,6-diamino-3-{[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl]oxy}-2-hydroxycyclohexyl 2-amino-2,7-dideoxy-D-glycero-alpha-D-gluco-heptopyranoside(83855-92-9)
• EPA Substance Registry System: (1R,2S,3S,4R,6S)-4,6-diamino-3-{[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl]oxy}-2-hydroxycyclohexyl 2-amino-2,7-dideoxy-D-glycero-alpha-D-gluco-heptopyranoside(83855-92-9)

Safety Data

• Hazardous Substances Data: 83855-92-9(Hazardous Substances Data)

Relevant articles and documents

Biosynthesis of Epimers C2 and C2a in the Gentamicin C Complex

Gentamicin is a broad-spectrum aminoglycoside antibiotic widely used to treat life-threatening bacterial infections. The gentamicin C complex consists of gentamicin C1, gentamicin C1a, and epimers gentamicin C2 and gentamicin C2a. At present there is a generally accepted pathway of gentamicin biosynthesis, except for detailed understanding of the epimerization process involving gentamicins C2 and C2a. Here we have investigated the biosynthesis of these epimers. JI-20B - an intermediate in the gentamicin biosynthetic pathway - and its epimer JI-20Ba were generated by in-frame deletion within genP, which encodes a phosphotransferase that catalyzes the first step of 3′,4′-bisdehydroxylation in gentamicin biosynthesis. GenB1 and GenB2 are aminotransferases with different substrate specificities and enantioselectivities. JI-20Ba, containing a 6′S chiral amine, a precursor of gentamicin C2a, was synthesized from G418 by GenQ/GenB1 through sequential oxidation/transamination at C-6′. GenQ/GenB2 catalyzed the synthesis of JI-20B, containing a 6′R chiral amine, a precursor of gentamicin C2, from G418. GenB2 catalyzed the epimerization of JI-20Ba/JI-20B and of gentamicins C2a/C2.