CAS 119-04-0

D-streptamina, O-2,6-diamino-2,6-didesossi-β-L-idopiranosil-(1→3)-O-β-D-ribofuranosil-(1→5)-O-[2,6-diamino-2,6-didesossi-α-D-glucopiranosil-(1→4)]-2-desossi-

Descrizione:

La D-Streptamina è un antibiotico aminoglicosidico che svolge un ruolo significativo nel trattamento di varie infezioni batteriche. È caratterizzata dalla sua complessa struttura glicosidica, che include molteplici componenti di zuccheri amino e desossisaccaridi, contribuendo alla sua attività biologica. Il composto presenta un'organizzazione unica di moieties di zucchero, specificamente un'unità di β-L-idopiranosile e un'unità di β-D-ribofuranosile, collegate tramite legami glicosidici. La D-Streptamina mostra un'alta affinità per i ribosomi batterici, inibendo la sintesi proteica, che è cruciale per la crescita e la replicazione batterica. Il suo meccanismo d'azione coinvolge principalmente il legame con la subunità ribosomiale 30S, portando a una lettura errata dell'mRNA e, in ultima analisi, risultando nella produzione di proteine non funzionali. Questo antibiotico è particolarmente efficace contro i batteri Gram-negativi ed è spesso utilizzato in combinazione con altri antibiotici per migliorare l'efficacia terapeutica. Tuttavia, il suo uso è limitato dalla potenziale nefrotossicità e ototossicità, richiedendo un attento monitoraggio durante il trattamento. Nel complesso, la D-Streptamina rimane un composto importante nel campo della terapia antimicrobica.

Formula: C₂₃H₄₆N₆O₁₃

InChI: InChI=1/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1

InChI key: InChIKey=PGBHMTALBVVCIT-VCIWKGPPSA-N

SMILES: O([C@H]1[C@H](O[C@H]2[C@H](O)[C@H](O[C@H]3O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@@H](CO)O2)[C@@H](O)[C@H](N)C[C@@H]1N)[C@H]4O[C@H](CN)[C@@H](O)[C@H](O)[C@H]4N

Sinonimi:

• <span class="text-smallcaps">D</smallcap>-Streptamine, O-2,6-diamino-2,6-dideoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-O-[O-2,6-diamino-2,6-dideoxy-β-<smallcap>L</smallcap>-idopyranosyl-(1→3)-β-<smallcap>D</span>-ribofuranosyl-(1→5)]-2-deoxy-
• <span class="text-smallcaps">D</smallcap>-Streptamine, O-2,6-diamino-2,6-dideoxy-β-<smallcap>L</smallcap>-idopyranosyl-(1→3)-O-β-<smallcap>D</smallcap>-ribofuranosyl-(1→5)-O-[2,6-diamino-2,6-dideoxy-α-<smallcap>D</span>-glucopyranosyl-(1→4)]-2-deoxy-
• Actilin
• Actiline
• Antibiotic 10676
• Antibiotique EF 185
• D-Streptamine, O-2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl-(1→4)-O-[O-2,6-diamino-2,6-dideoxy-β-L-idopyranosyl-(1→3)-β-D-ribofuranosyl-(1→5)]-2-deoxy-
• Dekamycin III
• Enterfram
• Fradiomycin B
• Framicetina
• Framidal
• Framycetin
• Framycetine
• Framycin
• Framygen
• Francetin
• Fraquinol
• Leo Red Dry Cow
• Neomycin B
• O-2,6-Diamino-2,6-dideoxy-β-<span class="text-smallcaps">L</smallcap>-idopyranosyl-(1→3)-O-β-<smallcap>D</smallcap>-ribofuranosyl-(1→5)-O-[2,6-diamino-2,6-dideoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→4)]-2-deoxy-<smallcap>D</span>-streptamine
• Neomycin solution
• D-Streptamine, O-2,6-diamino-2,6-dideoxy-β-L-idopyranosyl-(1→3)-O-β-D-ribofuranosyl-(1→5)-O-[2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl-(1→4)]-2-deoxy-
• O-2,6-Diamino-2,6-dideoxy-β-L-idopyranosyl-(1→3)-O-β-D-ribofuranosyl-(1→5)-O-[2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl-(1→4)]-2-deoxy-D-streptamine
• FRADIOMYCIN B; NEOMYCIN B
• (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-4-[(2R,3R,4R,5S,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxy-tetrahydropyran-2-yl]oxy-3-hydroxy-5-methylol-tetrahydrofuran-2-yl]oxy-3-hydroxy-cyclohexoxy]tetrahydropyran-3,4-diol
• antibiotique
• NEOMYCIN B USP/EP/BP
• soframycine
• D-Streptamine, O-2,6-diamino-2,6-dideoxy-.beta.-L-idopyranosyl-(1?3)-O-.beta.-D-ribofuranosyl-(1?5)-O-2,6-diamino-2,6-dideoxy-.alpha.-D-glucopyranosyl-(1?4)-2-deoxy-
• (2R,3S,4R,5R,6R)-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-2-[(2S,3R,4S,5R)-4-[(2R,3R,4R,5S,6S)-6-(aminomethyl)-3-azanyl-4,5-dihydroxy-oxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,6-bis(azanyl)-3-hydroxy-cyclohexyl]oxy-5-azanyl-oxane-3,4-diol
• neomycine standard solution
• 4-O-(2,6-Diamino-2,6-dideoxy-α-D-glucopyranosyl)-5-O-[3-O-(2,6-diamino-2,6-dideoxy-β-L-idopyranosyl)-β-D-ribofuranosyl]-2-deoxy-D-streptamine
• (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-4-[(2R,3R,4R,5S,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol
• soframycin
• Neomycin B Hexaacetate

Neomycin B (Framycetin)

CAS: 119-04-0

Formula: C₂₃H₄₆N₆O₁₃

Peso molecolare: 614.65

Ref: 4Z-N-080022

Framycetin

CAS: 119-04-0

Framycetin is an aminoglycoside antibiotic and it also inhibits hammerhead ribozyme (Ki: 13.5 μM).

Formula: C₂₃H₄₆N₆O₁₃

Purezza: 98%

Colore e forma: Amorphous Solid

Peso molecolare: 614.64

Ref: TM-T15348

Neomycin B

Prodotto controllato

CAS: 119-04-0

Stability Hygroscopic
Applications Neomycin C is an aminoglycoside antibiotic found in many topical medications. Neomycin has been used as a preventive measure for hepatic encephalopathy and hypercholesterolemia.
References Umezawa, S., et al.: Bull. Chem. Soc. Jpm., 53, 3259 (1980); The Journal of antibiotics, NO. 2. 189 (1977);

Formula: C₂₃H₄₆N₆O₁₃

Colore e forma: Neat

Peso molecolare: 614.64

Ref: TR-N389983

Neomycin B Hexaacetate

Prodotto controllato

CAS: 119-04-0

Formula: C₂₃H₄₆N₆O₁₃

Colore e forma: Neat

Peso molecolare: 614.64

Ref: TR-N389990

Neomycin B

CAS: 119-04-0

Neomycin B is an aminoglycoside antibiotic, which is derived from the bacterium *Streptomyces fradiae*. It exerts its antibacterial effects by binding to the 30S subunit of bacterial ribosomes, leading to the inhibition of protein synthesis. This binding disrupts the translation process, thereby preventing the growth and proliferation of bacteria. Neomycin B is effective against a wide range of Gram-negative and some Gram-positive bacteria, making it a valuable tool in both medical and research settings.

Formula: C₂₃H₄₆N₆O₁₃

Purezza: Min. 95%

Peso molecolare: 614.64 g/mol

Ref: 3D-FN175622

Framycetin sulphate

CAS: 119-04-0, 28002-70-2, 4146-30-9

Framycetin sulphate is a broad-spectrum antibiotic that is used to treat microbial infections. It has been shown to be effective against many gram-positive and gram-negative bacteria, including methicillin resistant Staphylococcus aureus. Framycetin sulphate prevents bacterial growth by inhibiting protein synthesis through binding to the 30S ribosomal subunit. This binding inhibits the incorporation of amino acids into proteins, thereby preventing the production of new proteins required for cell division and growth. Framycetin sulphate also has preservative properties, which may be due to its ability to chelate metal ions such as copper and iron. Framycetin sulphate can be administered orally or topically in vivo model studies. The drug was not found to have any significant toxic effects on the liver or kidneys in vivo model studies at concentrations up to 40%.

Formula: C₂₃H₅₂N₆O₂₅S₃

Purezza: Min. 95%

Peso molecolare: 908.88 g/mol

Ref: 3D-FF150536