Amicetin

CAS: 17650-86-1

Ref. 3D-AA30071

Product Information

• Name: Amicetin
• Synonyms: SacromycinAllomycin, 4-[[(2S)-2-Amino-3-hydroxy-2-methyl-1-oxopropyl]amino]-N-[1-[(2R,5S,6R)-5-[[4,6-dideoxy-4-(dimethylamino)-α-<span class="text-smallcaps">D</span>-glucopyranosyl]oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-1,2-dihydro-2-oxo-4-pyrimidinyl]benzamide, Allomycin, Benzamide, 4-[(2-amino-3-hydroxy-2-methyl-1-oxopropyl)amino]-N-[1-[5-[[4,6-dideoxy-4-(dimethylamino)-α-<span class="text-smallcaps">D</span>-glucopyranosyl]oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-1,2-dihydro-2-oxo-4-pyrimidinyl]-, [2R-[2α(S*),5β,6α]]-, Benzamide, 4-[[(2S)-2-amino-3-hydroxy-2-methyl-1-oxopropyl]amino]-N-[1-[(2R,5S,6R)-5-[[4,6-dideoxy-4-(dimethylamino)-α-<span class="text-smallcaps">D</span>-glucopyranosyl]oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-1,2-dihydro-2-oxo-4-pyrimidinyl]-, Hydracrylanilide, 2-amino-4′-[[1,2-dihydro-2-oxo-1-[2,3,6-trideoxy-4-O-[4,6-dideoxy-4-(dimethylamino)-α-<span class="text-smallcaps">D</smallcap>-glucopyranosyl]-β-<smallcap>D</span>-erythro-hexopyranosyl]-4-pyrimidinyl]carbamoyl]-2-methyl-, N-[1-(5-{[4,6-dideoxy-4-(dimethylamino)hexopyranosyl]oxy}-6-methyltetrahydro-2H-pyran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl]-4-[(2-methylseryl)amino]benzamide, N-{1-[(2R,5S,6R)-5-{[4,6-dideoxy-4-(dimethylamino)-alpha-D-glucopyranosyl]oxy}-6-methyltetrahydro-2H-pyran-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}-4-[(2-methyl-L-seryl)amino]benzamide, NSC 5340, Sacromycin, Benzamide, 4-[(2-amino-3-hydroxy-2-methyl-1-oxopropyl)amino]-N-[1-[5-[[4,6-dideoxy-4-(dimethylamino)-α-D-glucopyranosyl]oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-1,2-dihydro-2-oxo-4-pyrimidinyl]-, [2R-[2α(S*),5β,6α]]-, Benzamide, 4-[[(2S)-2-amino-3-hydroxy-2-methyl-1-oxopropyl]amino]-N-[1-[(2R,5S,6R)-5-[[4,6-dideoxy-4-(dimethylamino)-α-D-glucopyranosyl]oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-1,2-dihydro-2-oxo-4-pyrimidinyl]-, Hydracrylanilide, 2-amino-4′-[[1,2-dihydro-2-oxo-1-[2,3,6-trideoxy-4-O-[4,6-dideoxy-4-(dimethylamino)-α-D-glucopyranosyl]-β-D-erythro-hexopyranosyl]-4-pyrimidinyl]carbamoyl]-2-methyl-, 4-[[(2S)-2-Amino-3-hydroxy-2-methyl-1-oxopropyl]amino]-N-[1-[(2R,5S,6R)-5-[[4,6-dideoxy-4-(dimethylamino)-α-D-glucopyranosyl]oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-1,2-dihydro-2-oxo-4-pyrimidinyl]benzamide

Description

Amicetin is a structural analog of tetracycline that inhibits bacterial growth by binding to the enzyme ribosomal peptidyl transferase and prevents protein synthesis. Amicetin binds to the 30S ribosomal subunit and interacts with the 16S rRNA, preventing the formation of an aminoacyl-tRNA complex. This binding prevents peptide elongation and thus blocks protein synthesis. Amicetin has been shown to be effective in treating infectious diseases such as tuberculosis and Lyme disease, as well as being resistant to tetracycline resistance. X-ray crystal structures show that amicetin binds at a site similar to that of tetracycline in the 30S ribosomal subunit.

• Brand: Biosynth

Chemical properties

• Molecular weight: 618.68 g/mol
• Formula: C₂₉H₄₂N₆O₉
• Purity: Min. 95%