N0755

Netilmicin sulfate salt

• Synonyme(s) : 1-N-Ethylsisomicin
• Formule linéaire : C₂₁H₄₁N₅O₇ · 5/2H₂SO₄
• Numéro CAS: 56391-57-2
• Poids moléculaire : 720.78
• Numéro CE : 260-147-3
• Numéro MDL: MFCD01311715
• Code UNSPSC : 51102829
• Nomenclature NACRES : NA.85

Propriétés

• Forme: powder
• Niveau de qualité: 200
• Couleur: white to faint yellow
• Solubilité: H₂O: 10 mg/mL
• Spectre d'activité de l'antibiotique: Gram-negative bacteria; Gram-positive bacteria
• Mode d’action: protein synthesis | interferes
• Température de stockage: 2-8°C
• InChI: 1S/2C21H41N5O7.5H2O4S/c2*1-4-26-13-7-12(24)16(32-19-11(23)6-5-10(8-22)31-19)14(27)17(13)33-20-15(28)18(25-3)21(2,29)9-30-20;5*1-5(2,3)4/h2*5,11-20,25-29H,4,6-9,22-24H2,1-3H3;5*(H2,1,2,3,4)/t2*11-,12+,13-,14+,15-,16-,17+,18-,19-,20-,21+;;;;;/m11...../s1
• Clé InChI: AGFWIZQEWFGATK-UNZHCMSXSA-N

Description

Description générale

Chemical structure: aminoglycoside

Application

Netilmicin is an aminoglycoside antibiotic active against most Gram-negative and some Gram-positive bacteria. It is a semisynthetic 1-N-ethyl derivative of sisomycin, an aminoglycoside antibiotic with action similar to gentamicin, but has less ear and kidney toxicity. It is used in aminoglycoside resistance studies and in susceptibility studies of Pseudomonas aeruginosa and Pseudomonas pseudomallei .

Actions biochimiques/physiologiques

An aminoglycoside antibiotic active against most Gram-negative and some Gram-positive bacteria, including many gentamycin-resistant strains. The antibiotic enters the cell through a porin channel and binds to the 30S ribosomal subunit, causing misreading of mRNA.

Netilmicin irreversibly binds to specific 30S-subunit proteins and 16S rRNA. Netilmicin binds to four nucleotides of 16S rRNA and a single amino acid of protein S12. This interferes with the decoding site in the vicinity of nucleotide 1400 in 16S rRNA of 30S subunit. This region interacts with the wobble base in the anticodon of tRNA. This leads to interference with the initiation complex, misreading of mRNA so incorrect amino acids are inserted into the polypeptide. This results in nonfunctional and toxic peptides and the bacterium is unable to synthesize crucial proteins.

Informations sur la sécurité

• Pictogrammes: GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H360
• Conseils de prudence: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Classification des risques: Repr. 1B
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges