N0755

Netilmicin -sulfat (Salz)

• Synonym(e): 1-N-Ethylsisomicin
• Lineare Formel: C₂₁H₄₁N₅O₇ · 5/2H₂SO₄
• CAS-Nummer: 56391-57-2
• Molekulargewicht: 720.78
• EG-Nummer: 260-147-3
• MDL-Nummer: MFCD01311715
• UNSPSC-Code: 51102829
• NACRES: NA.85

Eigenschaften

• Form: powder
• Qualitätsniveau: 200
• Farbe: white to faint yellow
• Löslichkeit: H₂O: 10 mg/mL
• Wirkungsspektrum von Antibiotika: Gram-negative bacteria; Gram-positive bacteria
• Wirkungsweise: protein synthesis | interferes
• Lagertemp.: 2-8°C
• SMILES String: [S](=O)(=O)(O)O.[S](=O)(=O)(O)O.[S](=O)(=O)(O)O.[S](=O)(=O)(O)O.[S](=O)(=O)(O)O.N([C@@H]4[C@H]([C@H](OC[C@@]4(O)C)O[C@@H]5[C@H]([C@@H]([C@H](C[C@H]5NCC)N)O[C@H]6OC(=CC[C@H]6N)CN)O)O)C.N([C@@H]1[C@H]([C@H](OC[C@@]1(O)C)O[C@@H]2[C@H]([C@@H]([C@H](C[C@H]2NCC
• 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
• InChIKey: AGFWIZQEWFGATK-UNZHCMSXSA-N

Beschreibung

Allgemeine Beschreibung

Chemical structure: aminoglycoside

Anwendung

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 .

Biochem./physiol. Wirkung

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.

Sicherheitshinweise

• Piktogramme: GHS08
• Signalwort: Danger
• H-Sätze: H360
• P-Sätze: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Gefahreneinstufungen: Repr. 1B
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges