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Merck
모든 사진(1)

주요 문서

N0755

Sigma-Aldrich

Netilmicin sulfate salt

동의어(들):

1-N-Ethylsisomicin

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About This Item

Linear Formula:
C21H41N5O7 · 5/2H2SO4
CAS Number:
Molecular Weight:
720.78
EC Number:
MDL number:
UNSPSC 코드:
51102829
NACRES:
NA.85

양식

powder

Quality Level

색상

white to faint yellow

solubility

H2O: 10 mg/mL

항생제 활성 스펙트럼

Gram-negative bacteria
Gram-positive bacteria

동작 모드

protein synthesis | interferes

저장 온도

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

InChI key

AGFWIZQEWFGATK-UNZHCMSXSA-N

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일반 설명

Chemical structure: aminoglycoside

애플리케이션

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 .

생화학적/생리학적 작용

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.

픽토그램

Health hazard

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

개인 보호 장비

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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문서 라이브러리 방문

Arul Joseph et al.
Journal of chromatographic science, 48(7), 607-612 (2010-09-08)
Netilmicin is a semi-synthetic aminoglycoside antibiotic used against a broad spectrum of Gram-negative bacteria. A reversed-phase high-performance liquid chromatographic method has been developed to determine the composition of netilmicin sulfate and to estimate its related substances without pre- or post-column
Xue-Fu You et al.
Antimicrobial agents and chemotherapy, 53(10), 4525-4528 (2009-07-29)
Vertilmicin is a novel aminoglycoside antibiotic with potent activity against gram-negative and -positive bacteria in vitro. In this study, we further evaluated the efficacy of vertilmicin in vivo in systemic and local infection animal models. We demonstrated that vertilmicin had
Andrew C Stelzer et al.
Nature chemical biology, 7(8), 553-559 (2011-06-28)
Current approaches used to identify protein-binding small molecules are not suited for identifying small molecules that can bind emerging RNA drug targets. By docking small molecules onto an RNA dynamic ensemble constructed by combining NMR spectroscopy and computational molecular dynamics
D W McEniry et al.
The Journal of antimicrobial chemotherapy, 21(2), 171-175 (1988-02-01)
Pseudomonas pseudomallei is resistant to many antimicrobial agents. We determined the susceptibility to twelve beta-lactams and six aminoglycosides of twelve isolates of P. pseudomallei. Imipenem (MIC range 0.5-1.0 mg/l; MIC90 1.0 mg/l), ceftazidime (MIC range 1-8 mg/l; MIC90 8.0 mg/l)
"Typhlitis" in rectum.
Unsal Ozgen et al.
Pediatrics international : official journal of the Japan Pediatric Society, 52(1), e32-e33 (2010-02-18)

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