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Merck

S7796

Sigma-Aldrich

Sisomicin -sulfat (Salz)

≥580 μg/mg (USP)

Synonym(e):

O-3-Deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1->4)-O-(2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-glycero-hex-4-enopyranosyl-(1->6))-2-deoxy-L-streptamine sulfate (2:5) (salt)

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About This Item

Empirische Formel (Hill-System):
C19H37N5O7 · 2.5H2O4S
CAS-Nummer:
Molekulargewicht:
692.72
EG-Nummer:
UNSPSC-Code:
51281665
PubChem Substanz-ID:
NACRES:
NA.85

Form

powder

Konzentration

≥580 μg/mg (USP)

Farbe

white to off-white

Wirkungsspektrum von Antibiotika

Gram-negative bacteria

Wirkungsweise

protein synthesis | interferes

Lagertemp.

−20°C

SMILES String

OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.CN[C@@H]1[C@@H](O)[C@H](OC[C@]1(C)O)O[C@H]2[C@H](N)C[C@H](N)[C@@H](O[C@H]3OC(CN)=CC[C@H]3N)[C@@H]2O.CN[C@@H]4[C@@H](O)[C@H](OC[C@]4(C)O)O[C@H]5[C@H](N)C[C@H](N)[C@@H](O[C@H]6OC(CN)=CC[C@H]6N)[C@@H]5O

InChI

1S/2C19H37N5O7.5H2O4S/c2*1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17;5*1-5(2,3)4/h2*3,9-18,24-27H,4-7,20-23H2,1-2H3;5*(H2,1,2,3,4)/t2*9-,10+,11-,12+,13-,14-,15+,16-,17-,18-,19+;;;;;/m11...../s1

InChIKey

CIKNYWFPGZCHDL-ZHFUJENKSA-N

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Allgemeine Beschreibung

Chemical structure: aminoglycoside

Anwendung

Sisomicin is an aminoglycoside antibiotic isolated from Micromonopora inyoensis. It is effective against most strains of Klebsiellk spp., Escherichia coli, P. aeruginosa, Enterobacter and Proteus spp.. It is a potential treatment for conjunctiva . It is used in disk and tube dilution sensitivity test.

Biochem./physiol. Wirkung

Sisomicin interferes with protein synthesis at the level of functional ribosome assembly. The mechanism is similar to that of gentamycin. Sisomicin closely resembles gentamicin but is more effective against Pseudomonas aeruginosa and indole-positive Proteus.

Verpackung

250MG,1G,5G

Lagerung und Haltbarkeit

Keep container tightly closed in a dry and well-ventilated place.

Sonstige Hinweise

Keep container tightly closed in a dry and well-ventilated place.

Piktogramme

Health hazardExclamation mark

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - 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


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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Gengrong Lin et al.
Antimicrobial agents and chemotherapy, 54(5), 2258-2261 (2010-02-11)
Synergy time-kill studies of 47 methicillin-resistant Staphylococcus aureus strains with differing resistance phenotypes showed that combinations of subinhibitory concentrations of ACHN-490 and daptomycin yielded synergy against 43/47 strains at 24 h, while the combination was indifferent against the remaining 4
Stephen Hanessian et al.
Chemical communications (Cambridge, England), 46(12), 2013-2015 (2010-03-12)
Aminoglycoside 66-40C, an unprecedented 16-membered bis-azadiene macrocyclic natural product isolated from the Micromonospora producer of the antibiotic sisomicin, was synthesized following a biomimetic strategy which definitively established its origin as arising from a remarkably selective non-enzymatic macro-dimerization.
Comparison of Preoperative 3-day Topical Levofloxacin versus 1-day Topical Sisomicin Sulfate in the Reduction of Bacterial Flora on Conjunctiva at the End of Cataract Surgery
Y. Kusano, T. Yamaguchi, et al.
Investigative Ophthalmology & Visual Science, 46, 4894-4894 (2005)
Clinical Pharmacology of Sisomicin
Victorio Rodriguez, Gerald P. Bodey, et al.
Antimicrobial Agents and Chemotherapy, 7, 182-195 (1975)
David Landman et al.
The Journal of antimicrobial chemotherapy, 65(10), 2123-2127 (2010-07-30)
Reports of Enterobacteriaceae resistant to all commonly used antimicrobial agents, including β-lactams, fluoroquinolones and aminoglycosides, are increasing in hospitals worldwide. The activity of ACHN-490, a next-generation aminoglycoside, was examined against clinical isolates of Escherichia coli and Klebsiella pneumoniae from hospitals

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