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S7796

Sigma-Aldrich

Sisomicin sulfate salt

≥580 μg/mg (USP)

Synonyme(s) :

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

Formule empirique (notation de Hill):
C19H37N5O7 · 2.5H2O4S
Numéro CAS:
Poids moléculaire :
692.72
Numéro CE :
Code UNSPSC :
51281665
ID de substance PubChem :
Nomenclature NACRES :
NA.85

Forme

powder

Concentration

≥580 μg/mg (USP)

Couleur

white to off-white

Spectre d'activité de l'antibiotique

Gram-negative bacteria

Mode d’action

protein synthesis | interferes

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

CIKNYWFPGZCHDL-ZHFUJENKSA-N

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Description générale

Chemical structure: aminoglycoside

Application

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.

Actions biochimiques/physiologiques

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.

Conditionnement

250MG,1G,5G

Stockage et stabilité

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

Autres remarques

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

Pictogrammes

Health hazardExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

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


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Stephen Hanessian et al.
Organic letters, 13(24), 6476-6479 (2011-11-17)
Biosynthetically inspired manipulation of the antibiotic paromomycin led, in six high-yielding steps, to a ring A harboring an α,β-unsaturated 6'-aldehyde and an allylic 3'-methylcarbonate group. Tsuji deoxygenation in the presence of 5 mol % Pd(2)(dba)(3) and Bu(3)P granted access to
J A Waitz
Antimicrobial agents and chemotherapy, 4(4), 445-454 (1973-10-01)
Poor statistical correlation was obtained between tube dilution test results and disk test results by using standard procedures. Significant regressions were obtained although they were not linear. Different regressions were obtained with different bacterial species. It is suggested that for
Sławomir Wilczyński et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 45(3), 251-262 (2011-11-26)
Radiation sterilization technology is more actively used now that any time because of its many advantages. Gamma radiation has high penetrating power, relatively low chemical reactivity and causes small temperature rise. But on the other hand radiosterilization can lead to
Makoto Adachi et al.
Medical mycology, 45(4), 347-349 (2007-05-19)
Using a newly-developed medium, i.e., combined deactivators-supplemented agar medium (CDSAM), the viability of dermatophytes in skin scales was evaluated. Culture studies were conducted with skin scales collected from 44 patients with tinea pedis who had been treated for two weeks
Fred C Tenover et al.
International journal of antimicrobial agents, 38(4), 352-354 (2011-08-09)
The activity of ACHN-490 was evaluated against 493 meticillin-resistant Staphylococcus aureus (MRSA) isolates collected in 2009-2010 from 23 US hospitals. The MIC(50) and MIC(90) values (minimal inhibitory concentrations for 50% and 90% of the organisms, respectively) for ACHN-490 were 1

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