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Key Documents

A2024

Sigma-Aldrich

Apramycin sulfate salt

Sinonimo/i:

Nebramycin II

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About This Item

Formula empirica (notazione di Hill):
C21H41N5O11 · xH2SO4
Numero CAS:
Peso molecolare:
539.58 (free base basis)
Numero CE:
Numero MDL:
Codice UNSPSC:
51281633
ID PubChem:
NACRES:
NA.85

Origine biologica

Streptomyces tenebrarius

Livello qualitativo

Forma fisica

powder

Colore

white to brown

Spettro attività antibiotica

Gram-negative bacteria

Modalità d’azione

protein synthesis | interferes

Temperatura di conservazione

2-8°C

Stringa SMILE

OS(O)(=O)=O.CN[C@H]1[C@@H](O)[C@H]2O[C@H](O[C@@H]3[C@@H](N)C[C@@H](N)[C@H](O)[C@H]3O)[C@H](N)C[C@@H]2O[C@@H]1O[C@H]4O[C@H](CO)[C@@H](N)[C@H](O)[C@H]4O

InChI

1S/C21H41N5O11.H2O4S/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31;1-5(2,3)4/h5-21,26-32H,2-4,22-25H2,1H3;(H2,1,2,3,4)/t5-,6+,7-,8+,9-,10-,11+,12+,13+,14-,15-,16-,17-,18+,19+,20-,21-;/m1./s1
WGLYHYWDYPSNPF-RQFIXDHTSA-N

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Descrizione generale

Chemical structure: aminoglycoside

Applicazioni

Apramycin is used to study antibiotic resistance as well as protein synthesis translocation-step inhibition in bacteria and prokaryotes.

Azioni biochim/fisiol

Apramycin inhibits protein synthesis by blocking translocation. It is also able to bind to the eukaryotic decoding site. At low concentrations it inhibits elongation and induces misreading of mRNA during protein synthesis.

Confezionamento

1G, 5G

Altre note

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.Storage class (TRGS 510): Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects.

Pittogrammi

Health hazard

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Repr. 1B

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges, type P3 (EN 143) respirator cartridges


Certificati d'analisi (COA)

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Supelco

46305

Gentamicin

Nalidixic acid ≥98%

Sigma-Aldrich

N8878

Nalidixic acid

Amikacin Sulfate Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1860

Amikacin Sulfate

C M Yates et al.
The Journal of antimicrobial chemotherapy, 54(2), 534-537 (2004-07-03)
The aminoglycoside apramycin has been used extensively in animal husbandry in the UK since 1978. This study aimed to determine both whether calves that had never been treated with aminoglycoside antibiotics harboured apramycin-resistant (apr(R)) commensal Escherichia coli, and the mode
Min-Jung Choi et al.
Foodborne pathogens and disease, 8(1), 119-123 (2011-01-11)
A total of 1921 Escherichia coli isolated from healthy animals (501 from cattle, 832 from pigs, and 588 from chickens) and 237 isolates from diseased pigs were tested to determine the prevalence of apramycin and gentamicin resistance in Korea during
Kristina Kadlec et al.
The Journal of antimicrobial chemotherapy, 67(10), 2342-2345 (2012-06-22)
The aims of this study were to identify small staphylococcal plasmids that carry either the trimethoprim resistance gene dfrK or the apramycin resistance gene apmA and analyse them for their structure and organization with regard to their potential role as
T-W Hahn et al.
Journal of animal science, 84(6), 1422-1428 (2006-05-16)
Two experiments were conducted to evaluate the efficacy of beta-glucan on growth performance, nutrient digestibility, and immunity in weanling pigs. In Exp. 1, 210 weanling pigs (6.38 +/- 0.92 kg of BW) were fed dietary beta-glucan (0, 0.01, 0.02, 0.03
Mingxuan Xu et al.
Science in China. Series C, Life sciences, 49(4), 362-369 (2006-09-23)
Apramycin is unique in the aminoglycoside family due to its octodiose moiety. However, either the biosynthesis process or the precursors involved are largely unknown. Addition of glycine, as well as serine or threonine, to the Streptomyces tenebrabrius UD2 fermentation medium

Protocolli

Extraction and quantitative analysis of aminoglycosides in porcine tissue, using molecular imprinted polymer solid phase extraction followed by LC-MS/MS.

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