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A2024

Sigma-Aldrich

Apramycin sulfate salt

Synonyme(s) :

Nebramycin II

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About This Item

Formule empirique (notation de Hill):
C21H41N5O11 · xH2SO4
Numéro CAS:
65710-07-8
Poids moléculaire :
539.58 (free base basis)
Numéro CE :
265-890-7
Numéro MDL:
MFCD06200257
Code UNSPSC :
51281633
ID de substance PubChem :
329770728
Nomenclature NACRES :
NA.85

Source biologique

Streptomyces tenebrarius

Niveau de qualité

200

Forme

powder

Couleur

white to brown

Spectre d'activité de l'antibiotique

Gram-negative bacteria

Mode d’action

protein synthesis | interferes

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

WGLYHYWDYPSNPF-RQFIXDHTSA-N

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Description générale

Chemical structure: aminoglycoside

Application

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

Actions biochimiques/physiologiques

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.

Conditionnement

1G, 5G

Autres remarques

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.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Danger

Mentions de danger

H360FD

Classification des risques

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

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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
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Protocoles

Aminoglycoside Analysis in Pork Muscle using Molecularly Imprinted Polymer Cleanup and LC/MS/MS Detection

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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