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Key Documents

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A2024

Sigma-Aldrich

Apramycin sulfate salt

Sinónimos:

Nebramycin II

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About This Item

Fórmula empírica (notación de Hill):
C21H41N5O11 · xH2SO4
Número de CAS:
65710-07-8
Peso molecular:
539.58 (free base basis)
EC Number:
265-890-7
MDL number:
MFCD06200257
UNSPSC Code:
51281633
PubChem Substance ID:
329770728
NACRES:
NA.85

biological source

Streptomyces tenebrarius

form

powder

color

white to brown

antibiotic activity spectrum

Gram-negative bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

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

InChI key

WGLYHYWDYPSNPF-RQFIXDHTSA-N

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General description

Chemical structure: aminoglycoside

Application

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

Biochem/physiol Actions

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.

Packaging

1G, 5G

Other Notes

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.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H360FD

Hazard Classifications

Repr. 1B

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «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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