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A2024

Sigma-Aldrich

Apramycin sulfate salt

Synonym(s):

Nebramycin II

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About This Item

Empirical Formula (Hill Notation):
C21H41N5O11 · xH2SO4
CAS Number:
Molecular Weight:
539.58 (free base basis)
EC Number:
MDL number:
UNSPSC Code:
51281633
PubChem Substance ID:
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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Repr. 1B

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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