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A2324

Sigma-Aldrich

Amikacin sulfate salt

aminoglycoside antibiotic

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About This Item

CAS Number:
149022-22-0
MDL number:
MFCD00167477
UNSPSC Code:
51101500
PubChem Substance ID:
24890648
NACRES:
NA.85

biological source

synthetic

form

powder

concentration

691-806 μg/mg (dry)

color

white to off-white

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

Mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

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

InChI

1S/C22H43N5O13.H2O4S/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21;1-5(2,3)4/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36);(H2,1,2,3,4)/t6-,7+,8+,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+;/m0./s1

InChI key

HIBICIOPDUTNRR-BOEHXBESSA-N

Related Categories

General description

Chemical structure: aminoglycoside

Application

Amikacin is an aminoglycoside antibiotic commonly used in the treatment of drug-resistant mycobacteria . It is used to study organism-directed delivery of antibiotics as well as drug resistance .

Biochem/physiol Actions

Amikacin prevents bacterial protein synthesis by binding to the 30S ribosome subunit and inducing mRNA misreading.
Antibacterial spectrum: Gram-negative and gram-positive bacteria.

Other Notes

Aminoglycoside antibiotic. Derivative of kanamycin.
Keep container tightly closed in a dry and well-ventilated place.

Quality

Amikacin:Sulfate ratio 1:1.8

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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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Targeted Delivery of Amikacin into Granuloma.
Ana Montes-Worboys, et al.
American Journal of Respiratory Cell and Molecular Biology, 182, 1546-1553 (2010)
Justin R Lenhard et al.
Diagnostic microbiology and infectious disease, 98(1), 115080-115080 (2020-07-04)
The objective of this study was to utilize a co-culture hollow-fiber infection model (HFIM) to characterize the interplay between a small, difficult-to-detect, New Delhi metallo-β-lactamase-producing Klebsiella pneumoniae (NDM-Kp) minor population and a larger K. pneumoniae carbapenemase (KPC)-producing K. pneumoniae population
A M Lovering et al.
The Journal of antimicrobial chemotherapy, 43(5), 719-721 (1999-06-26)
Antibiotic-free human serum was spiked with known concentrations of liposomal amikacin and assayed on the Abbott TDx System, using polarization fluoroimmuno assay (PFIA) kits from Abbott Laboratories, Oxis and Sigma. Although all three kits gave a linear response, the Abbott
Luiz Fernando Feres et al.
Animal reproduction science, 193, 165-170 (2018-04-22)
The aim of the present study was to evaluate the likelihood of pregnancy of in vitro-produced (IVP) embryos from batches with distinct relative efficiencies. Data were retrospectively analyzed from 605 transvaginal ultrasonic-guided follicle aspiration sessions (OPU) followed by in vitro
Lejla Imamovic et al.
Cell, 172(1-2), 121-134 (2018-01-09)
Chronic Pseudomonas aeruginosa infections evade antibiotic therapy and are associated with mortality in cystic fibrosis (CF) patients. We find that in vitro resistance evolution of P. aeruginosa toward clinically relevant antibiotics leads to phenotypic convergence toward distinct states. These states are associated
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