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Kanamycin A

Catalog Number
ACM59018
CAS
59-01-8
Structure
Synonyms
Kanamycin;D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4))-2-deoxy-
Molecular Weight
484.5
Molecular Formula
C18H36N4O11
Active Content
95%
Physical State
Solid
Typical Applications
Use as antimicrobialagent, antibacterialagent.
Spec Sheet
Case Study

Synthesis of Imine Derivatives Using Kanamycin and Tobramycin

Synthesis of Imine Derivatives Using Kanamycin and Tobramycin To, Dennis, et al. Journal of Colloid and Interface Science 630 (2023): 164-178.

Imine derivatives with almost completely masked amino groups were successfully synthesized. The logP values of the imines significantly increased, with kanamycin increasing by 8 units and tobramycin increasing by 7.7 units. These derivatives exhibited low toxicity while completely retaining their antibacterial efficacy against all tested pathogens. After the addition of SEDDS, nanoemulsions were formed, which exhibited the same antibacterial activity against model bacteria as the corresponding aminoglycosides.
Experimental Procedure: In brief, 100 mg of kanamycin and tobramycin were each dissolved in 20 mL of deionized water. Then, the pH was adjusted to 12 using a 1 M sodium hydroxide solution. Subsequently, cinnamaldehyde was added in a 1.25:1 molar ratio, corresponding to the number of free amine groups per molecule. The reaction mixture was placed in Falcon tubes on an Eppendorf ThermoMixer® C and incubated at 25 °C for 20 hours with shaking at 400 rpm. The resulting dispersion was centrifuged at 12,500 rpm for 20 minutes, and the supernatant was discarded. The precipitate was then washed with deionized water to remove unreacted aminoglycosides and washed multiple times with ether to remove any free cinnamaldehyde. Afterward, the precipitate was freeze-dried. The ether washing steps were repeated, and the product underwent a second freeze-drying process. The final product was stored at -20 °C for future use.

Novel Synthesis Method of Kanamycin-Functionalized Gold Nanoparticles

Novel Synthesis Method of Kanamycin-Functionalized Gold Nanoparticles Payne, Jason N., et al. Frontiers in microbiology 7 (2016): 607.

With the rapid increase in cases of multidrug-resistant (MDR) bacteria worldwide, there is a huge demand for developing new generations of antibiotics to combat these bacteria. As an alternative to traditional drug discovery pathways, we designed an effective antimicrobial agent by modifying the existing commercial antibiotic kanamycin and conjugating it to the surface of gold nanoparticles (AuNPs).
Synthesis of Kanamycin-Gold Nanoparticles (Kan-AuNPs): Dissolve 1.72 mM kanamycin sulfate in M9 minimal culture medium buffer (pH 7.2 ± 0.2) and heat to 80 °C. Add aqueous KAuCl4 to achieve a final concentration of 0.79 mM KAuCl4. Incubate the mixture for 5 minutes, then cool it to room temperature. The color change from colorless to pink indicates the formation of Kan-AuNPs. Wash and centrifuge the mixture at 15,000 rpm for 20 minutes at least five times to remove unreacted kanamycin (Kan). After the final wash, the Kan-AuNPs are pelletized, freeze-dried, and stored at room temperature. The freeze-dried Kan-AuNPs are then re-suspended in autoclaved nanopure water for subsequent analysis.

Custom Q&A

What is the product name of the chemical with CAS number 59-01-8?

The product name is Kanamycin A.

What are some synonyms for Kanamycin A?

Synonyms for Kanamycin A include Kanamycin and D-Streptamine.

What is the molecular weight of Kanamycin A?

The molecular weight of Kanamycin A is 484.5.

What is the molecular formula of Kanamycin A?

The molecular formula of Kanamycin A is C18H36N4O11.

What is the active percentage of Kanamycin A?

The active percentage of Kanamycin A is 95%.

In what physical state is Kanamycin A?

Kanamycin A is in a solid physical state.

What are some typical applications of Kanamycin A?

Some typical applications of Kanamycin A include its use as an antimicrobial agent and antibacterial agent.

What are the potential uses of Kanamycin A in the field of medicine?

Kanamycin A could be used in medicine as an antibiotic to treat bacterial infections.

How does Kanamycin A work as an antimicrobial agent?

Kanamycin A works by inhibiting protein synthesis in bacteria.

Are there any potential side effects or risks associated with the use of Kanamycin A?

The use of Kanamycin A may lead to side effects such as hearing loss or kidney damage, and it is important to use the medication as directed by a healthcare professional.

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