| Field | Specification |
|---|---|
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C6H14ClNO5 |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
Kanosamine hydrochloride is an antibiotic that inhibits the growth of plant-pathogenic oomycetes, certain fungi, and a few bacterial species. It inhibits Phytophthora medicaginis M2913 and Aphanomyces euteiches WI-98, with MIC values of 25 μg/mL and 60 μg/mL, respectively. It is supplied as a white to yellow solid (C6H14ClNO5, MW 215.63) at 99.0% purity.
Physical & Chemical Properties
| CAS Number | 57649-10-2 |
|---|---|
| Molecular Formula | C6H14ClNO5 |
| Molecular Weight | 215.63 g/mol |
| Purity | 99.0% |
| Appearance | Solid |
| Color | White to yellow |
| SMILES | O=C[C@@H]([C@@H](N)[C@@H]([C@@H](CO)O)O)O.Cl |
| Signaling Pathway | Anti-infection |
| Solubility | In Vitro: DMSO: 25 mg/mL (115.94 mM; Requires sonication and warming; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO) DMF: 25 mg/mL (115.94 mM; Requires sonication and warming) |
| Storage | -20°C, sealed storage, away from moisture. In solvent: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Biological Activity
Activity & Target
MIC: 25 μg/mL (Phytophthora medicaginis M2913), 60 μg/mL (Aphanomyces euteiches WI-98)[1]
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
[2]. Janiak AM, et al. Mechanism of antifungal action of kanosamine. Med Mycol. 2001 Oct;39(5):401-8.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
| Solvent | Solubility | Notes |
|---|---|---|
| DMSO | 25 mg/mL (115.94 mM) | requires sonication and warming; use freshly opened DMSO (absorbed moisture lowers solubility) |
| DMF | 25 mg/mL (115.94 mM) | requires sonication and warming |
Aliquot the stock solution and store it at -80°C (up to 6 months) or -20°C (up to 1 month); sealed storage, away from moisture; avoid repeated freeze-thaw cycles.
Data provided by the manufacturer.
In Vitro
Kanosamine strongly inhibits the growth of plant-pathogenic oomycetes. Of the strains tested, Phytophthora medicaginis M2913 is the most sensitive; the less sensitive ones are Pythium aphanidermatum Pa138 and Pythium torulosum A25a, and Aphanomyces euteiches WI-98 sits at an intermediate level. Sensitivity of oomycetes to kanosamine is greater at pH 7.0 than at pH 5.6. Few bacterial species are inhibited by kanosamine, and certain fungi are inhibited moderately. Every fungus and oomycete inhibited by kanosamine is a plant pathogen. The highest accumulation of kanosamine in B. cereus UW85 culture supernatants coincides with sporulation. Adding ferric iron enhances kanosamine accumulation, whereas adding phosphate to rich medium suppresses it. Adding alfalfa seedling exudate to minimal medium also enhances accumulation by more than 300%[1]. The antibiotic kanosamine inhibits the growth of Saccharomyces cerevisiae and of a range of human pathogenic fungi, including Candida albicans. In C. albicans cells, kanosamine causes profound morphological changes, inhibition of septum formation, and cell agglutination[2].
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
Cell Assay[1]
Determine MICs by the serial dilution microtiter plate method in Yeast Nitrogen Base medium that contains 1% glucose or glycerol as the carbon source. Inoculate wells containing serially diluted kanosamine, along with control wells, with 105 cells/mL of an overnight culture of fungal cells and incubate for 24 h at 30°C. Define MIC as the lowest antifungal agent concentration that prevents visible growth. Alternatively, determine MICs in RPMI 1640 medium buffered to pH 7 with 3-[N-morpholino]propanesulphonic acid (MOPS), under the conditions recommended by NCCLS. Sharp, reproducible end points result in all cases, and trailing effects are absent[1].
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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Species-specific enhancement of enterohemorrhagic E. coli pathogenesis mediated by microbiome metabolites. Microbiome 2019 Mar 20;7(1):43.
Laurea Magistrale in Biomedical Engineering, Politecnico di Milano. 2019 Jun.
PMID: 30890187
