Kanosamine hydrochloride

Modify Date: 2024-01-07 09:07:14

Kanosamine hydrochloride Structure
Kanosamine hydrochloride structure
Common Name Kanosamine hydrochloride
CAS Number 57649-10-2 Molecular Weight 215.632
Density N/A Boiling Point N/A
Molecular Formula C6H14ClNO5 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Kanosamine hydrochloride


Kanosamine hydrochloride is an antibiotic which inhibits the growth of plant-pathogenic oomycetes, certain fungi and a few bacterial species. Kanosamine inhibits Phytophthora medicaginis M2913 and Aphanomyces euteiches WI-98 with MICs of 25 and 60 µg/mL, respectively.

 Names

Name (2R,3S,4S,5R)-3-amino-2,4,5,6-tetrahydroxyhexanal,hydrochloride
Synonym More Synonyms

 Kanosamine hydrochloride Biological Activity

Description Kanosamine hydrochloride is an antibiotic which inhibits the growth of plant-pathogenic oomycetes, certain fungi and a few bacterial species. Kanosamine inhibits Phytophthora medicaginis M2913 and Aphanomyces euteiches WI-98 with MICs of 25 and 60 µg/mL, respectively.
Related Catalog
Target

MIC: 25 µg/mL (Phytophthora medicaginis M2913), 60 µg/mL (Aphanomyces euteiches WI-98)[1]

In Vitro Kanosamine is highly inhibitory to growth of plant-pathogenic oomycetes. Among the strains tested, Phytophthora medicaginis M2913 is the most sensitive to kanosamine, whereas Pythium aphanidermatum Pa138 and Pythium torulosum A25a are less sensitive, and Aphanomyces euteiches WI-98 shows an intermediate level of sensitivity. The oomycetes are more sensitive to kanosamine at pH 7.0 than at pH 5.6. Kanosamine inhibits few bacterial species. Kanosamine is moderately inhibitory to certain fungi. All of the fungi and oomycetes inhibited by kanosamine are pathogens of plants. Maximum accumulation of kanosamine in B. cereus UW85 culture supernatants coincided with sporulation. Kanosamine accumulation is enhanced by the addition of ferric iron and suppressed by addition of phosphate to rich medium. Kanosamine accumulation is also enhanced more than 300% by the addition of alfalfa seedling exudate to minimal medium[1]. The antibiotic kanosamine inhibits growth of Saccharomyces cerevisiae and a range of human pathogenic fungi, including Candida albicans. The action of kanosamine on C. albicans cells results in profound morphological changes, inhibition of septum formation and cell agglutination[2].
Cell Assay MICs are determined by a serial dilution microtitrer plates method in Yeast Nitrogen Base medium containing 1% glucose or glycerol as a carbon source. Wells containing serially diluted kanosamine and control wells are inoculated with 105 cells /mL of an overnight culture of fungal cells and incubated for 24 h at 30°C. MIC is defined as the lowest antifungal agent concentration preventing visible growth. Alternatively, MICs are determined in RPMI 1640 medium buffered with 3-[N-morpholino]propanesulphonic acid (MOPS) to pH 7, under conditions recommended by NCCLS. In all cases, reproducible sharp end points are obtained and trailing effects are not observed[1].
References

[1]. Milner JL, et al. Production of kanosamine by Bacillus cereus UW85. Appl Environ Microbiol. 1996 Aug;62(8):3061-5.

[2]. Janiak AM, et al. Mechanism of antifungal action of kanosamine. Med Mycol. 2001 Oct;39(5):401-8.

 Chemical & Physical Properties

Molecular Formula C6H14ClNO5
Molecular Weight 215.632
Exact Mass 215.056046
PSA 124.01000

 Synonyms

3-Glucosamine hydrochloride
3-Amino-3-deoxy-D-glucose hydrochloride (1:1)
D-Glucose, 3-amino-3-deoxy-, hydrochloride (1:1)
EINECS 260-881-4
D-Glucose,3-amino-3-deoxy-,hydrochloride
3-Amino-3-deoxy-D-glucose hydrochloride
Kanosamine hydrochloride
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