An aminoglycoside with diverse biological activities
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Kasugamycin (hydrochloride)

Item No. 15322

Technical Information
Formal Name
3-O-[2-amino-4-[(carboxyiminomethyl)amino]-2,3,4,6-tetradeoxy-α-D-arabino-hexopyranosyl]-D-chiro-inositol, monohydrochloride
CAS Number
19408-46-9
Molecular Formula
C14H25N3O9 • HCl
Formula Weight
Purity
≥70%
A crystalline solid
PBS (pH 7.2): 5 mg/ml
SMILES
O[C@H]1[C@@H](O)[C@H](O)[C@H](O)[C@@H](O[C@@]2([H])O[C@H](C)[C@@H](NC(C(O)=O)=N)C[C@@H]2N)[C@@H]1O.Cl
InChi Code
InChI=1S/C14H25N3O9.ClH/c1-3-5(17-12(16)13(23)24)2-4(15)14(25-3)26-11-9(21)7(19)6(18)8(20)10(11)22;/h3-11,14,18-22H,2,15H2,1H3,(H2,16,17)(H,23,24);1H/t3-,4+,5+,6-,7+,8+,9-,10+,11+,14-;/m1./s1
InChi Key
ZDRBJJNXJOSCLR-NZXABURVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Kasugamycin is an aminoglycoside that has been found in S. kasugaensis and has diverse biological activities.1,2,3 It is active against S. dysenteriae, S. flexneri, S. sonnei, and S. equi when used at a concentration of 50 mg/ml and B. melitensis at 6.25 mg/ml.1 Kasugamycin (1 kg/ha) reduces the severity of rice sheath blight induced by the plant pathogenic fungi R. solani and C. janseana-induced rice narrow brown leaf spot, as well as increases rice yield.2 It also inhibits acidic mammalian chitinase (CHIA), also known as AMCase, with an IC50 value of 4.13 µM. Kasugamycin (12.5, 25, 50, or 100 mg/kg every other day) decreases lung collagen levels in a mouse model of pulmonary fibrosis induced by the glycopeptide antitumor antibiotic bleomycin (Item No. 13877).3 Formulations containing kasugamycin have been used as fungicides in agriculture.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hamada, M., Hashimoto, T., Takahashi, T., et alAntimicrobial activity of kasugamycin. J. Antibiot. (Tokyo) 18, 104-106 (1965).

    2. Uppala, S., and Zhou, X.G. Field efficacy of fungicides for management of sheath blight and narrow brown leaf spot of rice. Crop Prot. 104, 72-77 (2018).

    3. Lee, J.-H., Lee, C.-M., Lee, J.H., et alKasugamycin is a novel chitinase 1 inhibitor with strong antifibrotic effects on pulmonary fibrosis. Am. J. Respir. Cell Mol. Biol. 67(3), 309-319 (2022).