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K4013

Kasugamycin hydrochloride from Streptomyces kasugaensis

Synonym(s):

3-O-[2-Amino-4-[(carboxyiminomethyl)amino]-2,3,4,6-tetradeoxy-D-arabino-hexopyranosyl]-D-chiro-inositol

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About This Item

Empirical Formula (Hill Notation):
C14H25N3O9 · HCl
CAS Number:
19408-46-9
Molecular Weight:
415.82
NACRES:
NA.85
PubChem Substance ID:
24896238
UNSPSC Code:
51102829
MDL number:
MFCD00058459
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biological source

Streptomyces kasugaensis

Quality Segment

200

form

powder

color

white to off-white

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](N)C[C@@H]1NC(C(O)=O)=N.Cl

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

General description

Chemical structure: aminoglycoside

Application

Kasugamycin (Ksg) is an aminoglycoside antibiotic isolated from Streptomyces kasugaensis. It is used to study ribosome structure and interactions near the m26A m26A sequence. It is used to study the mechanisms of kasugamycin resistance.

Biochem/physiol Actions

Kasugamycin binds within the mRNA channel of the 30S subunit between the universally conserved G926 and A794 nucleotides in 16S ribosomal RNA. It inhibits protein synthesis and binding of aminoacyl-sRNA to the ribosomes in fungi and induces f-met-tRNA dissociation from the P-site of the 30S subunit.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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