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
• 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

Properties

• 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

Description

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)