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[1]. It is used to study the mechanisms of kasugamycin resistance[2].

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[2]. 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)