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K4013

Sigma-Aldrich

Kasugamycin -hydrochlorid aus Streptomyces kasugaensis

Synonym(e):

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

Empirische Formel (Hill-System):
C14H25N3O9 · HCl
CAS-Nummer:
Molekulargewicht:
415.82
MDL-Nummer:
UNSPSC-Code:
51102829
PubChem Substanz-ID:
NACRES:
NA.85

Biologische Quelle

Streptomyces kasugaensis

Qualitätsniveau

Form

powder

Farbe

white to off-white

Wirkungsspektrum von Antibiotika

Gram-negative bacteria
Gram-positive bacteria

Wirkungsweise

protein synthesis | interferes

Lagertemp.

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

InChIKey

ZDRBJJNXJOSCLR-NZXABURVSA-N

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Allgemeine Beschreibung

Chemical structure: aminoglycoside

Anwendung

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. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Tamara Zarubica et al.
RNA (New York, N.Y.), 17(2), 346-355 (2010-12-24)
Bacterial resistance to 4,6-type aminoglycoside antibiotics, which target the ribosome, has been traced to the ArmA/RmtA family of rRNA methyltransferases. These plasmid-encoded enzymes transfer a methyl group from S-adenosyl-L-methionine to N7 of the buried G1405 in the aminoglycoside binding site
P Thammana et al.
Nucleic acids research, 5(3), 805-823 (1978-03-01)
Antibodies raised against N6, N6-dimethyl adenosine were used to study the environment and role of the m62Am62A sequences in the E. coli ribosome. It is observed that this sequence is exposed on the surface of isolated 30S subunits, but becomes
Chi-Yu Huang et al.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes, 45(5), 485-491 (2010-06-01)
The degradation of kasugamycin in water and the effects of kasugamycin on the bacterial communities in sediment and overlying water were analyzed over a 30-day period. Kasugamycin is generally regarded as nontoxic to microorganisms, but in this study we demonstrated
Gayle C McGhee et al.
Phytopathology, 101(2), 192-204 (2010-10-07)
The emergence and spread of streptomycin-resistant strains of Erwinia amylovora in Michigan has necessitated the evaluation of new compounds effective for fire blight control. The aminoglycoside antibiotic kasugamycin (Ks) targets the bacterial ribosome and is particularly active against E. amylovora.
Paul M Duffin et al.
International journal of antimicrobial agents, 33(4), 321-327 (2008-12-23)
The aminoglycoside antibiotic kasugamycin (KSG) inhibits translation initiation and thus the growth of many bacteria. In this study, we tested the susceptibilities to KSG of 22 low-passage clinical isolates and 2 laboratory strains of Neisseria gonorrhoeae. Although the range of

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