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ChemicalBook--->CAS DataBase List--->33404-78-3

33404-78-3

33404-78-3 Structure

33404-78-3 Structure
IdentificationBack Directory
[Name]

negamycin
[CAS]

33404-78-3
[Synonyms]

negamycin
(3R,5R)-3,6-Diamino-5-hydroxyhexanoic acid 2-(carboxymethyl)-2-methyl hydrazide
(3R,5R)-3,6-Diamino-5-hydroxyhexanoic acid-N'-methyl-N'-(2-oxo-2-hydroxyethyl) hydrazide
L-threo-Hexonic acid, 3,6-diamino-2,3,4,6-tetradeoxy-, 2-(carboxymethyl)-2-methylhydrazide
[Molecular Formula]

C9H20N4O4
[MDL Number]

MFCD01672022
[MOL File]

33404-78-3.mol
[Molecular Weight]

248.28
Chemical PropertiesBack Directory
[Melting point ]

110-120° (dec)
[alpha ]

D29 +2.5° (c = 2)
[density ]

1.303±0.06 g/cm3(Predicted)
[pka]

pKa values after treatment with HCl-methanol: 3.55, 8.10, 9.75(at 25℃)
Hazard InformationBack Directory
[Uses]

Negamycin is a compound with antibacterial activity that inhibits protein synthesis by binding to the head domain of the bacterial ribosomal small subunit, leading to cell death, and also promotes misreading of near-cognate codons.
[References]

[1] Negamycin induces translational stalling and miscoding by binding to the small subunit head domain of the Escherichia coli ribosome DOI:10.1073/pnas.1414401111
Safety DataBack Directory
[Toxicity]

LD50 i.v. in mice: 400-500 mg/kg (Hameda)
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