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HOME> Products> Natural and Chemical compound> Negamycin (hydrochloride)

Protein Synthesis Inhibitor with Antimicrobial Activity Negamycin (hydrochloride)

Date：April 14 2022Web Page No：95026

Negamycin is a natural product derived from Streptomyces that exhibits anti-bacterial activity against gram-positive and gram-negative bacteria including multidrug-resistant Pseudomonas aeruginosa.^1-4) Its mechanism of action also inhibits bacterial protein synthesis. It is also attracting attention as a lead compound for the treatment of intractable diseases such as muscular dystrophy.

Specification
Application Notes
References

Specification

CAS#	Not applicable*
Parent CAS#	33404-78-3 (salt free form)
Molecular Formula	C₉H₂₀N₄O₄ HCl
Molecular Weight	284.741
Source	Streptomyces sp. M890-C2
Purity	>80% (qNMR)
Solubility	Soluble in DMSO, H₂O. Insoluble in Hexane

*This product is supplied as the HCl salt form which a CAS number has not been given. CAS# 33404-78-3 is the salt free form of negamycin.

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Application Notes

Negamycin shows excellent therapeutic efficacy against in vivo mouse models of bacterial infection:¹⁾
- Pseudomonas aeruginosa (ED₅₀: 4.4 mg/kg/sc)
- Klebsiella pneumoniae (ED₅₀: 5.0 mg/kg/sc)
- Salmonella typhi (ED₅₀: 2.5 mg/kg/sc)
The LD₅₀ value of negamycin to mice by intravenous injection is 400-500 mg/kg.
Negamycin restores dystrophin expression in skeletal and cardiac muscles of the mdx mouse, an animal model of Duchenne muscular dystrophy(DMD).⁵⁾
Negamycin crosses the bacterial cytoplasmic membrane by multiple routes.⁶⁾

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References

Hamada, M., et al., J. Antibiot., 23 (3), 170～171 (1970). [PMID:5453311]
Mizuno, S., et al., J. Antibiot., 23 (12), 581～588 (1970). [PMID:4950815]
Mizuno, S., et al., J. Antibiot., 23 (12), 589～594 (1970). [PMID:4950816]
Olivier, N.B., et al., Proc. Natl. Acad. Sci. USA, 111 (46), 16274～16279 (2014). [PMID:25368144]
Arakawa, M., et al., J. Biochem., 134 (5), 751～758 (2003). [PMID:14688241]
Hörömpöli, D,, et al., Antimicrob. Agents Chemother., 65 (4), e00986-20 (2021). [PMID:33468467]
Kondo, S., et al., J. Antibiot., 29 (2), 208～211 (1976). [PMID:945259]
Uehara, Y., et al., J. Antibiot., 29 (9), 937～946 (1976). [PMID:791912]
McKinney, D.C., et al., ACS Med. Chem. Lett., 6 (8), 930～935 (2015). [PMID:26288696]
Tagichi, A., et al., ACS Med. Chem. Lett., 3 (2), 118～122 (2012). [PMID:24900441]
Hamada, K., et al., ACS Med. Chem. Lett., 10 (10), 1450～1456 (2019). [PMID:31620232]

[Date : April 27 2024 00:06]

Detail Product Name Product Code Supplier Size Price

DatasheetThis may not be the latest data sheet. 14662 IMCInstitute of Microbial Chemistry 5 mg $500

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Description
Storage	-20°C	CAS	33404-78-3 (salt free form)
Link	Bioactive Compounds

[Date : April 27 2024 00:06]

DatasheetThis may not be the latest data sheet.

Product Code: 14662
Supplier: IMC
Size: 5mg
Price: $500

Description
Storage	-20°C	CAS	33404-78-3 (salt free form)
Link	Bioactive Compounds

Contact

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