Actagardin

More Information
Product Details
Synonyms	Gardimycin; Antibiotic A 3802-IV-3
Product Type	Chemical
Properties
Formula	C₈₁H₁₂₄N₂₀O₂₄S₄
MW	1890.2
CAS	59165-34-3
Source/Host Chemicals	Isolated from Actinoplanes sp.
Purity Chemicals	≥80% (HPLC)
Appearance	Beige powder.
Solubility	Soluble in ethanol, DMSO or aqueous acetonitrile.
Identity	Determined by ¹H-NMR and MS.
InChi Key	LOHAAMWDKJNSML-UHFFFAOYSA-N
Smiles	O=C(NC(C(C)C)C(NC1C(NC(C(NC(CC(C)C)C(NC(C(C)SCC2NC3=O)C(NC(C(C)CC)C(NC4CCC(O)=O)=O)=O)=O)=O)C(SCC(C(NCC(NC(C(S(CC(C(O)=O)NC(C(NC2=O)C)=O)=O)C)C(NC(C(C)C)C(NC3C(C)CC)=O)=O)=O)=O)NC4=O)C)=O)=O)C(NC(CNC(C(CO)NC(C(N)CSC1)=O)=O)=O)CC5=CNC6=C5C=CC=C6
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep cool and dry. Protect from light. Protect from light when in solution.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Description

Tetracyclic class II lantibiotic. Structurally related to mersacidine.
Antibiotic. Antibacterial against Gram-positive bacteria and Gram-negative microorganisms.
Specifically inhibits peptidoglycan synthesis in the cell wall of Gram-positive bacteria, resulting in the accumulation of both uridine 5'-disphosphate-N-acetylmuramylpentapeptide and lipid II.
Has the ability to form a complex with lipid intermediate II (lipid II).

Product References

Gardimycin, a new antibiotic from Actinoplanes. I. Description of the producer strain and fermentation studies: F. Parenti, et al.; J. Antibiot. 29, 501 (1976)
Gardimycin, a new antibiotic from Actinoplanes. II Isolation and preliminary characterisation: C. Coronelli, et al.; J. Antibiot. 29, 507 (1976)
The Three-Dimensional Solution Structure of the Lantibiotic Murein-Biosynthesis-Inhibitor Actagardine Determined by NMR: N. Zimmermann & G. Jung; Eur. J. Biochem. 246, 809 (1997)
New insights into the mechanism of action of lantibiotics - Diverse biological effects by binding to the same molecular target: H. Brötz & H.G. Sahl; J. Antimicr. Chemother. 46, 1 (2000)
Lantibiotics produced by Actinobacteria and their potential applications (a review): K. Machado Gomes, et al.; Microbiol. 163, 109 (2017)
Identification of a two-component regulatory system involved in antimicrobial peptide resistance in Streptococcus pneumoniae: A.M. Diagne, et al. PLoS Pathog. 18, e1010458 (2022)
Daptomycin avoids drug resistance mediated by the BceAB transporter in Streptococcus pneumoniae: A. Faure, et al.; Microbiol. Spectr. ahead of print (2024)

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