Amphomycin

- Overview
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    Background
    
    Amphomycin is a natural antibacterial lipopeptide.
    Cyclic lipopeptides are a promising class of natural products with antibiotic properties. Cyclic lipopeptides are amphiphilic molecules, composed of a fatty acid tail linked to a short oligopeptide which form a macrocylic ring structure.
    In vitro: In previous study, Calf brain endoplasmic reticulum membranes were incubated with varying concentrations of GDP-mannose in the presence and absence of amphomycin, results showed no significant difference in apparent Km for GDP-mannose. However, the Vmax was reduced in the presence of amphomycin as compared with in its absence. Moreover, when mannosylphosphoryldolichol synthase activity was measured in the presence of amphomycin, the shape of the substrate velocity curve changed from a rectangular hyperbola to a sigmoid [1].
    In vivo: The PK of lipopeptides, the semi-synthetic amphomycin analogues, were evaluated in mice and rats following single i.v. and oral administration. Following oral administration at 50 mg/kg, plasma concentrations of amphomycin analogues were
    Clinical trial: Up to now, amphomycin is still in the preclinical development stage.
    
    [1] D. K. Banerjee. Amphomycin inhibits mannosylphosphoryldolichol synthesis by forming a complex with dolichylmonophosphate. The Journal of Biological Chemisty 264(4), 2024-2028 (1989).
    [2] Pasetka CJ, Erfle DJ, Cameron DR, Clement JJ, Rubinchik E. Novel antimicrobial lipopeptides with long in vivo half-lives. Int J Antimicrob Agents. 2010 Feb;35(2):182-5.
- Properties
  - Categories
    
    natural antibacterial lipopeptide
    
    Alternative Name
    
    2,2'-((6S,9R,15S,21S,24S,26aR,33S,34R,36aS)-9-((R)-1-aminoethyl)-33-((2S)-3-carboxy-2-((Z)-10-methyldodec-3-enamido)propanamido)-24-((S)-1-carboxyethyl)-6-isopropyl-34-methyl-5,8,11,14,17,20,23,26,32,36-decaoxotetratriacontahydro-1H,5H-pyrido[1,2-a]pyrrol
    
    CAS Number
    
    1402-82-0
    
    Molecular Formula
    
    C58H91N13O20
    
    Molecular Weight
    
    1290.4
    
    Appearance
    
    An off-white to fawn solid
    
    Purity
    
    Purity ≥95.00%
    
    Solubility
    
    Soluble in DMSO
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    O=C([[email protected]@H]1N(CCCC1)C([[email protected]@](NC([[email protected]@H](NC(C/C=C\CCCCCC(CC)C)=O)CC(O)=O)=O)([[email protected]](NC([[email protected]@H]2CCCN2C([[email protected]@H](NC([[email protected]@]([H])([[email protected]](N)C)N3)=O)C(C)C)=O)=O)C)[H])=O)N[[email protected]@]([[email protected]@H](C(O)=O)C)(C(N[[email protected]](C(NCC(N[[email protected]@H](CC(O)=O)C(NCC3=O)=O)=O)=O)CC(O)=O)=O)[H]
    
    * For Research Use Only

Documents

COA (Certificate Of Analysis)

MSDS (Material Safety Data Sheet)

Datasheet

Amphomycin

Background

Documents

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