Sandramycin

- Overview
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    Background
    
    Sandramycin is a cyclic depsipeptide antibiotic that was first isolated from cultured broth of a Nocardioides sp [1].
    Sandramycin is an antitumor antibiotic. Sandramycin was closely related to the cyclic depsipeptides luzopeptins A, B, C and D. Sandramycin exhibited strong inhibition to the Gram-positive organisms Bacillus subtilis, Staphylococcus aureus and Streptococcusfaecalis. Its antimicrobial activity paralleled that which was observed for echinomycin and luzopeptin A [1]. Sandramycin was also a bifunctional DNA intercalator that strongly binds DNA and forms crosslinks between DNA molecules [2].
    In transplantable mouse leukemia P388, Sandramycin was moderately active with values comparable to those for luzopeptin A. Injection of 2 mg/kg showed the best increase in life span over the controls (61%) [1].
    
    [1]. Matson JA, Bush JA. Sandramycin, a novel antitumor antibiotic produced by a Nocardioides sp. Production, isolation, characterization and biological properties. J Antibiot (Tokyo). 1989 Dec;42(12):1763-7.
    [2]. Boger DL, Saionz KW. DNA binding properties of key sandramycin analogues: systematic examination of the intercalation chromophore. Bioorg Med Chem. 1999 Feb;7(2):315-21.
- Properties
  - Categories
    
    cyclic depsipeptide antibiotic
    
    Alternative Name
    
    (-)-Sandramycin; N-[(3-hydroxy-2-quinolinyl)carbonyl]-D-seryl-(2S)-2-piperidinecarbonylglycyl-N-methylglycyl-N-methyl-L-valine, bimol. (5→1'3),(5'→13)-dilactone
    
    CAS Number
    
    100940-65-6
    
    Molecular Formula
    
    C60H76N12O16
    
    Molecular Weight
    
    1221.3
    
    Appearance
    
    A solid
    
    Purity
    
    Purity ≥95.00%
    
    Solubility
    
    Soluble in DMSO
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    O=C([[email protected]@H](COC([[email protected]@H](N(C(CN(C(CNC([[email protected]@](CCCC1)([H])N1C2=O)=O)=O)C)=O)C)C(C)C)=O)NC(C3=NC(C=CC=C4)=C4C=C3O)=O)N(CCCC5)[[email protected]]5([H])C(NCC(N(CC(N([[email protected]](C(OC[[email protected]]2NC(C6=NC(C=CC=C7)=C7C=C6O)=O)=O)C(C)C)C)=O)C)=O)=O
    
    * For Research Use Only

Documents

COA (Certificate Of Analysis)

MSDS (Material Safety Data Sheet)

Datasheet

Sandramycin

Background

Documents

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