Psicofuranine

- Overview
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    Background
    
    Psicofuranine is an antibiotic that acts as an inhibitor of xanthosine 5’-phosphate (XMP) aminase with IC50 value of 67 μM [1][2][3]. Xanthosine 5’-phosphate (XMP) aminase is an enzyme essential for guanine nucleotide synthesis and possess catalytic activity with either glutamine or ammonia as a substrate [2][3]. Psicofuranine (9-n-psicofuranosy-6-aminopurine) is an antibiotic that acts as an inhibitor of xanthosine 5’-phosphate (XMP) aminase with IC50 value of 67 μM. In unfractionated preparations of both strains B-24 and B-35-2, 6.7 X 10-5M psicofuranin inhibited 50% XMP aminase after 2 minutes. Psicofuranine caused a guanine deficiency in enteric bacteria by inhibition of XMP aminase [2]. Psicofuranine-inhibited aminase couldn’t catalyze the aminolysis of the preformed intermediate to AMP and GMP, nor could it condense ATP and XMP to form the intermediate [3]. Psicofuranine had good antibacterial activity in vivo and antitumor activity [1].
    
    [1]. Ladislav J. Hanka. MECHANISM OF ACTION OF PSICOFURANINE. J Bacteriol. 1960 Jul; 80(1): 30–36.
    [2]. UDAKA S, MOYED HS. INHIBITION OF PARENTAL AND MUTANT XANTHOSINE 5'-PHOSPHATE AMINASES BY PSICOFURANINE. J Biol Chem. 1963 Aug;238:2797-803.
    [3]. Fukuyama TT. Formation of an adenyl xanthosine monophosphate intermediate by xanthosine 5'-phosphate aminase and its inhibition by psicofuranine. J Biol Chem. 1966 Oct 25;241(20):4745-9.
- Properties
  - Alternative Name
    
    Angustmycin C,NSC 53104; 1'-C-(hydroxymethyl)-adenosine
    
    CAS Number
    
    1874-54-0
    
    Molecular Formula
    
    C11H15N5O5
    
    Molecular Weight
    
    297.3
    
    Appearance
    
    A solid
    
    Purity
    
    98.00%
    
    Solubility
    
    Soluble in DMSO
    
    Storage
    
    Store at -20°C
    
    * For Research Use Only