Azaserine is a naturally occurring toxic serine derivative diazo compound with antineoplastic and antibiotic properties deriving from its action as a purinergic antagonist and structural similarity to glutamine. Azaserine acts by competitively inhibiting glutamine amidotransferase, a key enzyme responsible for glutamine metabolism.
Azaserine inhibits the rate limiting step of the metabolic hexosamine pathway and irreversibly inhibits ó-glutamyltransferase by acting directly at the substrate-binding pocket. Independent of hexosamine pathway inhibition, azaserine has been demonstrated to protect against hyperglycemic endothelial damage by elevating serum concentrations of manganese-superoxide dismutase, directly reducing the concentration of reactive oxygen species.
Azaserine also downregulates the expression of VCAM-1 and ICAM-1 in response to TNF-ñ, and research indicates that it may have potential in identifying the <small>L</small>-leucine-favoring system transporter in human T-lymphocytes.
Azaserine has a solubility of 50 mg/mL in water, a melting point of 146-162 ðC, a vapor pressure of 1.53x10<sup>âÂÂ10</sup>mmHg at 25 ðC, and decomposes before melting.