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Azaserine: Difference between revisions

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'''References'''

Rao MS. 1987 Animal models of exocrine pancreatic carcinogenesis. Cancer Metastasis Rev. 1987;6(4):665-76.

Christophe J. 1994 Pancreatic tumoral cell line AR42J: an amphicrine model. Am J Physiol. 1994 Jun;266(6 Pt 1):G963-71.

Longnecker DS and Wilson GL "Ch.32, Pancreas " pp 227-254, Handbook of Toxicologic Pathology (eds Haschek WM etal. 2nd Edition) 2 Vols., Publ. Elsevier, New York, London.








Revision as of 07:16, 6 May 2012

Pharmaceutical compound
Azaserine
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • O-(2-Diazoacetyl)-L-serine
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.003.692 Edit this at Wikidata
Chemical and physical data
FormulaC5H7N3O4
Molar mass173.127 g/mol g·mol
3D model (JSmol)
SMILES
  • O=C(OC(N)C(O)=O)/C==
InChI
  • InChI=1S/C5H7N3O4/c6-3(5(10)11)2-12-4(9)1-8-7/h1,3H,2,6H2,(H,10,11)/t3-/m0/s1
  • Key:MZZGOOYMKKIOOX-VKHMYHEASA-N
  (verify)

Azaserine is a carcinogen primarily used for researching pancreatic cancer in animal models. It is a glutamine analogue that irreversibly inhibits glutamine utilizing enzymes such as Gln: Phosphoribosyl Amidotransferase, which is involved in the biosynthesis of Inosine monophosphate (IMP). IMP is an important precursor to the purine nucleotides which include Adenosine monophosphate (AMP) and Guanosine monophosphate (GMP).

Further enzymes of purine and pyrimidine metabolism are inhibited as well. Therefore it was tested as anti-cancer drug by different authors in different indications (not only pancreatic cancer) in pre-clinical settings. Further glutamine analogues that were tested as anti-cancer drugs are DON and Acivicin.

References

Rao MS. 1987 Animal models of exocrine pancreatic carcinogenesis. Cancer Metastasis Rev. 1987;6(4):665-76.

Christophe J. 1994 Pancreatic tumoral cell line AR42J: an amphicrine model. Am J Physiol. 1994 Jun;266(6 Pt 1):G963-71.

Longnecker DS and Wilson GL "Ch.32, Pancreas " pp 227-254, Handbook of Toxicologic Pathology (eds Haschek WM etal. 2nd Edition) 2 Vols., Publ. Elsevier, New York, London.




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