Alazopeptin is an
antibiotic, with moderate anti-
trypanosomal[1] and antitumor activity.[2] It was originally isolated from Streptacidiphilus griseoplanus, sourced from soil near
Williamsburg, Iowa.[3] It is also isolated from Kitasatospora azatica[2] It is still largely produced via fermentation broths of that
organism. Structurally, alazopeptin is a tripeptide and contains 2 molecules of
6-diazo-5-oxo-L-norleucine and one molecule of L-alanine.[4][5] In 2021 the biosynthetic pathway of alazopeptin was elucidated.[6][7]
^Patterson EL, Johnson BL, DeVoe SE, Bohonos N (1965). "Structure of the antitumor antibiotic alazopeptin". Antimicrobial Agents and Chemotherapy. 5: 115–118.
PMID5883414.
^Kawai S, Sugaya Y, Hagihara R, Tomita H, Katsuyama Y, Ohnishi Y (April 2021). "Complete Biosynthetic Pathway of Alazopeptin, a Tripeptide Consisting of Two Molecules of 6-Diazo-5-oxo-l-norleucine and One Molecule of Alanine". Angewandte Chemie. 60 (18): 10319–10325.
doi:
10.1002/anie.202100462.
PMID33624374.
S2CID232039107.
^Kawai S, Katsuyama Y, Ohnishi Y (April 2022). "The α/β Hydrolase AzpM Catalyzes Dipeptide Synthesis in Alazopeptin Biosynthesis Using Two Molecules of Carrier Protein-Tethered Amino Acid". ChemBioChem. 23 (7): e202100700.
doi:
10.1002/cbic.202100700.
PMID35132756.
S2CID246651326.