Chemistry:Alazopeptin
From HandWiki
Short description: Chemical compound
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| Formula | C15H20N6O5 |
| Molar mass | 364.362 g·mol−1 |
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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]
References
- ↑ "In vitro and in vivo antitrypanosomal activitiy [sic] of two microbial metabolites, KS-505a and alazopeptin". The Journal of Antibiotics 61 (10): 627–632. October 2008. doi:10.1038/ja.2008.83. PMID 19168977.
- ↑ 2.0 2.1 "Studies on the antitumor activity of an alazopeptin isolated from a new strain of Streptomyces". The Journal of Antibiotics 26 (3): 181–183. March 1973. doi:10.7164/antibiotics.26.181. PMID 4205875.
- ↑ "Structure of the antitumor antibiotic alazopeptin". Antimicrobial Agents and Chemotherapy 5: 115–118. 1965. PMID 5883414.
- ↑ "Alazopeptin; production, isolation, and chemical characteristics". Antibiotics Annual: 730–735. 1956–1957. PMID 13425456. https://pubmed.ncbi.nlm.nih.gov/13425456/.
- ↑ "Structure of the antitumor antibiotic alazopeptin". Antimicrobial Agents and Chemotherapy 5: 115–118. 1965. PMID 5883414. https://pubmed.ncbi.nlm.nih.gov/5883414/.
- ↑ "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. April 2021. doi:10.1002/anie.202100462. PMID 33624374.
- ↑ "The α/β Hydrolase AzpM Catalyzes Dipeptide Synthesis in Alazopeptin Biosynthesis Using Two Molecules of Carrier Protein-Tethered Amino Acid". ChemBioChem 23 (7): e202100700. April 2022. doi:10.1002/cbic.202100700. PMID 35132756.
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