1397-84-8
Chemical Structure
Alazopeptin
- CAS No.: 1397-84-8
- Formula:C15H20N6O5
- Molecular Weight:364.36
IUPAC Name: (S)-2-((S)-2-(allylamino)-6-diazo-5-oxohexanamido)-6-diazo-5-oxohexanoic acid
InChIKey: LYUGICBKRYXVHJ-STQMWFEESA-N
SMILES: O=C(O)[C@H](CCC(C=[N+]=[N-])=O)NC([C@H](CCC(C=[N+]=[N-])=O)NCC=C)=O
Biological Activity: Alazopeptin is a non-ribosomal tripeptide azoamino acid antibiotic isolated from various Streptomyces species, with significant anti-tumor, antibacterial and trypanocidal activities. Alazopeptin exhibits cytotoxicity against mouse leukemia cells and S-180 tumor cells, inhibits the growth of Bacillus subtilis, and shows activity against Trypanosoma brucei. Alazopeptin can be widely used in studies related to mouse leukemia, S-180 tumor, human African trypanosomiasis and nagana[1][2][3][4].
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Alazopeptin | Alazopeptin is a non-ribosomal tripeptide azoamino acid antibiotic isolated from various Streptomyces species, with significant anti-tumor, antibacterial and trypanocidal activities. Alazopeptin exhibits cytotoxicity against mouse leukemia cells and S-180 tumor cells, inhibits the growth of Bacillus subtilis, and shows activity against Trypanosoma brucei. Alazopeptin can be widely used in studies related to mouse leukemia, S-180 tumor, human African trypanosomiasis and nagana. | |||||||||||||||||||||
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References
- [1]. Ishiyama A, Otoguro K, Namatame M, et al.. In vitro and in vivo antitrypanosomal activitiy of two microbial metabolites, KS-505a and alazopeptin. The Journal of antibiotics. 2008 Oct;61(10):627-32. [Content Brief]
- [2]. Kawai S, Moriga K, Nirdnoy W, et al.. Identification of Two Distinct Stereoselective Lysine 5-Hydroxylases by Genome Mining Based on Alazopeptin Biosynthetic Enzymes. Chemistry (Weinheim an der Bergstrasse, Germany). 2025 Apr 04;31(20):e202404790. [Content Brief]
- [3]. HATA T, et al. Studies on the antitumor activity of an alazopeptin isolated from a new strain of Streptomyces[J]. The Journal of Antibiotics, 1973, 26(3): 181-183.
- [4]. Kawai S, Katsuyama Y, Ohnishi Y. The α/β Hydrolase AzpM Catalyzes Dipeptide Synthesis in Alazopeptin Biosynthesis Using Two Molecules of Carrier Protein-Tethered Amino Acid. Chembiochem : a European journal of chemical biology. 2022 Apr 05;23(7):e202100700. [Content Brief]
