丙氨肽素
化合物
(重定向自C15H20N6O5)
丙氨肽素(英語:Alazopeptin)是一种抗生素,具有中等抗锥虫[1]和抗肿瘤活性。[2]它最初是从来自爱荷华州威廉斯堡附近的土壤中的Streptacidiphilus griseoplanus中分离出来的。[3]它也可以从Kitasatospora azatica中分离出来。[2]它仍然主要通过该生物体的发酵液产生。从结构上来看,丙氨肽素是一种三肽,含有2个6-重氮-5-氧代-L-正亮氨酸分子和1个L-丙氨酸分子。[4][5]2021年,丙氨肽素的生物合成途径被详细描述。[6][7]
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CAS号 | 1397-84-8 [NIH] |
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化学式 | C15H20N6O5 |
摩尔质量 | 364.36 g·mol−1 |
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参考资料
- ^ Ishiyama A, Otoguro K, Namatame M, Nishihara A, Furusawa T, Masuma R, et al. In vitro and in vivo antitrypanosomal activitiy [sic] of two microbial metabolites, KS-505a and alazopeptin. The Journal of Antibiotics. October 2008, 61 (10): 627–632. PMID 19168977. doi:10.1038/ja.2008.83 .
- ^ 2.0 2.1 Hata T, Umezawa I, Iwai Y, Katagiri M, Awaya J. Studies on the antitumor activity of an alazopeptin isolated from a new strain of Streptomyces. The Journal of Antibiotics. March 1973, 26 (3): 181–183. PMID 4205875. doi:10.7164/antibiotics.26.181 .
- ^ Patterson EL, Johnson BL, DeVoe SE, Bohonos N. Structure of the antitumor antibiotic alazopeptin. Antimicrobial Agents and Chemotherapy. 1965, 5: 115–118. PMID 5883414.
- ^ De Voe SE, Rigler NE, Shay AJ, Martin JH, Boyd TC, Backus EJ, et al. Alazopeptin; production, isolation, and chemical characteristics. Antibiotics Annual. 1956–1957: 730–735 [2024-04-19]. PMID 13425456. (原始内容存档于2024-04-19).
- ^ Patterson EL, Johnson BL, DeVoe SE, Bohonos N. Structure of the antitumor antibiotic alazopeptin. Antimicrobial Agents and Chemotherapy. 1965, 5: 115–118 [2024-04-19]. PMID 5883414. (原始内容存档于2024-04-19).
- ^ Kawai S, Sugaya Y, Hagihara R, Tomita H, Katsuyama Y, Ohnishi Y. 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. April 2021, 60 (18): 10319–10325. PMID 33624374. S2CID 232039107. doi:10.1002/anie.202100462.
- ^ 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. April 2022, 23 (7): e202100700. PMID 35132756. S2CID 246651326. doi:10.1002/cbic.202100700.