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丙氨肽素

維基百科,自由的百科全書
丙氨肽素
臨床資料
ATC碼
  • 未分配
識別資訊
  • 6-diazo-26-diazo-5-oxo-2-[(prop-2-en-1-yl)amino]hexanamido5-oxohexanoic acid
CAS號1397-84-8  checkY[NIH]
PubChem CID
ChemSpider
UNII
ChEMBL
化學資訊
化學式C15H20N6O5
摩爾質量364.36 g·mol−1
3D模型(JSmol英語JSmol
  • C=CCNC(CCC(=C[N+]#N)[O-])C(=O)NC(CCC(=C[N+]#N)[O-])C(=O)O
  • InChI=1S/C15H20N6O5/c1-2-7-18-12(5-3-10(22)8-19-16)14(24)21-13(15(25)26)6-4-11(23)9-20-17/h2,8-9,12-13,18H,1,3-7H2,(H2-2,21,22,23,24,25,26)/b10-8-,11-9- ☒N
  • Key:RCQIFJCPIWRTAF-WGEIWTTOSA-N ☒N

丙氨肽素(英語:Alazopeptin)是一種抗生素,具有中等抗錐蟲[1]和抗腫瘤活性。[2]它最初是從來自愛荷華州威廉斯堡附近的土壤中的Streptacidiphilus griseoplanus英語Streptacidiphilus griseoplanus中分離出來的。[3]它也可以從Kitasatospora azatica中分離出來。[2]它仍然主要通過該生物體的發酵液產生。從結構上來看,丙氨肽素是一種三肽,含有2個6-重氮-5-氧代-L-正亮氨酸英語6-Diazo-5-oxo-L-norleucine分子和1個L-丙氨酸分子。[4][5]2021年,丙氨肽素的生物合成途徑被詳細描述。[6][7]

參考資料

[編輯]
  1. ^ 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可免費查閱. 
  2. ^ 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可免費查閱. 
  3. ^ Patterson EL, Johnson BL, DeVoe SE, Bohonos N. Structure of the antitumor antibiotic alazopeptin. Antimicrobial Agents and Chemotherapy. 1965, 5: 115–118. PMID 5883414. 
  4. ^ 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. (原始內容存檔於2024-04-19). 
  5. ^ 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. (原始內容存檔於2024-04-19). 
  6. ^ 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. 
  7. ^ 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.