Acivicin

CAS: 42228-92-2

Ref. TR-A190150

Product Information

• Name: Acivicin
• Synonyms: (aS,5S)-a-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic Acid, [S-(R*,R*)]-a-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic Acid, AT 125, Antibiotic AT 125, NSC 163501, U 42126, (2S)-amino[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]ethanoic acid, (S-(R*,R*))-4,5-Dihydro-alpha-amino-3-chloro-5-isoxazoleacetic acid, (alpha-S,5S)-alpha-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid, (alphaS,5S)-alpha-Amino-3-chlor-4,5-dihydro-5-isoxazolylessigsaeure, (alphaS,5S)-alpha-Amino-3-chloro-2-isoxazoline-5-acetic acid, (α-S, 5S)-α-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid, (αS,5S)-α-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid, 5-Isoxazoleacetic acid, 4,5-dihydro-alpha-amino-3-chloro-, (S-(R*,R*))-, 5-Isoxazoleacetic acid, alpha-amino-3-chloro-4,5-dihydro-, 5-Isoxazoleacetic acid, alpha-amino-3-chloro-4,5-dihydro-, (S-(R*,R*))-, 5-Isoxazoleacetic acid, α-amino-3-chloro-4,5-dihydro-, (αS,5S)-, 5-Isoxazoleacetic acid, α-amino-3-chloro-4,5-dihydro-, [S-(R*,R*)]-, Acivicin [USAN:INN], Acivicine, Acivicine [INN-French], Acivicino, Acivicino [INN-Spanish], Acivicinum, Acivicinum [INN-Latin], Amino(3-Chloro-4,5-Dihydro-1,2-Oxazol-5-Yl)Acetic Acid, At 125, Brn 1074648, Nsc 163501, Unii-O0X60K76I6

Description

Applications Azaserine and Acivicin are classical and irreversible inhibitors of γ-Glutamyltranspeptidase (GGT). Acivicin is a potent antitumor antibiotic that induces apoptosis in human lymphoblastoid cells.
References Hanigan, M., et al.: Biochemistry, 32, 6302 (1993); Suzuki, H., et al.: J. Bacteriol., 175, 6038 (1993); Suzuki, H., et al.: J. Biol. Chem., 277, 43536 (2002); Magdalena, L., et al.: Biochem. Pharma., 77, 76 (2009)

• Brand: TRC

Chemical properties

• Molecular weight: 178.57
• Formula: C₅H₇ClN₂O₃
• Color/Form: Off White Solid
• InChI: InChI=1S/C5H7ClN2O3/c6-3-1-2(11-8-3)4(7)5(9)10/h2,4H,1,7H2,(H,9,10)/t2-,4-/m0/s1
• InChI key: InChIKey=QAWIHIJWNYOLBE-OKKQSCSOSA-N
• SMILES: N[C@H](C(=O)O)[C@@H]1CC(Cl)=NO1