- Ubenimex
-
Ubenimex[1] 
(2S)-2-[[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutanoyl]amino]-4-methylpentanoic acidOther namesBestatin; N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucineIdentifiers CAS number 58970-76-6,
65391-42-6 (HCl)PubChem 72172 ChEMBL CHEMBL29292 
Jmol-3D images Image 1 - CC(C)C[C@@H](C(=O)O)NC(=O)[C@H]([C@@H](CC1=CC=CC=C1)N)O
Properties Molecular formula C16H24N2O4 Molar mass 308.37 g mol−1 Melting point 245 °C (dec.)
Hazards S-phrases S22 S24/25 
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)Infobox references Ubenimex (INN), also known as bestatin, is a competitive protease inhibitor. It is an inhibitor of aminopeptidase B[2], leukotriene A4 hydrolase [3], aminopeptidase N.[4] It is being studied for use in the treatment of acute myelocytic leukemia.[5]
Crystal structure of bestatin in the binding pocket of leukotriene A4 hydrolase. Rendered from PDB 1HS6.
References
- ^ N-((2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl)-L-leucine at Sigma-Aldrich
- ^ Umezawa,H., Aoyagi,T., Suda,H., Hamada,M. & Takeuchi,T. (1976). Bestatin, an inhibitor of aminopeptidase B, produced by actinomycetes.. pp. 97–99.
- ^ Muskardin,D.T., Voelkel,N.F. & Fitzpatrick,F.A. (1994). Modulation of pulmonary leukotriene formation and perfusion pressure by bestatin, an inhibitor of leukotriene A4 hydrolase.. pp. 131–137.
- ^ K Sekine, H Fujii and F Abe (1999). Induction of apoptosis by bestatin (ubenimex) in human leukemic cell lines. 13. pp. 729–734.
- ^ Hirayama, Y; Sakamaki, S; Takayanagi, N; Tsuji, Y; Sagawa, T; Chiba, H; Matsunaga, T; Niitsu, Y (2003). "Chemotherapy with ubenimex corresponding to patient age and organ disorder for 18 cases of acute myelogeneous leukemia in elderly patients--effects, complications and long-term survival". Gan to kagaku ryoho. Cancer & chemotherapy 30 (8): 1113–8. PMID 12938265.
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