Ubenimex
Appearance
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Names | |
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IUPAC name
(2S)-2-[[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutanoyl]amino]-4-methylpentanoic acid
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Other names
Bestatin; N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine
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Identifiers | |
3D model (JSmol)
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ChEMBL | |
ECHA InfoCard | 100.055.917 |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C16H24N2O4 | |
Molar mass | 308.378 g·mol−1 |
Melting point | 245 °C (dec.) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.](http://upload.wikimedia.org/wikipedia/commons/thumb/f/f6/Bestatin.jpg/350px-Bestatin.jpg)
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" (29): 97–99.
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(help)CS1 maint: multiple names: authors list (link) - ^ 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" (48): 131–137.
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(help)CS1 maint: multiple names: authors list (link) - ^ K Sekine, H Fujii and F Abe (1999). "Induction of apoptosis by bestatin (ubenimex) in human leukemic cell lines". 13 (5): 729–734.
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(help) - ^ 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.