Bestatin


CAS No. : 58970-76-6

Bestatin,58970-76-6
Product Details
Cat No:A000817
Synonyms:Ubenimex; 58970-76-6; Ubenimexum [Latin]; (S)-2-((2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido)-4-methylpentanoic acid; Bestatin;Ubenimex
Molecular Formula:C₁₆H₂₄N₂O₄
Molecular Weight:308.38
Target:Aminopeptidase
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Appearance:White solid
Purity:98%(HPLC)
Cat No:A000817
Cas No:58970-76-6
Product-Name:Bestatin
MDL No:MFCD00083262
InChI:InChI=1S/C16H24N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13+,14+/m1/s1
InChIKey:VGGGPCQERPFHOB-RDBSUJKOSA-N
SMILES:CC(C)CC(C(=O)O)NC(=O)C(C(CC1=CC=CC=C1)N)O
Ubenimex, also known as NK 421 and Bestatin, is a CD13 inhibitor. Ubenimex attenuates acquired sorafenib resistance in renal cell carcinoma by inhibiting Akt signaling in a lipophagy associated mechanism. Ubenimex synergistically enhances the effects of anticancer drugs in hepatocellular carcinoma. Ubenimex inhibits cell proliferation, migration and invasion by inhibiting the expression of APN and inducing autophagic cell death in prostate cancer cells.
1: Casares-Crespo L, Fernández-Serrano P, Vicente JS, Mocé E, Castellini C, Stabile AM, Viudes-de-Castro MP. Insemination extender supplementation with bestatin and EDTA has no effect on rabbit reproductive performance. Theriogenology. 2018 Jan 1;105:61-65. doi: 10.1016/j.theriogenology.2017.09.009. Epub 2017 Sep 9. PubMed PMID: 28923707.
2: González-Bacerio J, Maluf SEC, Méndez Y, Pascual I, Florent I, Melo PMS, Budu A, Ferreira JC, Moreno E, Carmona AK, Rivera DG, Alonso Del Rivero M, Gazarini ML. KBE009: An antimalarial bestatin-like inhibitor of the Plasmodium falciparum M1 aminopeptidase discovered in an Ugi multicomponent reaction-derived peptidomimetic library. Bioorg Med Chem. 2017 Sep 1;25(17):4628-4636. doi: 10.1016/j.bmc.2017.06.047. Epub 2017 Jul 4. PubMed PMID: 28728898.
3: Hossain A, Heron D, Davenport I, Huckaba T, Graves R, Mandal T, Muniruzzaman S, Wang S, Bhattacharjee PS. Protective effects of bestatin in the retina of streptozotocin-induced diabetic mice. Exp Eye Res. 2016 Aug;149:100-106. doi: 10.1016/j.exer.2016.06.016. Epub 2016 Jun 23. PubMed PMID: 27344955; PubMed Central PMCID: PMC5499666.
4: Wang L, Wang C, Jia Y, Liu Z, Shu X, Liu K. Resveratrol Increases Anti-Proliferative Activity of Bestatin Through Downregulating P-Glycoprotein Expression Via Inhibiting PI3K/Akt/mTOR Pathway in K562/ADR Cells. J Cell Biochem. 2016 May;117(5):1233-9. doi: 10.1002/jcb.25407. Epub 2015 Nov 30. PubMed PMID: 26460589.
5: Jia Y, Liu Z, Huo X, Wang C, Meng Q, Liu Q, Sun H, Sun P, Yang X, Shu X, Liu K. Enhancement effect of resveratrol on the intestinal absorption of bestatin by regulating PEPT1, MDR1 and MRP2 in vivo and in vitro. Int J Pharm. 2015 Nov 10;495(1):588-98. doi: 10.1016/j.ijpharm.2015.09.042. Epub 2015 Sep 21. PubMed PMID: 26394120.
6: Tomoshige S, Naito M, Hashimoto Y, Ishikawa M. Degradation of HaloTag-fused nuclear proteins using bestatin-HaloTag ligand hybrid molecules. Org Biomol Chem. 2015 Oct 14;13(38):9746-50. doi: 10.1039/c5ob01395j. PubMed PMID: 26338696.
7: Zhang Y, Feng J, Cui L, Zhang Y, Li W, Li C, Shi N, Chen Y, Kong W. Investigation Into Efficiency of a Novel Glycol Chitosan-Bestatin Conjugate to Protect Thymopoietin Oligopeptides From Enzymatic Degradation. J Pharm Sci. 2016 Feb;105(2):828-837. doi: 10.1002/jps.24567. Epub 2016 Jan 11. PubMed PMID: 26173563.
8: Aboge GO, Cao S, Terkawi MA, Masatani T, Goo Y, AbouLaila M, Nishikawa Y, Igarashi I, Suzuki H, Xuan X. Molecular Characterization of Babesia bovis M17 Leucine Aminopeptidase and Inhibition of Babesia Growth by Bestatin. J Parasitol. 2015 Oct;101(5):536-41. doi: 10.1645/15-745.1. Epub 2015 Jun 9. Erratum in: J Parasitol. 2016 Feb;102(1):167. PubMed PMID: 26057618.
9: Li J, Wang X, Hou J, Huang Y, Zhang Y, Xu W. Enhanced anticancer activity of 5-FU in combination with Bestatin: Evidence in human tumor-derived cell lines and an H22 tumor-bearing mouse. Drug Discov Ther. 2015 Feb;9(1):45-52. doi: 10.5582/ddt.2015.01006. PubMed PMID: 25788051.
10: Trochine A, Creek DJ, Faral-Tello P, Barrett MP, Robello C. Bestatin induces specific changes in Trypanosoma cruzi dipeptide pool. Antimicrob Agents Chemother. 2015 May;59(5):2921-5. doi: 10.1128/AAC.05046-14. Epub 2015 Feb 23. PubMed PMID: 25712359; PubMed Central PMCID: PMC4394807.
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