Ubenimex (BioDeep_00000230884)
Main id: BioDeep_00000003100
PANOMIX_OTCML-2023 Antitumor activity Volatile Flavor Compounds
代谢物信息卡片
化学式: C16H24N2O4 (308.1735984)
中文名称: 乌苯美司
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C)CC(C(=O)O)NC(=O)C(C(CC1=CC=CC=C1)N)O
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
描述信息
Ubenimex (also known as bestatin) is a competitive protease inhibitor. It is an inhibitor of aminopeptidase B, leukotriene A4 hydrolase, aminopeptidase N. It is being studied for use in the treatment of acute myelocytic leukemia.
Ubenimex is a microbial metabolite and dipeptide with potential immunomodulatory and antitumor activities. Ubenimex competitively inhibits many aminopeptidases, including B, N and leucine aminopeptidases. Aminopeptidases has been implicated in the process of cell adhesion and invasion of tumor cells. Therefore, inhibiting aminopeptidases may partially attribute to the antitumor effect of ubenimex. This agent also activates T lymphocyte, macrophage and bone marrow stem cell as well as stimulates release of interleukin-1 and -2, thus further enhances its antitumor activity.
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D044966 - Anti-Retroviral Agents
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors
C308 - Immunotherapeutic Agent > C2139 - Immunostimulant
D000970 - Antineoplastic Agents
D007155 - Immunologic Factors
Bestatin is a natural, broad-spectrum, and competitive CD13 (Aminopeptidase N)/APN and leukotriene A4 hydrolase inhibitor. Bestatin has anticancer effects[1][2].
同义名列表
62 个代谢物同义名
(2S)-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenyl-butanoyl]amino]-4-methyl-pentanoic acid; (2S)-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]amino]-4-methylpentanoic acid; (2S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanoic acid; (S)-2-((2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido)-4-methylpentanoic acid; (S)-2-((2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido)-4-methylpentanoicacid; L-Leucine, N-(3-amino-2-hydroxy-1-oxo-4-phenylbutyl)-, (S-(R*,S*))-; 2-(3-AMINO-2-HYDROXY-4-PHENYL-BUTYRYLAMINO)-4-METHYL-PENTANOIC ACID; L-Leucine, N-[(2S,3R)-3-amino-2-hydroxy-1-oxo-4-phenylbutyl]-; L-LEUCINE, N-((2S,3R)-3-AMINO-2-HYDROXY-1-OXO-4-PHENYLBUTYL)-; N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine, 97\\%; (S-(R*,S*))-N-(3-Amino-2-hydroxy-4-phenylbutyroyl)-L-leucine; (-)-N-((2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl)-L-leucine; N-[(2S,3R)-3-Amino-2-hydroxy-1-oxo-4-phenylbutyl]-L-leucine; N-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]-L-leucine; N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine; N-((2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTANOYL)-LEUCINE; ((2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl)-L-leucine; 3-(R)-Amino-2-(S)-hydroxy-4-phenylbutanoyl-(S)-leucine; bestatin, (L-Leu)-(S-(R*,S*))-isomer, hydrochloride; [(2S,3R)-3-Amino-2-hydroxy-4-phenylbutanoyl]-Leu; (3-amino-2-hydroxy-4-phenylbutanoyl)-L-leucine; 3-amino-2-hydroxy-4-phenylbutyryl-L-leucine; bestatin, (L-Leu)-(R-(R*,S*))-isomer; bestatin, (D-Leu)-(R-(R*,S*))-isomer; bestatin, (L-Leu)-(S-(R*,R*))-isomer; bestatin, (L-Leu)-(R-(R*,R*))-isomer; bestatin, (D-Leu)-(R-(R*,R*))-isomer; bestatin, (D-Leu)-(S-(R*,S*))-isomer; VGGGPCQERPFHOB-RDBSUJKOSA-N; Ubenimex (Bestatin); Ubenimex(Bestatin); Ubenimex, Bestatin; Ubenimex [INN:JAN]; Ubenimexum [Latin]; UBENIMEX [WHO-DD]; UBENIMEX [MART.]; BCBcMAP01_000178; UNII-I0J33N5627; Ubenimex- Bio-X; Ubenimex, solid; UBENIMEX [INN]; UBENIMEX [JAN]; Lopac0_000214; UBENIMEX [MI]; KBio2_002841; KBio3_000545; KBio2_005409; Ubenimex,(S); (-)-bestatin; KBio3_000546; KBio2_000273; IDI1_034023; SMP1_000030; Bio2_000753; Bio2_000273; I0J33N5627; Ubenimexum; Ubestatin; bestatin; Ubenimex; 1txr; Ubenimex
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Quan Chen, Bingbing Wu, Pengfei Ge, Peng Zhang, Xia Chen. Ubenimex Combined with Pemetrexed Upregulates SOCS1 to Inhibit Lung Adenocarcinoma Progression via the JAK2-STAT3 Signaling Pathway.
Disease markers.
2022; 2022(?):5614939. doi:
10.1155/2022/5614939
. [PMID: 35789603] - Kairui Yue, Xiaohan Hou, Geng Jia, Liang Zhang, Jian Zhang, Leqiao Tan, Xuejian Wang, Zhaolin Zhang, Peixia Li, Wenfang Xu, Xiaoyang Li, Yuqi Jiang. Design, synthesis and biological evaluation of hybrid of ubenimex-fluorouracil for hepatocellular carcinoma therapy.
Bioorganic chemistry.
2021 11; 116(?):105343. doi:
10.1016/j.bioorg.2021.105343
. [PMID: 34544027] - Laura Rivera Méndez, Yarini Arrebola, Mario E Valdés-Tresanco, Lisset Díaz-Guevara, Gretchen Bergado, Belinda Sánchez, Jean-Louis Charli, Isel Pascual Alonso. Bestatin and bacitracin inhibit porcine kidney cortex dipeptidyl peptidase IV activity and reduce human melanoma MeWo cell viability.
International journal of biological macromolecules.
2020 Dec; 164(?):2944-2952. doi:
10.1016/j.ijbiomac.2020.08.157
. [PMID: 32846184] - Eman D Elkerdany, Suzanne M Elnassery, Fadwa M Arafa, Sahar Abdel-Fattah Zaki, Rasha F Mady. In vitro effect of a novel protease inhibitor cocktail on Toxoplasma gondii tachyzoites.
Experimental parasitology.
2020 Dec; 219(?):108010. doi:
10.1016/j.exppara.2020.108010
. [PMID: 33007297] - Jiangying Cao, Wei Zhao, Chunlong Zhao, Qian Liu, Shunda Li, Guozhen Zhang, C James Chou, Yingjie Zhang. Development of a Bestatin-SAHA Hybrid with Dual Inhibitory Activity against APN and HDAC.
Molecules (Basel, Switzerland).
2020 Oct; 25(21):. doi:
10.3390/molecules25214991
. [PMID: 33126591] - Magdalena Markowicz-Piasecka, Johanna Huttunen, Ahmed Montaser, Kristiina M Huttunen. Hemocompatible LAT1-inhibitor can induce apoptosis in cancer cells without affecting brain amino acid homeostasis.
Apoptosis : an international journal on programmed cell death.
2020 06; 25(5-6):426-440. doi:
10.1007/s10495-020-01603-7
. [PMID: 32405891] - Yun-Kai Yang, Da-Dong Shen, Peng He, Liang-Dong Du, Ding-Jian Wan, Pu Wang, Tao Wang, Mei-Qing Feng. Chemically synthesized LYRM03 could inhibit the metastasis of human breast cancer MDA-MB-231 cells in vitro and in vivo.
Bioorganic & medicinal chemistry letters.
2019 07; 29(14):1719-1726. doi:
10.1016/j.bmcl.2019.05.027
. [PMID: 31126854] - Yanira Méndez, German De Armas, Idalia Pérez, Tamara Rojas, Mario E Valdés-Tresanco, Maikel Izquierdo, Maday Alonso Del Rivero, Yoanna María Álvarez-Ginarte, Pedro A Valiente, Carmen Soto, Lena de León, Aldrin V Vasco, William L Scott, Bernhard Westermann, Jorge González-Bacerio, Daniel G Rivera. Discovery of potent and selective inhibitors of the Escherichia coli M1-aminopeptidase via multicomponent solid-phase synthesis of tetrazole-peptidomimetics.
European journal of medicinal chemistry.
2019 Feb; 163(?):481-499. doi:
10.1016/j.ejmech.2018.11.074
. [PMID: 30544037] - L Casares-Crespo, P Fernández-Serrano, J S Vicente, E Mocé, C Castellini, A M Stabile, M P Viudes-de-Castro. Insemination extender supplementation with bestatin and EDTA has no effect on rabbit reproductive performance.
Theriogenology.
2018 Jan; 105(?):61-65. doi:
10.1016/j.theriogenology.2017.09.009
. [PMID: 28923707] - Chunhui Dou, Chunyan Fang, Yan Zhao, Xiaoyan Fu, Yufei Zhang, Dongqi Zhu, Huina Wu, Huijie Liu, Jian Zhang, Wenfang Xu, Zhijun Liu, Hongyan Wang, Daqi Li, Xuejian Wang. BC-02 eradicates liver cancer stem cells by upregulating the ROS-dependent DNA damage.
International journal of oncology.
2017 Dec; 51(6):1775-1784. doi:
10.3892/ijo.2017.4159
. [PMID: 29039459] - Shuai Liu, Mingwei Gao, Xiaoqing Wang, Sentai Ding, Jiaju Lv, Dexuan Gao, Zhiyang Wang, Zhihong Niu. Ubenimex attenuates acquired sorafenib resistance in renal cell carcinoma by inhibiting Akt signaling in a lipophagy associated mechanism.
Oncotarget.
2016 Nov; 7(48):79141-79153. doi:
10.18632/oncotarget.13003
. [PMID: 27816967] - Jing Zheng, Jin Xiang, Jia Miao, Qin Yu, Chao Hu, Yong-ping Qin, Shi-qing Shu, Feng Nan, Ying Wang, Xiao-hong Zhu. [Bioequivalence of Ubenimex Capsules in Healthy Volunteers].
Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition.
2016 Jan; 47(1):85-9, 92. doi:
NULL
. [PMID: 27062789] - Jiaoyan Lv, Linlin Zou, Lina Zhao, Wei Yang, Yingluo Xiong, Bingji Li, Rui He. Leukotriene B₄-leukotriene B₄ receptor axis promotes oxazolone-induced contact dermatitis by directing skin homing of neutrophils and CD8⁺ T cells.
Immunology.
2015 Sep; 146(1):50-8. doi:
10.1111/imm.12478
. [PMID: 25959240] - Shuai Liu, Fang Xie, Hafeng Wang, Zheng Liu, Xiaowen Liu, Liang Sun, Zhihong Niu. Ubenimex inhibits cell proliferation, migration and invasion in renal cell carcinoma: the effect is autophagy-associated.
Oncology reports.
2015 Mar; 33(3):1372-80. doi:
10.3892/or.2014.3693
. [PMID: 25571917] - Jin Li, Xuejian Wang, Jinning Hou, Yongxue Huang, Yingjie Zhang, Wenfang Xu. Enhanced anticancer activity of 5-FU in combination with Bestatin: Evidence in human tumor-derived cell lines and an H22 tumor-bearing mouse.
Drug discoveries & therapeutics.
2015 Feb; 9(1):45-52. doi:
10.5582/ddt.2015.01006
. [PMID: 25788051] - Li Wang, Changyuan Wang, Qi Liu, Qiang Meng, Xiaokui Huo, Pengyuan Sun, Xiaobo Yang, Huijun Sun, Yuhong Zhen, Jinyong Peng, Xiaochi Ma, Kexin Liu. PEPT1- and OAT1/3-mediated drug-drug interactions between bestatin and cefixime in vivo and in vitro in rats, and in vitro in human.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2014 Oct; 63(?):77-86. doi:
10.1016/j.ejps.2014.06.019
. [PMID: 25016073] - Yanna Zhu, Qiang Meng, Changyuan Wang, Qi Liu, Xiaokui Huo, Aijie Zhang, Pengyuan Sun, Huijun Sun, Hua Li, Kexin Liu. Methotrexate-bestatin interaction: involvement of P-glycoprotein and organic anion transporters in rats.
International journal of pharmaceutics.
2014 Apr; 465(1-2):368-77. doi:
10.1016/j.ijpharm.2014.02.020
. [PMID: 24530518] - Xiaokui Huo, Qi Liu, Changyuan Wang, Qiang Meng, Huijun Sun, Jinyong Peng, Xiaochi Ma, Pengyuan Sun, Kexin Liu. Inhibitory effect of valsartan on the intestinal absorption and renal excretion of bestatin in rats.
Journal of pharmaceutical sciences.
2014 Feb; 103(2):719-29. doi:
10.1002/jps.23805
. [PMID: 24338900] - Xiaokui Huo, Qi Liu, Changyuan Wang, Qiang Meng, Huijun Sun, Jinyong Peng, Xiaochi Ma, Kexin Liu. Enhancement effect of P-gp inhibitors on the intestinal absorption and antiproliferative activity of bestatin.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2013 Nov; 50(3-4):420-8. doi:
10.1016/j.ejps.2013.08.010
. [PMID: 23981338] - Xiaopan Zhang, Lei Zhang, Jian Zhang, Jinhong Feng, Yumei Yuan, Hao Fang, Wenfang Xu. Design, synthesis and preliminary activity evaluation of novel 3-amino-2-hydroxyl-3-phenylpropanoic acid derivatives as aminopeptidase N/CD13 inhibitors.
Journal of enzyme inhibition and medicinal chemistry.
2013 Jun; 28(3):545-51. doi:
10.3109/14756366.2012.656622
. [PMID: 22380779] - Rebecca Deprez-Poulain, Marion Flipo, Catherine Piveteau, Florence Leroux, Sandrine Dassonneville, Isabelle Florent, Louis Maes, Paul Cos, Benoit Deprez. Structure-activity relationships and blood distribution of antiplasmodial aminopeptidase-1 inhibitors.
Journal of medicinal chemistry.
2012 Dec; 55(24):10909-17. doi:
10.1021/jm301506h
. [PMID: 23176597] - Sébastien Albrecht, Emmanuel Salomon, Albert Defoin, Céline Tarnus. Rapid and efficient synthesis of a novel series of substituted aminobenzosuberone derivatives as potent, selective, non-peptidic neutral aminopeptidase inhibitors.
Bioorganic & medicinal chemistry.
2012 Aug; 20(16):4942-53. doi:
10.1016/j.bmc.2012.06.041
. [PMID: 22796349] - Zeng Wang, Jin Xiang, Qin Yu, Mao-Zhi Liang, Feng Nan, Yong-Ping Qin. [Determination of ubenimex in human plasma by HPLC-MS/MS].
Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition.
2012 Jul; 43(4):609-11, 630. doi:
NULL
. [PMID: 22997907] - Yanna Zhu, Qiang Meng, Changyuan Wang, Qi Liu, Huijun Sun, Taiichi Kaku, Kexin Liu. Organic anion transporters involved in the excretion of bestatin in the kidney.
Peptides.
2012 Feb; 33(2):265-71. doi:
10.1016/j.peptides.2012.01.007
. [PMID: 22273603] - Ching-Feng Huang, Chia-Hsiang Chu, Chia-Chao Wu, Zo-Nan Chang, Fung-Lin Chue, Ho-Jen Peng. Induction of specific Th1 responses and suppression of IgE antibody formation by vaccination with plasmid DNA encoding Cyn d 1.
International archives of allergy and immunology.
2012; 158(2):142-50. doi:
10.1159/000331140
. [PMID: 22286313] - Kunio Fujiwara, Masashi Shin, Yohei Yoshizaki, Tsubasa Miyazaki, Tetsuya Saita. Immunocytochemistry for bestatin and its application to drug accumulation studies in rat intestine and kidney.
Journal of molecular histology.
2011 Dec; 42(6):589-96. doi:
10.1007/s10735-011-9365-z
. [PMID: 22006287] - Purushottam R Lomate, Vandana K Hivrale. Changes and induction of aminopeptidase activities in response to pathogen infection during germination of pigeonpea (Cajanas cajan) seeds.
Journal of plant physiology.
2011 Oct; 168(15):1735-42. doi:
10.1016/j.jplph.2011.05.002
. [PMID: 21640431] - Jun Ni, Yongfeng Guo, Huiyan Jin, Jennifer Hartsell, Steven E Clark. Characterization of a CLE processing activity.
Plant molecular biology.
2011 Jan; 75(1-2):67-75. doi:
10.1007/s11103-010-9708-2
. [PMID: 21052783] - Flavia Axelband, Juliana Dias, Filipe Miranda, Fernanda M Ferrão, Nilana M Barros, Adriana K Carmona, Lucienne S Lara, Adalberto Vieyra. A scrutiny of the biochemical pathways from Ang II to Ang-(3-4) in renal basolateral membranes.
Regulatory peptides.
2009 Nov; 158(1-3):47-56. doi:
10.1016/j.regpep.2009.08.004
. [PMID: 19703499] - Viet-Laï Pham, Marie-Sandrine Cadel, Cécile Gouzy-Darmon, Chantal Hanquez, Margery C Beinfeld, Pierre Nicolas, Catherine Etchebest, Thierry Foulon. Aminopeptidase B, a glucagon-processing enzyme: site directed mutagenesis of the Zn2+-binding motif and molecular modelling.
BMC biochemistry.
2007 Oct; 8(?):21. doi:
10.1186/1471-2091-8-21
. [PMID: 17974014] - Thaysa Paschoalin, Adriana K Carmona, Elaine G Rodrigues, Vitor Oliveira, Hugo P Monteiro, Maria A Juliano, Luiz Juliano, Luiz R Travassos. Characterization of thimet oligopeptidase and neurolysin activities in B16F10-Nex2 tumor cells and their involvement in angiogenesis and tumor growth.
Molecular cancer.
2007 Jul; 6(?):44. doi:
10.1186/1476-4598-6-44
. [PMID: 17620116] - Anja Thielitz, Dirk Reinhold, Robert Vetter, Ute Bank, Martin Helmuth, Roland Hartig, Sabine Wrenger, Ingrid Wiswedel, Uwe Lendeckel, Thilo Kähne, Klaus Neubert, Jürgen Faust, Christos C Zouboulis, Siegfried Ansorge, Harald Gollnick. Inhibitors of dipeptidyl peptidase IV and aminopeptidase N target major pathogenetic steps in acne initiation.
The Journal of investigative dermatology.
2007 May; 127(5):1042-51. doi:
10.1038/sj.jid.5700439
. [PMID: 16778789] - Chen Wang, Guorong Fan, Mei Lin, Yi Chen, Weiquan Zhao, Yutian Wu. Development of a liquid chromatography/tandem mass spectrometry assay for the determination of bestatin in rat plasma and its application to a pharmacokinetic study.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 May; 850(1-2):101-8. doi:
10.1016/j.jchromb.2006.11.015
. [PMID: 17141585] - Marion Flipo, Terence Beghyn, Julie Charton, Virginie A Leroux, Benoit P Deprez, Rebecca F Deprez-Poulain. A library of novel hydroxamic acids targeting the metallo-protease family: design, parallel synthesis and screening.
Bioorganic & medicinal chemistry.
2007 Jan; 15(1):63-76. doi:
10.1016/j.bmc.2006.10.010
. [PMID: 17070058] - Wenguang Zheng, Qingzhe Zhai, Jiaqiang Sun, Chang-Bao Li, Lei Zhang, Hongmei Li, Xiaoli Zhang, Shuyu Li, Yingxiu Xu, Hongling Jiang, Xiaoyan Wu, Chuanyou Li. Bestatin, an inhibitor of aminopeptidases, provides a chemical genetics approach to dissect jasmonate signaling in Arabidopsis.
Plant physiology.
2006 Aug; 141(4):1400-13. doi:
10.1104/pp.106.080390
. [PMID: 16798948] - Dilip Chandu, Stacey S Huppert, Raphael Kopan. Analysis of transmembrane domain mutants is consistent with sequential cleavage of Notch by gamma-secretase.
Journal of neurochemistry.
2006 Jan; 96(1):228-35. doi:
10.1111/j.1471-4159.2005.03547.x
. [PMID: 16300632] - A M Baker, D C Batchelor, G B Thomas, J Y Wen, M Rafiee, H Lin, J Guan. Central penetration and stability of N-terminal tripeptide of insulin-like growth factor-I, glycine-proline-glutamate in adult rat.
Neuropeptides.
2005 Apr; 39(2):81-7. doi:
10.1016/j.npep.2004.11.001
. [PMID: 15752541] - Paul Lijnen, Victor Petrov, Guillermo Diaz-Araya, Robert Fagard. Effect of bestatin on angiotensin I-, II- and III-induced collagen gel contraction in cardiac fibroblasts.
Journal of the renin-angiotensin-aldosterone system : JRAAS.
2004 Dec; 5(4):183-8. doi:
10.3317/jraas.2004.038
. [PMID: 15803436] - Iu A Zolotarev, O Iu Sokolov, N V Kost, B V Vas'kovskiĭ, N F Miasoedov, A A Zozulia. [Leu-enkephalin homogeneously labeled with tritium in studying the Selank inhibiting effect on the enkephalin-degrading enzymes of human plasma].
Bioorganicheskaia khimiia.
2004 May; 30(3):234-40. doi:
10.1023/b:rubi.0000030126.09208.c3
. [PMID: 15344652] - Paul J Lijnen, Victor V Petrov, Robert H Fagard. Collagen production in cardiac fibroblasts during inhibition of angiotensin-converting enzyme and aminopeptidases.
Journal of hypertension.
2004 Jan; 22(1):209-16. doi:
10.1097/00004872-200401000-00031
. [PMID: 15106813] - Osamu Sugano, Akinori Muto, Masanori Kato, Kunio Ono. [A case of renal cell carcinoma with lymph node metastasis keeping remission for five years by adjuvant immunotherapy with ubenimex].
Gan to kagaku ryoho. Cancer & chemotherapy.
2003 Oct; 30(10):1519-22. doi:
NULL
. [PMID: 14584289] - Yasuo Hirayama, Sumio Sakamaki, Norihiro Takayanagi, Yasushi Tsuji, Tamotsu Sagawa, Hiroki Chiba, Takuya Matsunaga, Yoshiro Niitsu. [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.
2003 Aug; 30(8):1113-8. doi:
NULL
. [PMID: 12938265] - Catherine Rougeot, Michaël Messaoudi, Véronique Hermitte, Anne Gaëlle Rigault, Thierry Blisnick, Christophe Dugave, Didier Desor, François Rougeon. Sialorphin, a natural inhibitor of rat membrane-bound neutral endopeptidase that displays analgesic activity.
Proceedings of the National Academy of Sciences of the United States of America.
2003 Jul; 100(14):8549-54. doi:
10.1073/pnas.1431850100
. [PMID: 12835417] - Rory E Morty, Jennifer Morehead. Cloning and characterization of a leucyl aminopeptidase from three pathogenic Leishmania species.
The Journal of biological chemistry.
2002 Jul; 277(29):26057-65. doi:
10.1074/jbc.m202779200
. [PMID: 12006595] - O A Scornik, V Botbol. Bestatin as an experimental tool in mammals.
Current drug metabolism.
2001 Mar; 2(1):67-85. doi:
10.2174/1389200013338748
. [PMID: 11465152] - M M Thunnissen, P Nordlund, J Z Haeggström. Crystal structure of human leukotriene A(4) hydrolase, a bifunctional enzyme in inflammation.
Nature structural biology.
2001 Feb; 8(2):131-5. doi:
10.1038/84117
. [PMID: 11175901] - F Kull, E Ohlson, J Z Haeggström. Cloning and characterization of a bifunctional leukotriene A(4) hydrolase from Saccharomyces cerevisiae.
The Journal of biological chemistry.
1999 Dec; 274(49):34683-90. doi:
10.1074/jbc.274.49.34683
. [PMID: 10574934] - Y Q Gu, F M Holzer, L L Walling. Overexpression, purification and biochemical characterization of the wound-induced leucine aminopeptidase of tomato.
European journal of biochemistry.
1999 Aug; 263(3):726-35. doi:
10.1046/j.1432-1327.1999.00548.x
. [PMID: 10469136] - K Sekine, H Fujii, F Abe. Induction of apoptosis by bestatin (ubenimex) in human leukemic cell lines.
Leukemia.
1999 May; 13(5):729-34. doi:
10.1038/sj.leu.2401388
. [PMID: 10374877] - K Nakamura, H Fujiwara, T Higuchi, T Honda, S Yamada, T Nakayama, J Fujita, M Maeda, T Tachibana, H Suginami, T Mori. Bestatin, an aminopeptidase inhibitor, promotes follicular growth and ovulation suppressed by stress in mice.
Endocrine journal.
1998 Aug; 45(4):547-53. doi:
10.1507/endocrj.45.547
. [PMID: 9881905] - A Kehlen, B Göhring, J Langner, D Riemann. Regulation of the expression of aminopeptidase A, aminopeptidase N/CD13 and dipeptidylpeptidase IV/CD26 in renal carcinoma cells and renal tubular epithelial cells by cytokines and cAMP-increasing mediators.
Clinical and experimental immunology.
1998 Feb; 111(2):435-41. doi:
10.1046/j.1365-2249.1998.00513.x
. [PMID: 9486416] - G Pulido-Cejudo, B Conway, P Proulx, R Brown, C A Izaguirre. Bestatin-mediated inhibition of leucine aminopeptidase may hinder HIV infection.
Antiviral research.
1997 Dec; 36(3):167-77. doi:
10.1016/s0166-3542(97)00052-1
. [PMID: 9477117] - H Erbeznik, L B Hersh. A novel mammalian high-molecular-weight aminopeptidase.
Archives of biochemistry and biophysics.
1997 Aug; 344(1):228-34. doi:
10.1006/abbi.1997.0210
. [PMID: 9244402] - O A Scornik, V Botbol. Cellular uptake of 3H-bestatin in tissues of mice after its intravenous injection.
Drug metabolism and disposition: the biological fate of chemicals.
1997 Jul; 25(7):798-804. doi:
NULL
. [PMID: 9224774] - T Terada, H Saito, M Mukai, K Inui. Characterization of stably transfected kidney epithelial cell line expressing rat H+/peptide cotransporter PEPT1: localization of PEPT1 and transport of beta-lactam antibiotics.
The Journal of pharmacology and experimental therapeutics.
1997 Jun; 281(3):1415-21. doi:
. [PMID: 9190878]
- J C Roberts, S B Jones. Chromaffin cell epinephrine secretion mediated by a macrophage peptide: the role of endotoxin.
Shock (Augusta, Ga.).
1997 Mar; 7(3):211-6. doi:
10.1097/00024382-199703000-00010
. [PMID: 9068088] - K Ino, P J Bierman, M L Varney, D G Heimann, C A Kuszynski, S A Walker, J E Talmadge. Monocyte activation by an oral immunomodulator (bestatin) in lymphoma patients following autologous bone marrow transplantation.
Cancer immunology, immunotherapy : CII.
1996 Dec; 43(4):206-12. doi:
10.1007/s002620050323
. [PMID: 9003465] - S Czekalski, D Chansel, S Vandermeersch, P Ronco, R Ardaillou. Evidence for angiotensin IV receptors in human collecting duct cells.
Kidney international.
1996 Oct; 50(4):1125-31. doi:
10.1038/ki.1996.419
. [PMID: 8887269] - K Nakamura, H Fujiwara, T Nakayama, Y Goto, T Tachibana, H Suginami, M Ueda, M Maeda, T Mori. An aminopeptidase inhibitor, bestatin, enhances gonadotrophin-stimulated ovulation in mice.
Human reproduction (Oxford, England).
1996 Sep; 11(9):1952-7. doi:
10.1093/oxfordjournals.humrep.a019523
. [PMID: 8921070] - H Tsushima, M Mori, T Matsuda. Peptidase inhibitor-induced antidiuresis mediated through angiotensin and opioid receptors in the rat hypothalamus.
Japanese journal of pharmacology.
1996 May; 71(1):61-71. doi:
10.1254/jjp.71.61
. [PMID: 8791172] - M C Chung, H J Lee, H K Chun, C H Lee, S I Kim, Y H Kho. Bestatin analogue from Streptomyces neyagawaensis SL-387.
Bioscience, biotechnology, and biochemistry.
1996 May; 60(5):898-900. doi:
10.1271/bbb.60.898
. [PMID: 8704320] - H Saito, T Terada, M Okuda, S Sasaki, K Inui. Molecular cloning and tissue distribution of rat peptide transporter PEPT2.
Biochimica et biophysica acta.
1996 Apr; 1280(2):173-7. doi:
10.1016/0005-2736(96)00024-7
. [PMID: 8639691] - A Kawabata, K Iwatsubo, S Takaya, H Takagi. Central antinociceptive effect of L-ornithine, a metabolite of L-arginine, in rats and mice.
European journal of pharmacology.
1996 Jan; 296(1):23-31. doi:
10.1016/0014-2999(95)00683-4
. [PMID: 8720473] - M Naruki, S Mizutani, K Goto, M Tsujimoto, H Nakazato, A Itakura, K Mizuno, O Kurauchi, F Kikkawa, Y Tomoda. Oxytocin is hydrolyzed by an enzyme in human placenta that is identical to the oxytocinase of pregnancy serum.
Peptides.
1996; 17(2):257-61. doi:
10.1016/0196-9781(95)02124-8
. [PMID: 8801531] - E P Masler, R M Wagner, E S Kovaleva. In vitro metabolism of an insect neuropeptide by neural membrane preparations from Lymantria dispar.
Peptides.
1996; 17(2):321-6. doi:
10.1016/0196-9781(95)02098-5
. [PMID: 8801540] - H Saito, M Okuda, T Terada, S Sasaki, K Inui. Cloning and characterization of a rat H+/peptide cotransporter mediating absorption of beta-lactam antibiotics in the intestine and kidney.
The Journal of pharmacology and experimental therapeutics.
1995 Dec; 275(3):1631-7. doi:
. [PMID: 8531138]
- S Mizutani, M A Safwat, K Goto, M Tsujimoto, H Nakazato, A Itakura, M Mizuno, O Kurauchi, F Kikkawa, Y Tomoda. Initiating and responsible enzyme of arginine vasopressin degradation in human placenta and pregnancy serum.
Regulatory peptides.
1995 Nov; 59(3):371-8. doi:
10.1016/0167-0115(95)00108-n
. [PMID: 8577942] - A Schaller, D R Bergey, C A Ryan. Induction of wound response genes in tomato leaves by bestatin, an inhibitor of aminopeptidases.
The Plant cell.
1995 Nov; 7(11):1893-8. doi:
10.1105/tpc.7.11.1893
. [PMID: 8535142] - M J Mueller, A Wetterholm, M Blomster, H Jörnvall, B Samuelsson, J Z Haeggström. Leukotriene A4 hydrolase: mapping of a henicosapeptide involved in mechanism-based inactivation.
Proceedings of the National Academy of Sciences of the United States of America.
1995 Aug; 92(18):8383-7. doi:
10.1073/pnas.92.18.8383
. [PMID: 7667299] - N Kanayama, Y Kajiwara, J Goto, E el Maradny, K Maehara, K Andou, T Terao. Inactivation of interleukin-8 by aminopeptidase N (CD13).
Journal of leukocyte biology.
1995 Jan; 57(1):129-34. doi:
10.1002/jlb.57.1.129
. [PMID: 7829964] - K Hirano, Y Sakamoto. Urinary excretion of acid-soluble peptides in children with Duchenne muscular dystrophy.
Acta paediatrica Japonica : Overseas edition.
1994 Dec; 36(6):627-31. doi:
10.1111/j.1442-200x.1994.tb03258.x
. [PMID: 7871971] - M Machida, K Sano, M Arakawa, M Hayashi, S Awazu. Effects of surfactants and protease inhibitors on nasal absorption of recombinant human granulocyte colony-stimulating factor (rhG-CSF) in rats.
Biological & pharmaceutical bulletin.
1994 Oct; 17(10):1375-8. doi:
10.1248/bpb.17.1375
. [PMID: 7533020] - T Ueda, K Tohyama, Y Wano, H Tsutani, T Fukushima, H Iwasaki, Y Urasaki, N Gotoh, S Kimura, E Okumura. Pharmacokinetic and clinical pilot study of high-dose intermittent ubenimex treatment in patients with myelodysplastic syndrome.
Anticancer research.
1994 Sep; 14(5B):2093-7. doi:
NULL
. [PMID: 7840505] - M Iwahashi, H Tanimura, H Yamaue, T Tsunoda, M Tani, K Noguchi, S Mizobata, M Tamai, T Hotta, K Arii. In vitro augmentation of cytotoxic activity of peripheral blood lymphocytes and spleen cells of cancer patients by ubenimex.
Anticancer research.
1994 Jul; 14(4A):1557-62. doi:
NULL
. [PMID: 7979185] - C Schalk, H d'Orchymont, M F Jauch, C Tarnus. 3-Amino-2-tetralone derivatives: novel potent and selective inhibitors of aminopeptidase-M (EC 3.4.11.2).
Archives of biochemistry and biophysics.
1994 May; 311(1):42-6. doi:
10.1006/abbi.1994.1206
. [PMID: 7910449] - M A Vieira, M F Moreira, T Maack, J A Guimarães. Conversion of T-kinin to bradykinin by the rat kidney.
Biochemical pharmacology.
1994 Apr; 47(9):1693-9. doi:
10.1016/0006-2952(94)90549-5
. [PMID: 8185685] - N M Hooper, R J Hesp, S Tieku. Metabolism of aspartame by human and pig intestinal microvillar peptidases.
The Biochemical journal.
1994 Mar; 298 Pt 3(?):635-9. doi:
10.1042/bj2980635
. [PMID: 8141778] - C R Gandhi, S A Harvey, M S Olson. Hepatic effects of endothelin: metabolism of [125I]endothelin-1 by liver-derived cells.
Archives of biochemistry and biophysics.
1993 Aug; 305(1):38-46. doi:
10.1006/abbi.1993.1390
. [PMID: 8342954] - R Hori, Y Tomita, T Katsura, M Yasuhara, K Inui, M Takano. Transport of bestatin in rat renal brush-border membrane vesicles.
Biochemical pharmacology.
1993 May; 45(9):1763-8. doi:
10.1016/0006-2952(93)90431-u
. [PMID: 8494534] - A Taylor. Aminopeptidases: structure and function.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
1993 Feb; 7(2):290-8. doi:
10.1096/fasebj.7.2.8440407
. [PMID: 8440407] - S Tieku, N M Hooper. Inhibition of aminopeptidases N, A and W. A re-evaluation of the actions of bestatin and inhibitors of angiotensin converting enzyme.
Biochemical pharmacology.
1992 Nov; 44(9):1725-30. doi:
10.1016/0006-2952(92)90065-q
. [PMID: 1360211] - W Bawab, E Querido, P Crine, L DesGroseillers. Identification and characterization of aminopeptidases from Aplysia californica.
The Biochemical journal.
1992 Sep; 286 ( Pt 3)(?):967-75. doi:
10.1042/bj2860967
. [PMID: 1417757] - L D Falo, L J Colarusso, B Benacerraf, K L Rock. Serum proteases alter the antigenicity of peptides presented by class I major histocompatibility complex molecules.
Proceedings of the National Academy of Sciences of the United States of America.
1992 Sep; 89(17):8347-50. doi:
10.1073/pnas.89.17.8347
. [PMID: 1518868] - D T O'Hagan, D Rafferty, J A McKeating, L Illum. Vaginal immunization of rats with a synthetic peptide from human immunodeficiency virus envelope glycoprotein.
The Journal of general virology.
1992 Aug; 73 ( Pt 8)(?):2141-5. doi:
10.1099/0022-1317-73-8-2141
. [PMID: 1645152] - K Horiuchi, T Miyamoto. Radioreductive effect of bestatin (Ubenimex) in BALB/c mice.
International journal of radiation biology.
1992 Jul; 62(1):73-80. doi:
10.1080/09553009214551841
. [PMID: 1353778] - M Koyama, N Watanabe, N Asakawa. Radioimmunoassay for ubenimex in human serum.
Journal of pharmaceutical and biomedical analysis.
1992 Feb; 10(2-3):137-40. doi:
10.1016/0731-7085(92)80020-n
. [PMID: 1391092] - N Sakata, K S Tsuchiya, Y Moriya, H Hayashi, M Hori, T Otani, M Nagai, T Aoyagi. Aminopeptidase activity of an antitumor antibiotic, C-1027.
The Journal of antibiotics.
1992 Jan; 45(1):113-7. doi:
10.7164/antibiotics.45.113
. [PMID: 1548181] - J Yoneda, I Saiki, H Fujii, F Abe, Y Kojima, I Azuma. Inhibition of tumor invasion and extracellular matrix degradation by ubenimex (bestatin).
Clinical & experimental metastasis.
1992 Jan; 10(1):49-59. doi:
10.1007/bf00163576
. [PMID: 1733647] - V N Potaman, L Y Alfeeva, A A Kamensky, N G Levitzkaya, V N Nezavibatko. N-terminal degradation of ACTH(4-10) and its synthetic analog semax by the rat blood enzymes.
Biochemical and biophysical research communications.
1991 Apr; 176(2):741-6. doi:
10.1016/s0006-291x(05)80247-5
. [PMID: 1851003] - J Rehbock, G Wunderer. Degradation of Ile-Ser-Bradykinin by enzymes in human serum and ascites.
Biochemical pharmacology.
1991 Mar; 41(6-7):1081-3. doi:
10.1016/0006-2952(91)90218-t
. [PMID: 2009076] - M Shimamura, T Hazato, T Iwaguchi. Enkephalin-degrading aminopeptidase in the longitudinal muscle layer of guinea pig small intestine: its properties and action on neuropeptides.
Journal of biochemistry.
1991 Mar; 109(3):492-7. doi:
10.1093/oxfordjournals.jbchem.a123409
. [PMID: 1679058] - T Okuyama, S Ishiura, M Nojima, T Tsukahara, M Yanagida, H Sugita. Aminopeptidase A in human placenta and pregnant serum.
Clinica chimica acta; international journal of clinical chemistry.
1991 Feb; 196(2-3):207-15. doi:
10.1016/0009-8981(91)90074-m
. [PMID: 2029785] - V Botbol, O A Scornik. Measurement of instant rates of protein degradation in the livers of intact mice by the accumulation of bestatin-induced peptides.
The Journal of biological chemistry.
1991 Feb; 266(4):2151-7. doi:
10.1016/s0021-9258(18)52222-5
. [PMID: 1989975] - S Shibanoki, S B Weinberger, D Beniston, K A Nudelman, G Schulteis, E L Bennett, M R Rosenzweig, K Ishikawa, J L Martinez. Hydrolysis of [Leu]enkephalin by chick plasma in vitro.
The Journal of pharmacology and experimental therapeutics.
1991 Feb; 256(2):650-5. doi:
NULL
. [PMID: 1994000] - A Horii, M Kyo, M Asakawa, R Yasumoto, M Maekawa. Multidisciplinary treatment for bladder carcinoma--biological response modifiers and kampo medicines.
Urologia internationalis.
1991; 47 Suppl 1(?):108-12. doi:
10.1159/000282266
. [PMID: 1949364] - T Yamazaki, K Sugiyama, K Ichihara. Effect of ubenimex on the immune system of patients with hematological malignancies.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
1991; 45(2-3):105-12. doi:
10.1016/0753-3322(91)90129-h
. [PMID: 1912365] - P Romanowski, K Dzierzbicka, A Myśliwski, A M Kołodziejczyk. [Synthetic immunomodulators designed on the basis of natural products of microorganisms].
Postepy biochemii.
1991; 37(3-4):159-71. doi:
"
. [PMID: 1725924] - P Blache, A Kervran, M Dufour, J Martinez, D Le-Nguyen, S Lotersztajn, C Pavoine, F Pecker, D Bataille. Glucagon-(19-29), a Ca2+ pump inhibitory peptide, is processed from glucagon in the rat liver plasma membrane by a thiol endopeptidase.
The Journal of biological chemistry.
1990 Dec; 265(35):21514-9. doi:
. [PMID: 2147684]
- W Kramer, C Dechent, F Girbig, U Gutjahr, H Neubauer. Intestinal uptake of dipeptides and beta-lactam antibiotics. I. The intestinal uptake system for dipeptides and beta-lactam antibiotics is not part of a brush border membrane peptidase.
Biochimica et biophysica acta.
1990 Nov; 1030(1):41-9. doi:
10.1016/0005-2736(90)90236-h
. [PMID: 1979919]