A Mechanism-Based Sphingosine-1-phosphate Lyase Inhibitor

被引：6
|
作者：
Pons, Guillem [1 ]
Riba, Daniel [1 ]
Casasampere, Mireia [1 ,2 ]
Izquierdo, Eduardo [1 ,2 ]
Abad, Jose-Luis [1 ]
Fabrias, Gemma [1 ,3 ]
Rodriguez Ortega, Pilar G. [4 ]
Lopez-Gonzalez, Juan J. [4 ]
Montejo, Manuel [4 ]
Casas, Josefina [1 ,3 ]
Delgado, Antonio [1 ,2 ]
机构：
[1] CSIC, Inst Adv Chem Catalonia IQAC CSIC, Res Unit Bioact Mol RUBAM, Dept Biol Chem, Jordi Girona 18-26, Barcelona 08034, Spain
[2] Univ Barcelona, Fac Pharm, Dept Pharmacol Toxicol & Med Chem, Unit Pharmaceut Chem,CSIC, Avda Joan XXIII S-N, E-08028 Barcelona, Spain
[3] Ctr Invest Biomed Red CIBEREHD, Madrid 28029, Spain
[4] Univ Jaen, Fac Expt Sci, Dept Phys & Analyt Chem, Campus Lagunillas, Jaen 23071, Spain
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 02期
关键词：
ABSOLUTE-CONFIGURATION; SPHINGOSINE; PRODUCT; ADDUCTS; PROTEIN; ENZYME; SITE;
D O I：
10.1021/acs.joc.9b02420
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of a series of vinylated analogues of sphingosine-l-phosphate together with their unambiguous configurational assignment by VCD methods is reported. Among them, compound RBM10-8 can irreversibly inhibit human sphingosine-1-phosphate lyase (hS1PL) while behaving also as an enzyme substrate. These findings, together with the postulated mechanism for S1PL activity, reinforce the role of RBM10-8 as a new mechanism-based hS1PL inhibitor.
引用
收藏
页码：419 / 429
页数：11
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