Synthesis, stereochemical determination and biochemical characterization of the enantiomeric phosphate esters of the novel immunosuppressive agent FTY720
- Author
- HALE, Jeffrey J1 ; LIN YAN1 ; ROSENBACH, Mark2 ; ROSEN, Hugh2 ; MANDALA, Suzanne1 ; NEWAY, William E1 ; HAJDU, Richard2 ; BERGSTROM, James D2 ; MILLIGAN, James A2 ; SHEI, Gan-Ju2 ; CHREBET, Gary L2 ; THORNTON, Rosemary A2 ; CARD, Deborah2
[1] Department of Medicinal Chemistry, Merck Research Laboratories, Rahway, NJ 07065, United States
[2] Department of Immunology and Rheumatology Research, Merck Research Laboratories, Rahway, NJ 07065, United States - Source
Bioorganic & medicinal chemistry. 2004, Vol 12, Num 18, pp 4803-4807, 5 p
- ISSN
- 0968-0896
- Scientific domain
- Biochemistry, molecular biology, biophysics; Pharmacology drugs
- Publisher
- Elsevier Science, Oxford
- Publication country
- United Kingdom
- Document type
- Article
- Language
- English
- Keyword (fr)
- Activité biologique Affinité Agoniste Aminoalcool Analyse structurale Antagoniste Benzène dérivé Composé aliphatique Configuration absolue Enantiomère Enantiosélectivité Homme Immunodépresseur In vitro Protéine G Récepteur biologique Synthèse chimique Phosphate(2-amino-2-hydroxyméthyl-4-[4-octylphényl]butyl) Récepteur sphingosine 1 phosphate Phosphore Composé organique
- Keyword (en)
- Biological activity Affinity Agonist Aminoalcohol Structural analysis Antagonist Benzene derivatives Aliphatic compound Absolute configuration Enantiomer Enantioselectivity Human Immunosuppressive agent In vitro G protein Biological receptor Chemical synthesis Phosphorus Organic compounds
- Keyword (es)
- Actividad biológica Afinidad Agonista Aminoalcohol Análisis estructural Antagonista Benceno derivado Compuesto alifático Configuración absoluta Enantiómero Enantioselectividad Hombre Inmunodepresor In vitro Proteína G Receptor biológico Síntesis química Fósforo Compuesto orgánico
- Classification
- Pascal
- 002 Biological and medical sciences / 002B Medical sciences / 002B02 Pharmacology. Drug treatments / 002B02Q Immunomodulators
- Discipline
- Pharmacological treatments
- Origin
- Inist-CNRS
- Database
- PASCAL
- INIST identifier
- 16072648
Sauf mention contraire ci-dessus, le contenu de cette notice bibliographique peut être utilisé dans le cadre d’une licence CC BY 4.0 Inist-CNRS / Unless otherwise stated above, the content of this bibliographic record may be used under a CC BY 4.0 licence by Inist-CNRS / A menos que se haya señalado antes, el contenido de este registro bibliográfico puede ser utilizado al amparo de una licencia CC BY 4.0 Inist-CNRS
Access to the document
Install on your browser
DOI
10.1016/j.bmc.2004.07.020 
https://dx.doi.org/10.1016/j.bmc.2004.07.020
"O:13:\"PanistOpenUrl\":36:{s:10:\"\u0000*\u0000openUrl\";N;s:6:\"\u0000*\u0000idc\";N;s:6:\"\u0000*\u0000fmt\";s:7:\"journal\";s:6:\"\u0000*\u0000doi\";s:25:\"10.1016\/j.bmc.2004.07.020\";s:6:\"\u0000*\u0000pii\";s:0:\"\";s:7:\"\u0000*\u0000pmid\";s:0:\"\";s:9:\"\u0000*\u0000atitle\";s:153:\"Synthesis, stereochemical determination and biochemical characterization of the enantiomeric phosphate esters of the novel immunosuppressive agent FTY720\";s:9:\"\u0000*\u0000jtitle\";s:32:\"Bioorganic & medicinal chemistry\";s:9:\"\u0000*\u0000stitle\";s:17:\"Bioorg. med. chem\";s:7:\"\u0000*\u0000date\";s:4:\"2004\";s:9:\"\u0000*\u0000volume\";s:2:\"12\";s:8:\"\u0000*\u0000issue\";s:2:\"18\";s:8:\"\u0000*\u0000spage\";s:4:\"4803\";s:8:\"\u0000*\u0000epage\";s:4:\"4807\";s:8:\"\u0000*\u0000pages\";s:0:\"\";s:7:\"\u0000*\u0000issn\";s:9:\"0968-0896\";s:8:\"\u0000*\u0000eissn\";s:0:\"\";s:9:\"\u0000*\u0000aulast\";s:4:\"HALE\";s:10:\"\u0000*\u0000aufirst\";s:9:\"Jeffrey J\";s:9:\"\u0000*\u0000auinit\";s:0:\"\";s:10:\"\u0000*\u0000auinitm\";s:0:\"\";s:5:\"\u0000*\u0000au\";a:12:{i:0;s:7:\"LIN YAN\";i:1;s:15:\"ROSENBACH, Mark\";i:2;s:11:\"ROSEN, Hugh\";i:3;s:16:\"MANDALA, Suzanne\";i:4;s:16:\"NEWAY, William E\";i:5;s:14:\"HAJDU, Richard\";i:6;s:18:\"BERGSTROM, James D\";i:7;s:17:\"MILLIGAN, James A\";i:8;s:12:\"SHEI, Gan-Ju\";i:9;s:15:\"CHREBET, Gary L\";i:10;s:20:\"THORNTON, Rosemary A\";i:11;s:13:\"CARD, Deborah\";}s:9:\"\u0000*\u0000aucorp\";s:0:\"\";s:7:\"\u0000*\u0000isbn\";s:0:\"\";s:8:\"\u0000*\u0000coden\";s:0:\"\";s:8:\"\u0000*\u0000genre\";s:7:\"article\";s:7:\"\u0000*\u0000part\";s:0:\"\";s:9:\"\u0000*\u0000btitle\";s:0:\"\";s:8:\"\u0000*\u0000title\";s:153:\"Synthesis, stereochemical determination and biochemical characterization of the enantiomeric phosphate esters of the novel immunosuppressive agent FTY720\";s:8:\"\u0000*\u0000place\";s:6:\"Oxford\";s:6:\"\u0000*\u0000pub\";s:16:\"Elsevier Science\";s:10:\"\u0000*\u0000edition\";s:0:\"\";s:9:\"\u0000*\u0000tpages\";s:1:\"5\";s:9:\"\u0000*\u0000series\";s:0:\"\";s:8:\"\u0000*\u0000proxy\";s:30:\"http:\/\/proxyout.inist.fr:8080\/\";s:12:\"\u0000*\u0000integrite\";b:1;}"
Panist access
"O:12:\"IstexOpenUrl\":35:{s:10:\"\u0000*\u0000openUrl\";N;s:6:\"\u0000*\u0000fmt\";s:7:\"journal\";s:6:\"\u0000*\u0000doi\";s:25:\"10.1016\/j.bmc.2004.07.020\";s:6:\"\u0000*\u0000pii\";s:0:\"\";s:7:\"\u0000*\u0000pmid\";s:0:\"\";s:9:\"\u0000*\u0000atitle\";s:153:\"Synthesis, stereochemical determination and biochemical characterization of the enantiomeric phosphate esters of the novel immunosuppressive agent FTY720\";s:9:\"\u0000*\u0000jtitle\";s:32:\"Bioorganic & medicinal chemistry\";s:9:\"\u0000*\u0000stitle\";s:17:\"Bioorg. med. chem\";s:7:\"\u0000*\u0000date\";s:4:\"2004\";s:9:\"\u0000*\u0000volume\";s:2:\"12\";s:8:\"\u0000*\u0000issue\";s:2:\"18\";s:8:\"\u0000*\u0000spage\";s:4:\"4803\";s:8:\"\u0000*\u0000epage\";s:4:\"4807\";s:8:\"\u0000*\u0000pages\";s:0:\"\";s:7:\"\u0000*\u0000issn\";s:9:\"0968-0896\";s:8:\"\u0000*\u0000eissn\";s:0:\"\";s:9:\"\u0000*\u0000aulast\";s:4:\"HALE\";s:10:\"\u0000*\u0000aufirst\";s:9:\"Jeffrey J\";s:9:\"\u0000*\u0000auinit\";s:0:\"\";s:10:\"\u0000*\u0000auinitm\";s:0:\"\";s:5:\"\u0000*\u0000au\";a:12:{i:0;s:7:\"LIN YAN\";i:1;s:15:\"ROSENBACH, Mark\";i:2;s:11:\"ROSEN, Hugh\";i:3;s:16:\"MANDALA, Suzanne\";i:4;s:16:\"NEWAY, William E\";i:5;s:14:\"HAJDU, Richard\";i:6;s:18:\"BERGSTROM, James D\";i:7;s:17:\"MILLIGAN, James A\";i:8;s:12:\"SHEI, Gan-Ju\";i:9;s:15:\"CHREBET, Gary L\";i:10;s:20:\"THORNTON, Rosemary A\";i:11;s:13:\"CARD, Deborah\";}s:9:\"\u0000*\u0000aucorp\";s:0:\"\";s:7:\"\u0000*\u0000isbn\";s:0:\"\";s:8:\"\u0000*\u0000coden\";s:0:\"\";s:8:\"\u0000*\u0000genre\";s:7:\"article\";s:7:\"\u0000*\u0000part\";s:0:\"\";s:9:\"\u0000*\u0000btitle\";s:0:\"\";s:8:\"\u0000*\u0000title\";s:153:\"Synthesis, stereochemical determination and biochemical characterization of the enantiomeric phosphate esters of the novel immunosuppressive agent FTY720\";s:8:\"\u0000*\u0000place\";s:6:\"Oxford\";s:6:\"\u0000*\u0000pub\";s:16:\"Elsevier Science\";s:10:\"\u0000*\u0000edition\";s:0:\"\";s:9:\"\u0000*\u0000tpages\";s:1:\"5\";s:9:\"\u0000*\u0000series\";s:0:\"\";s:8:\"\u0000*\u0000proxy\";s:30:\"http:\/\/proxyout.inist.fr:8080\/\";s:12:\"\u0000*\u0000integrite\";b:1;}"
Istex access
"O:16:\"UnpaywallOpenUrl\":35:{s:8:\"\u0000*\u0000email\";s:27:\"assistance-portail@inist.fr\";s:6:\"\u0000*\u0000fmt\";N;s:6:\"\u0000*\u0000doi\";s:25:\"10.1016\/j.bmc.2004.07.020\";s:6:\"\u0000*\u0000pii\";N;s:7:\"\u0000*\u0000pmid\";N;s:9:\"\u0000*\u0000atitle\";N;s:9:\"\u0000*\u0000jtitle\";N;s:9:\"\u0000*\u0000stitle\";N;s:7:\"\u0000*\u0000date\";N;s:9:\"\u0000*\u0000volume\";N;s:8:\"\u0000*\u0000issue\";N;s:8:\"\u0000*\u0000spage\";N;s:8:\"\u0000*\u0000epage\";N;s:8:\"\u0000*\u0000pages\";N;s:7:\"\u0000*\u0000issn\";N;s:8:\"\u0000*\u0000eissn\";N;s:9:\"\u0000*\u0000aulast\";N;s:10:\"\u0000*\u0000aufirst\";N;s:9:\"\u0000*\u0000auinit\";N;s:10:\"\u0000*\u0000auinitm\";N;s:5:\"\u0000*\u0000au\";N;s:9:\"\u0000*\u0000aucorp\";N;s:7:\"\u0000*\u0000isbn\";N;s:8:\"\u0000*\u0000coden\";N;s:8:\"\u0000*\u0000genre\";N;s:7:\"\u0000*\u0000part\";N;s:9:\"\u0000*\u0000btitle\";N;s:8:\"\u0000*\u0000title\";N;s:8:\"\u0000*\u0000place\";N;s:6:\"\u0000*\u0000pub\";N;s:10:\"\u0000*\u0000edition\";N;s:9:\"\u0000*\u0000tpages\";N;s:9:\"\u0000*\u0000series\";N;s:8:\"\u0000*\u0000proxy\";s:30:\"http:\/\/proxyout.inist.fr:8080\/\";s:12:\"\u0000*\u0000integrite\";N;}"
Unpaywall access
"O:16:\"EuropePMCOpenUrl\":35:{s:10:\"\u0000*\u0000openUrl\";N;s:6:\"\u0000*\u0000fmt\";s:7:\"journal\";s:6:\"\u0000*\u0000doi\";s:25:\"10.1016\/j.bmc.2004.07.020\";s:6:\"\u0000*\u0000pii\";s:0:\"\";s:7:\"\u0000*\u0000pmid\";s:0:\"\";s:9:\"\u0000*\u0000atitle\";s:153:\"Synthesis, stereochemical determination and biochemical characterization of the enantiomeric phosphate esters of the novel immunosuppressive agent FTY720\";s:9:\"\u0000*\u0000jtitle\";s:32:\"Bioorganic & medicinal chemistry\";s:9:\"\u0000*\u0000stitle\";s:17:\"Bioorg. med. chem\";s:7:\"\u0000*\u0000date\";s:4:\"2004\";s:9:\"\u0000*\u0000volume\";s:2:\"12\";s:8:\"\u0000*\u0000issue\";s:2:\"18\";s:8:\"\u0000*\u0000spage\";s:4:\"4803\";s:8:\"\u0000*\u0000epage\";s:4:\"4807\";s:8:\"\u0000*\u0000pages\";s:0:\"\";s:7:\"\u0000*\u0000issn\";s:9:\"0968-0896\";s:8:\"\u0000*\u0000eissn\";s:0:\"\";s:9:\"\u0000*\u0000aulast\";s:4:\"HALE\";s:10:\"\u0000*\u0000aufirst\";s:9:\"Jeffrey J\";s:9:\"\u0000*\u0000auinit\";s:0:\"\";s:10:\"\u0000*\u0000auinitm\";s:0:\"\";s:5:\"\u0000*\u0000au\";a:12:{i:0;s:7:\"LIN YAN\";i:1;s:15:\"ROSENBACH, Mark\";i:2;s:11:\"ROSEN, Hugh\";i:3;s:16:\"MANDALA, Suzanne\";i:4;s:16:\"NEWAY, William E\";i:5;s:14:\"HAJDU, Richard\";i:6;s:18:\"BERGSTROM, James D\";i:7;s:17:\"MILLIGAN, James A\";i:8;s:12:\"SHEI, Gan-Ju\";i:9;s:15:\"CHREBET, Gary L\";i:10;s:20:\"THORNTON, Rosemary A\";i:11;s:13:\"CARD, Deborah\";}s:9:\"\u0000*\u0000aucorp\";s:0:\"\";s:7:\"\u0000*\u0000isbn\";s:0:\"\";s:8:\"\u0000*\u0000coden\";s:0:\"\";s:8:\"\u0000*\u0000genre\";s:7:\"article\";s:7:\"\u0000*\u0000part\";s:0:\"\";s:9:\"\u0000*\u0000btitle\";s:0:\"\";s:8:\"\u0000*\u0000title\";s:153:\"Synthesis, stereochemical determination and biochemical characterization of the enantiomeric phosphate esters of the novel immunosuppressive agent FTY720\";s:8:\"\u0000*\u0000place\";s:6:\"Oxford\";s:6:\"\u0000*\u0000pub\";s:16:\"Elsevier Science\";s:10:\"\u0000*\u0000edition\";s:0:\"\";s:9:\"\u0000*\u0000tpages\";s:1:\"5\";s:9:\"\u0000*\u0000series\";s:0:\"\";s:8:\"\u0000*\u0000proxy\";s:30:\"http:\/\/proxyout.inist.fr:8080\/\";s:12:\"\u0000*\u0000integrite\";b:1;}"
Europe PubMed Central access
"O:11:\"BaseOpenUrl\":35:{s:10:\"\u0000*\u0000openUrl\";N;s:6:\"\u0000*\u0000fmt\";s:7:\"journal\";s:6:\"\u0000*\u0000doi\";s:25:\"10.1016\/j.bmc.2004.07.020\";s:6:\"\u0000*\u0000pii\";s:0:\"\";s:7:\"\u0000*\u0000pmid\";s:0:\"\";s:9:\"\u0000*\u0000atitle\";s:153:\"Synthesis, stereochemical determination and biochemical characterization of the enantiomeric phosphate esters of the novel immunosuppressive agent FTY720\";s:9:\"\u0000*\u0000jtitle\";s:32:\"Bioorganic & medicinal chemistry\";s:9:\"\u0000*\u0000stitle\";s:17:\"Bioorg. med. chem\";s:7:\"\u0000*\u0000date\";s:4:\"2004\";s:9:\"\u0000*\u0000volume\";s:2:\"12\";s:8:\"\u0000*\u0000issue\";s:2:\"18\";s:8:\"\u0000*\u0000spage\";s:4:\"4803\";s:8:\"\u0000*\u0000epage\";s:4:\"4807\";s:8:\"\u0000*\u0000pages\";s:0:\"\";s:7:\"\u0000*\u0000issn\";s:9:\"0968-0896\";s:8:\"\u0000*\u0000eissn\";s:0:\"\";s:9:\"\u0000*\u0000aulast\";s:4:\"HALE\";s:10:\"\u0000*\u0000aufirst\";s:9:\"Jeffrey J\";s:9:\"\u0000*\u0000auinit\";s:0:\"\";s:10:\"\u0000*\u0000auinitm\";s:0:\"\";s:5:\"\u0000*\u0000au\";a:12:{i:0;s:7:\"LIN YAN\";i:1;s:15:\"ROSENBACH, Mark\";i:2;s:11:\"ROSEN, Hugh\";i:3;s:16:\"MANDALA, Suzanne\";i:4;s:16:\"NEWAY, William E\";i:5;s:14:\"HAJDU, Richard\";i:6;s:18:\"BERGSTROM, James D\";i:7;s:17:\"MILLIGAN, James A\";i:8;s:12:\"SHEI, Gan-Ju\";i:9;s:15:\"CHREBET, Gary L\";i:10;s:20:\"THORNTON, Rosemary A\";i:11;s:13:\"CARD, Deborah\";}s:9:\"\u0000*\u0000aucorp\";s:0:\"\";s:7:\"\u0000*\u0000isbn\";s:0:\"\";s:8:\"\u0000*\u0000coden\";s:0:\"\";s:8:\"\u0000*\u0000genre\";s:7:\"article\";s:7:\"\u0000*\u0000part\";s:0:\"\";s:9:\"\u0000*\u0000btitle\";s:0:\"\";s:8:\"\u0000*\u0000title\";s:153:\"Synthesis, stereochemical determination and biochemical characterization of the enantiomeric phosphate esters of the novel immunosuppressive agent FTY720\";s:8:\"\u0000*\u0000place\";s:6:\"Oxford\";s:6:\"\u0000*\u0000pub\";s:16:\"Elsevier Science\";s:10:\"\u0000*\u0000edition\";s:0:\"\";s:9:\"\u0000*\u0000tpages\";s:1:\"5\";s:9:\"\u0000*\u0000series\";s:0:\"\";s:8:\"\u0000*\u0000proxy\";s:30:\"http:\/\/proxyout.inist.fr:8080\/\";s:12:\"\u0000*\u0000integrite\";b:1;}"
Base Search access
"O:12:\"ArXivOpenUrl\":35:{s:10:\"\u0000*\u0000openUrl\";N;s:6:\"\u0000*\u0000fmt\";s:7:\"journal\";s:6:\"\u0000*\u0000doi\";s:25:\"10.1016\/j.bmc.2004.07.020\";s:6:\"\u0000*\u0000pii\";s:0:\"\";s:7:\"\u0000*\u0000pmid\";s:0:\"\";s:9:\"\u0000*\u0000atitle\";s:153:\"Synthesis, stereochemical determination and biochemical characterization of the enantiomeric phosphate esters of the novel immunosuppressive agent FTY720\";s:9:\"\u0000*\u0000jtitle\";s:32:\"Bioorganic & medicinal chemistry\";s:9:\"\u0000*\u0000stitle\";s:17:\"Bioorg. med. chem\";s:7:\"\u0000*\u0000date\";s:4:\"2004\";s:9:\"\u0000*\u0000volume\";s:2:\"12\";s:8:\"\u0000*\u0000issue\";s:2:\"18\";s:8:\"\u0000*\u0000spage\";s:4:\"4803\";s:8:\"\u0000*\u0000epage\";s:4:\"4807\";s:8:\"\u0000*\u0000pages\";s:0:\"\";s:7:\"\u0000*\u0000issn\";s:9:\"0968-0896\";s:8:\"\u0000*\u0000eissn\";s:0:\"\";s:9:\"\u0000*\u0000aulast\";s:4:\"HALE\";s:10:\"\u0000*\u0000aufirst\";s:9:\"Jeffrey J\";s:9:\"\u0000*\u0000auinit\";s:0:\"\";s:10:\"\u0000*\u0000auinitm\";s:0:\"\";s:5:\"\u0000*\u0000au\";a:12:{i:0;s:7:\"LIN YAN\";i:1;s:15:\"ROSENBACH, Mark\";i:2;s:11:\"ROSEN, Hugh\";i:3;s:16:\"MANDALA, Suzanne\";i:4;s:16:\"NEWAY, William E\";i:5;s:14:\"HAJDU, Richard\";i:6;s:18:\"BERGSTROM, James D\";i:7;s:17:\"MILLIGAN, James A\";i:8;s:12:\"SHEI, Gan-Ju\";i:9;s:15:\"CHREBET, Gary L\";i:10;s:20:\"THORNTON, Rosemary A\";i:11;s:13:\"CARD, Deborah\";}s:9:\"\u0000*\u0000aucorp\";s:0:\"\";s:7:\"\u0000*\u0000isbn\";s:0:\"\";s:8:\"\u0000*\u0000coden\";s:0:\"\";s:8:\"\u0000*\u0000genre\";s:7:\"article\";s:7:\"\u0000*\u0000part\";s:0:\"\";s:9:\"\u0000*\u0000btitle\";s:0:\"\";s:8:\"\u0000*\u0000title\";s:153:\"Synthesis, stereochemical determination and biochemical characterization of the enantiomeric phosphate esters of the novel immunosuppressive agent FTY720\";s:8:\"\u0000*\u0000place\";s:6:\"Oxford\";s:6:\"\u0000*\u0000pub\";s:16:\"Elsevier Science\";s:10:\"\u0000*\u0000edition\";s:0:\"\";s:9:\"\u0000*\u0000tpages\";s:1:\"5\";s:9:\"\u0000*\u0000series\";s:0:\"\";s:8:\"\u0000*\u0000proxy\";s:30:\"http:\/\/proxyout.inist.fr:8080\/\";s:12:\"\u0000*\u0000integrite\";b:1;}"
arXiv access
