Synthesis and enzymatic and NMR studies of novel sialoside probes : unprecedented, selective neuraminidase hydrolysis of and inhibition by C-6-(methyl)-gal sialosides
- Author
- SABESAN, S1 ; NEIRA, S1 ; DAVIDSON, F; DUUS, J. Ø; BOCK, K
[1] DuPont Co., cent. sci. eng., Wilmington DE 19880-0328, United States - Source
Journal of the American Chemical Society. 1994, Vol 116, Num 5, pp 1616-1634
- CODEN
- JACSAT
- ISSN
- 0002-7863
- Scientific domain
- Biochemistry, molecular biology, biophysics; Chemistry; Organic chemistry; Atomic molecular physics
- Publisher
- American Chemical Society, Washington, DC
- Publication country
- United States
- Document type
- Article
- Language
- English
- Keyword (fr)
- Acide cétoaldonique Activité biologique Aminoglycoside Angle torsion Anomère Carbone Isotope Carboxylate Composé marqué Diholoside Effet Overhauser Exo-α-sialidase Inhibiteur enzyme Inhibition compétitive Isomérie rotation Modélisation Sialique acide Sodium Composé Spectre RMN Structure moléculaire Stéréoisomère Substrat Thioglycoside Triholoside 2-Thionon-2-ulopyranosidonique acide(5-acétamido-3,5-didésoxy-2-S-méthyl-4,7,8,9-tétra-O-acétyl) ester méthyle 6-Thiogalactopyranose(6-S-[5-acétamido-3,5-didésoxy-α-D-glycéro-D-galacto-non-2-ulopyranosylonate]) 6-Thioheptopyranose(6-S-[5-acétamido-3,5-didésoxy-α-D-glycéro-D-galacto-non-2-ulopyranosylonate]-7-désoxy) Carbone 13 Carbone 14 Glucopyranose(2-acétamido-4-O-[6-O-(5-acétamido-3,5-didésoxy-α-D-glycéro-D-galacto-non-2-ulopyranosylonate)-β-D-galactopyranosyl]-2-désoxy) Heptopyranose(6-O-[5-acétamido-3,5-didésoxy-α-D-glycéro-D-galacto-non-2-ulopyranosylonate]-7-désoxy-1,2:3,4-di-O-isopropylidène) Heptopyranoside(6-O-[5-acétamido-3,5-didésoxy-α-D-glycéro-D-galacto-non-2-ulopyranosylonate]-7-désoxy-1-O-[2-(triméthylsilyl)éthyl]) Heptopyranoside(7-désoxy-2,3,4-tri-O-benzyl-1-O-[2-(triméthylsilyl)éthyl]) Hydrogène 1 Enzyme Glycosidases Hydrolases O-Glycosidases
- Keyword (en)
- Ketoaldonic acid Biological activity Aminoglycoside Twist angle Anomer Carbon Isotopes Carboxylate Labelled compound Disaccharide Overhauser effect Exo-α-sialidase Enzyme inhibitor Competitive inhibition Rotational isomerism Modeling Sialic acid Sodium Compounds NMR spectrum Molecular structure Stereoisomer Substrate Thioglycoside Trisaccharide Enzyme Glycosidases Hydrolases O-Glycosidases
- Keyword (es)
- Acido cetoaldónico Actividad biológica Aminoglicósido Angulo torsión Anómero Carbono Isótopo Carboxilato Compuesto marcado Diholosido Efecto Overhauser Exo-α-sialidase Inhibidor enzima Inhibición competitiva Isomería rotación Modelización Siálico ácido Sodio Compuesto Espectro de RMN Estructura molecular Estereoisómero Substrato Tioglicósido Trisacárido Enzima Glycosidases Hydrolases O-Glycosidases
- Classification
- Pascal
- 001 Exact sciences and technology / 001C Chemistry / 001C03 Organic chemistry / 001C03C Preparations and properties / 001C03C07 Carbohydrates. Nucleosides and nucleotides / 001C03C07A Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides
- Discipline
- Organic chemistry
- Origin
- Inist-CNRS
- Database
- PASCAL
- INIST identifier
- 4041519
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
10.1021/ja00084a003 
https://dx.doi.org/10.1021/ja00084a003
"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:19:\"10.1021\/ja00084a003\";s:6:\"\u0000*\u0000pii\";s:0:\"\";s:7:\"\u0000*\u0000pmid\";s:0:\"\";s:9:\"\u0000*\u0000atitle\";s:166:\"Synthesis and enzymatic and NMR studies of novel sialoside probes : unprecedented, selective neuraminidase hydrolysis of and inhibition by C-6-(methyl)-gal sialosides\";s:9:\"\u0000*\u0000jtitle\";s:40:\"Journal of the American Chemical Society\";s:9:\"\u0000*\u0000stitle\";s:16:\"J. Am. Chem. Soc\";s:7:\"\u0000*\u0000date\";s:4:\"1994\";s:9:\"\u0000*\u0000volume\";s:3:\"116\";s:8:\"\u0000*\u0000issue\";s:1:\"5\";s:8:\"\u0000*\u0000spage\";s:4:\"1616\";s:8:\"\u0000*\u0000epage\";s:4:\"1634\";s:8:\"\u0000*\u0000pages\";s:0:\"\";s:7:\"\u0000*\u0000issn\";s:9:\"0002-7863\";s:8:\"\u0000*\u0000eissn\";s:0:\"\";s:9:\"\u0000*\u0000aulast\";s:7:\"SABESAN\";s:10:\"\u0000*\u0000aufirst\";s:1:\"S\";s:9:\"\u0000*\u0000auinit\";s:0:\"\";s:10:\"\u0000*\u0000auinitm\";s:0:\"\";s:5:\"\u0000*\u0000au\";a:4:{i:0;s:8:\"NEIRA, S\";i:1;s:11:\"DAVIDSON, F\";i:2;s:11:\"DUUS, J. \u00d8\";i:3;s:7:\"BOCK, K\";}s:9:\"\u0000*\u0000aucorp\";s:0:\"\";s:7:\"\u0000*\u0000isbn\";s:0:\"\";s:8:\"\u0000*\u0000coden\";s:6:\"JACSAT\";s:8:\"\u0000*\u0000genre\";s:7:\"article\";s:7:\"\u0000*\u0000part\";s:0:\"\";s:9:\"\u0000*\u0000btitle\";s:0:\"\";s:8:\"\u0000*\u0000title\";s:166:\"Synthesis and enzymatic and NMR studies of novel sialoside probes : unprecedented, selective neuraminidase hydrolysis of and inhibition by C-6-(methyl)-gal sialosides\";s:8:\"\u0000*\u0000place\";s:14:\"Washington, DC\";s:6:\"\u0000*\u0000pub\";s:25:\"American Chemical Society\";s:10:\"\u0000*\u0000edition\";s:0:\"\";s:9:\"\u0000*\u0000tpages\";s:0:\"\";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:19:\"10.1021\/ja00084a003\";s:6:\"\u0000*\u0000pii\";s:0:\"\";s:7:\"\u0000*\u0000pmid\";s:0:\"\";s:9:\"\u0000*\u0000atitle\";s:166:\"Synthesis and enzymatic and NMR studies of novel sialoside probes : unprecedented, selective neuraminidase hydrolysis of and inhibition by C-6-(methyl)-gal sialosides\";s:9:\"\u0000*\u0000jtitle\";s:40:\"Journal of the American Chemical Society\";s:9:\"\u0000*\u0000stitle\";s:16:\"J. Am. Chem. Soc\";s:7:\"\u0000*\u0000date\";s:4:\"1994\";s:9:\"\u0000*\u0000volume\";s:3:\"116\";s:8:\"\u0000*\u0000issue\";s:1:\"5\";s:8:\"\u0000*\u0000spage\";s:4:\"1616\";s:8:\"\u0000*\u0000epage\";s:4:\"1634\";s:8:\"\u0000*\u0000pages\";s:0:\"\";s:7:\"\u0000*\u0000issn\";s:9:\"0002-7863\";s:8:\"\u0000*\u0000eissn\";s:0:\"\";s:9:\"\u0000*\u0000aulast\";s:7:\"SABESAN\";s:10:\"\u0000*\u0000aufirst\";s:1:\"S\";s:9:\"\u0000*\u0000auinit\";s:0:\"\";s:10:\"\u0000*\u0000auinitm\";s:0:\"\";s:5:\"\u0000*\u0000au\";a:4:{i:0;s:8:\"NEIRA, S\";i:1;s:11:\"DAVIDSON, F\";i:2;s:11:\"DUUS, J. \u00d8\";i:3;s:7:\"BOCK, K\";}s:9:\"\u0000*\u0000aucorp\";s:0:\"\";s:7:\"\u0000*\u0000isbn\";s:0:\"\";s:8:\"\u0000*\u0000coden\";s:6:\"JACSAT\";s:8:\"\u0000*\u0000genre\";s:7:\"article\";s:7:\"\u0000*\u0000part\";s:0:\"\";s:9:\"\u0000*\u0000btitle\";s:0:\"\";s:8:\"\u0000*\u0000title\";s:166:\"Synthesis and enzymatic and NMR studies of novel sialoside probes : unprecedented, selective neuraminidase hydrolysis of and inhibition by C-6-(methyl)-gal sialosides\";s:8:\"\u0000*\u0000place\";s:14:\"Washington, DC\";s:6:\"\u0000*\u0000pub\";s:25:\"American Chemical Society\";s:10:\"\u0000*\u0000edition\";s:0:\"\";s:9:\"\u0000*\u0000tpages\";s:0:\"\";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:19:\"10.1021\/ja00084a003\";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:19:\"10.1021\/ja00084a003\";s:6:\"\u0000*\u0000pii\";s:0:\"\";s:7:\"\u0000*\u0000pmid\";s:0:\"\";s:9:\"\u0000*\u0000atitle\";s:166:\"Synthesis and enzymatic and NMR studies of novel sialoside probes : unprecedented, selective neuraminidase hydrolysis of and inhibition by C-6-(methyl)-gal sialosides\";s:9:\"\u0000*\u0000jtitle\";s:40:\"Journal of the American Chemical Society\";s:9:\"\u0000*\u0000stitle\";s:16:\"J. Am. Chem. Soc\";s:7:\"\u0000*\u0000date\";s:4:\"1994\";s:9:\"\u0000*\u0000volume\";s:3:\"116\";s:8:\"\u0000*\u0000issue\";s:1:\"5\";s:8:\"\u0000*\u0000spage\";s:4:\"1616\";s:8:\"\u0000*\u0000epage\";s:4:\"1634\";s:8:\"\u0000*\u0000pages\";s:0:\"\";s:7:\"\u0000*\u0000issn\";s:9:\"0002-7863\";s:8:\"\u0000*\u0000eissn\";s:0:\"\";s:9:\"\u0000*\u0000aulast\";s:7:\"SABESAN\";s:10:\"\u0000*\u0000aufirst\";s:1:\"S\";s:9:\"\u0000*\u0000auinit\";s:0:\"\";s:10:\"\u0000*\u0000auinitm\";s:0:\"\";s:5:\"\u0000*\u0000au\";a:4:{i:0;s:8:\"NEIRA, S\";i:1;s:11:\"DAVIDSON, F\";i:2;s:11:\"DUUS, J. \u00d8\";i:3;s:7:\"BOCK, K\";}s:9:\"\u0000*\u0000aucorp\";s:0:\"\";s:7:\"\u0000*\u0000isbn\";s:0:\"\";s:8:\"\u0000*\u0000coden\";s:6:\"JACSAT\";s:8:\"\u0000*\u0000genre\";s:7:\"article\";s:7:\"\u0000*\u0000part\";s:0:\"\";s:9:\"\u0000*\u0000btitle\";s:0:\"\";s:8:\"\u0000*\u0000title\";s:166:\"Synthesis and enzymatic and NMR studies of novel sialoside probes : unprecedented, selective neuraminidase hydrolysis of and inhibition by C-6-(methyl)-gal sialosides\";s:8:\"\u0000*\u0000place\";s:14:\"Washington, DC\";s:6:\"\u0000*\u0000pub\";s:25:\"American Chemical Society\";s:10:\"\u0000*\u0000edition\";s:0:\"\";s:9:\"\u0000*\u0000tpages\";s:0:\"\";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:19:\"10.1021\/ja00084a003\";s:6:\"\u0000*\u0000pii\";s:0:\"\";s:7:\"\u0000*\u0000pmid\";s:0:\"\";s:9:\"\u0000*\u0000atitle\";s:166:\"Synthesis and enzymatic and NMR studies of novel sialoside probes : unprecedented, selective neuraminidase hydrolysis of and inhibition by C-6-(methyl)-gal sialosides\";s:9:\"\u0000*\u0000jtitle\";s:40:\"Journal of the American Chemical Society\";s:9:\"\u0000*\u0000stitle\";s:16:\"J. Am. Chem. Soc\";s:7:\"\u0000*\u0000date\";s:4:\"1994\";s:9:\"\u0000*\u0000volume\";s:3:\"116\";s:8:\"\u0000*\u0000issue\";s:1:\"5\";s:8:\"\u0000*\u0000spage\";s:4:\"1616\";s:8:\"\u0000*\u0000epage\";s:4:\"1634\";s:8:\"\u0000*\u0000pages\";s:0:\"\";s:7:\"\u0000*\u0000issn\";s:9:\"0002-7863\";s:8:\"\u0000*\u0000eissn\";s:0:\"\";s:9:\"\u0000*\u0000aulast\";s:7:\"SABESAN\";s:10:\"\u0000*\u0000aufirst\";s:1:\"S\";s:9:\"\u0000*\u0000auinit\";s:0:\"\";s:10:\"\u0000*\u0000auinitm\";s:0:\"\";s:5:\"\u0000*\u0000au\";a:4:{i:0;s:8:\"NEIRA, S\";i:1;s:11:\"DAVIDSON, F\";i:2;s:11:\"DUUS, J. \u00d8\";i:3;s:7:\"BOCK, K\";}s:9:\"\u0000*\u0000aucorp\";s:0:\"\";s:7:\"\u0000*\u0000isbn\";s:0:\"\";s:8:\"\u0000*\u0000coden\";s:6:\"JACSAT\";s:8:\"\u0000*\u0000genre\";s:7:\"article\";s:7:\"\u0000*\u0000part\";s:0:\"\";s:9:\"\u0000*\u0000btitle\";s:0:\"\";s:8:\"\u0000*\u0000title\";s:166:\"Synthesis and enzymatic and NMR studies of novel sialoside probes : unprecedented, selective neuraminidase hydrolysis of and inhibition by C-6-(methyl)-gal sialosides\";s:8:\"\u0000*\u0000place\";s:14:\"Washington, DC\";s:6:\"\u0000*\u0000pub\";s:25:\"American Chemical Society\";s:10:\"\u0000*\u0000edition\";s:0:\"\";s:9:\"\u0000*\u0000tpages\";s:0:\"\";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:19:\"10.1021\/ja00084a003\";s:6:\"\u0000*\u0000pii\";s:0:\"\";s:7:\"\u0000*\u0000pmid\";s:0:\"\";s:9:\"\u0000*\u0000atitle\";s:166:\"Synthesis and enzymatic and NMR studies of novel sialoside probes : unprecedented, selective neuraminidase hydrolysis of and inhibition by C-6-(methyl)-gal sialosides\";s:9:\"\u0000*\u0000jtitle\";s:40:\"Journal of the American Chemical Society\";s:9:\"\u0000*\u0000stitle\";s:16:\"J. Am. Chem. Soc\";s:7:\"\u0000*\u0000date\";s:4:\"1994\";s:9:\"\u0000*\u0000volume\";s:3:\"116\";s:8:\"\u0000*\u0000issue\";s:1:\"5\";s:8:\"\u0000*\u0000spage\";s:4:\"1616\";s:8:\"\u0000*\u0000epage\";s:4:\"1634\";s:8:\"\u0000*\u0000pages\";s:0:\"\";s:7:\"\u0000*\u0000issn\";s:9:\"0002-7863\";s:8:\"\u0000*\u0000eissn\";s:0:\"\";s:9:\"\u0000*\u0000aulast\";s:7:\"SABESAN\";s:10:\"\u0000*\u0000aufirst\";s:1:\"S\";s:9:\"\u0000*\u0000auinit\";s:0:\"\";s:10:\"\u0000*\u0000auinitm\";s:0:\"\";s:5:\"\u0000*\u0000au\";a:4:{i:0;s:8:\"NEIRA, S\";i:1;s:11:\"DAVIDSON, F\";i:2;s:11:\"DUUS, J. \u00d8\";i:3;s:7:\"BOCK, K\";}s:9:\"\u0000*\u0000aucorp\";s:0:\"\";s:7:\"\u0000*\u0000isbn\";s:0:\"\";s:8:\"\u0000*\u0000coden\";s:6:\"JACSAT\";s:8:\"\u0000*\u0000genre\";s:7:\"article\";s:7:\"\u0000*\u0000part\";s:0:\"\";s:9:\"\u0000*\u0000btitle\";s:0:\"\";s:8:\"\u0000*\u0000title\";s:166:\"Synthesis and enzymatic and NMR studies of novel sialoside probes : unprecedented, selective neuraminidase hydrolysis of and inhibition by C-6-(methyl)-gal sialosides\";s:8:\"\u0000*\u0000place\";s:14:\"Washington, DC\";s:6:\"\u0000*\u0000pub\";s:25:\"American Chemical Society\";s:10:\"\u0000*\u0000edition\";s:0:\"\";s:9:\"\u0000*\u0000tpages\";s:0:\"\";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
