About: Tetrabutylammonium fluoride-assisted rapid N(9)-alkylation on purine ring: Application to combinatorial reactions in microtiter plates for the discovery of potent sulfotransferase inhibitors in situ

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About: Tetrabutylammonium fluoride-assisted rapid N(9)-alkylation on purine ring: Application to combinatorial reactions in microtiter plates for the discovery of potent sulfotransferase inhibitors in situ Goto Sponge NotDistinct Permalink

An Entity of Type : schema:ScholarlyArticle, within Data Space : wasabi.inria.fr associated with source document(s)

Attributes	Values
type	Academic Article research paper schema:ScholarlyArticle
isDefinedBy	Covid-on-the-Web dataset
has title	Tetrabutylammonium fluoride-assisted rapid N(9)-alkylation on purine ring: Application to combinatorial reactions in microtiter plates for the discovery of potent sulfotransferase inhibitors in situ
Creator	Brik, Ashraf Wong, Chi-Huey Wu, Chung-Yi Best, Michael
Source	Elsevier; Medline; PMC
abstract	Tremendous efforts have been invested in the synthesis of purine libraries due to their importance in targeting various enzymes involved in different diseases and cellular processes. The synthesis of N(9)-alkylated purine scaffolds relied mostly on Mitsunobu conditions with a variety of alcohols or strong basic conditions with different organic halides. A more reliable and efficient way for the synthesis of N(9)-alkylated purine scaffolds is reported. This method uses tetrabutylammonium fluoride (TBAF) to assist such chemistry. In many cases, the reactions were completed within 10 min and gave the desired product in high yield and selectivity. Moreover, these mild reaction conditions permitted its use in combinatorial reactions in microtiter plates followed by in situ screening for the discovery of potent sulfotransferase inhibitors.
has issue date	2005-08-01(xsd:dateTime)
bibo:doi	10.1016/j.bmc.2005.02.066
bibo:pmid	15953729
has license	no-cc
schema:url	https://doi.org/10.1016/j.bmc.2005.02.066
resource representing a document's title	Tetrabutylammonium fluoride-assisted rapid N(9)-alkylation on purine ring: Application to combinatorial reactions in microtiter plates for the discovery of potent sulfotransferase inhibitors in situ
has PubMed Central identifier	PMC7119094
has PubMed identifier	15953729
schema:publication	Bioorg Med Chem
resource representing a document's body	covid:PMC7119094#body_text
is schema:about of	named entity 'Tetrabutylammonium' named entity 'Tetrabutylammonium fluoride' named entity 'tetrabutylammonium fluoride' named entity 'enzyme' named entity 'CDCl3' named entity 'purine' named entity 'pyrimidine' named entity 'TBAF' named entity 'organic halides' named entity 'NaH' named entity 'alkylation' named entity 'TBAF' named entity 'LC-MS' named entity 'aryl' named entity 'Packard' named entity '13C NMR' named entity 'cellular processes' named entity 'Sonogashira' named entity 'cellular processes' named entity 'microtiter plate' named entity 'fluoride ion' named entity 'purine' named entity 'purine' named entity 'room temperature' named entity 'anhydrous' named entity 'ESI-MS' named entity 'alkylated' named entity 'enzyme' named entity 'HIV protease' named entity 'room temperature' named entity 'methyl' named entity 'enzymatic rates' named entity 'K i' named entity 'fluorescent' named entity 'mmol' named entity 'microtiter plate' named entity 'DMSO' named entity 'TBAF' named entity 'palladium-catalyzed' named entity 'TBAF' named entity 'ESI-MS' named entity 'methyl' named entity 'inert atmosphere' named entity 'high-throughput screening' named entity 'sulfotransferase' named entity 'alkylation' named entity 'room temperature' named entity 'microtiter plates' named entity 'alkyl bromide' named entity 'DMF' named entity '1H NMR' named entity 'kinase' named entity 'sulfotransferase' named entity 'N-alkylation' named entity 'organic halides' named entity 'K2CO3' named entity 'LC-MS' named entity 'THF' named entity 'palladium-catalyzed cross-coupling' named entity 'purine analogues' named entity 'alkylated' named entity 'K i' named entity 'alkylated' named entity '5.4' named entity 'TBAF' named entity 'TBAF' named entity 'LC-MS' named entity 'desilylation' named entity 'Enzyme' named entity 'mmol' named entity '1H NMR' named entity 'alkylated' named entity 'protease' named entity 'TBAF' named entity 'alkyl' named entity 'organic halides' named entity 'alkylation' named entity 'DMSO' named entity 'K i'

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