Efficient Access to Deuterated and Tritiated Nucleobase Pharmaceuticals and Oligonucleotides using Hydrogen‐Isotope Exchange

A general approach for the efficient hydrogen‐isotope exchange of nucleobase derivatives is described. Catalyzed by ruthenium nanoparticles, using mild reaction conditions, and involving either D2 or T2 as isotopic sources, this reaction possesses a wide substrate scope and a high solvent tolerabili...

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Vydané v:	Angewandte Chemie International Edition Ročník 58; číslo 15; s. 4891 - 4895
Hlavní autori:	Palazzolo, Alberto, Feuillastre, Sophie, Pfeifer, Viktor, Garcia‐Argote, Sébastien, Bouzouita, Donia, Tricard, Simon, Chollet, Céline, Marcon, Elodie, Buisson, David‐Alexandre, Cholet, Sophie, Fenaille, François, Lippens, Guy, Chaudret, Bruno, Pieters, Grégory
Médium:	Journal Article
Jazyk:	English
Vydavateľské údaje:	WEINHEIM Wiley 01.04.2019 Wiley Subscription Services, Inc Wiley-VCH Verlag John Wiley and Sons Inc
Vydanie:	International ed. in English
Predmet:	Chemical Sciences Chemistry Chemistry, Multidisciplinary Chromatography, Liquid Communication Communications C−H activation Deuteration Deuterium - chemistry Deuterium Exchange Measurement Diagnostic software Diagnostic systems Drug discovery Exchanging Hydrogen - chemistry isotopes isotopic labelling Mass Spectrometry Nanoparticles nucleotides Oligonucleotides Oligonucleotides - chemistry Pharmaceutical Preparations - chemistry Pharmaceuticals Physical Sciences Ruthenium Science & Technology Substrates THERAPEUTICS RNA QUANTIFICATION isotopic labelling DEUTERIUM NUCLEOSIDE LC-MS C-H activation nanoparticles BIOANALYTICAL METHOD isotopes PROGRESS INTERFERENCE nucleotides ANTISENSE OLIGONUCLEOTIDES C−H activation
ISSN:	1433-7851, 1521-3773, 1521-3773
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Shrnutí:	A general approach for the efficient hydrogen‐isotope exchange of nucleobase derivatives is described. Catalyzed by ruthenium nanoparticles, using mild reaction conditions, and involving either D2 or T2 as isotopic sources, this reaction possesses a wide substrate scope and a high solvent tolerability. This novel method facilitates the access to essential diagnostic tools in drug discovery and development: tritiated pharmaceuticals with high specific activities and deuterated oligonucleotides suitable for use as internal standards during LC‐MS quantification. Making the swap: A general approach for the late‐stage hydrogen‐isotope exchange of nucleobase derivatives is described. Catalyzed by ruthenium nanoparticles using mild reaction conditions and involving either D2 or T2 as isotopic sources, this reaction possesses a wide substrate scope and a high solvent tolerability. This novel method facilitates the access to essential diagnostic tools in drug discovery and development.
Bibliografia:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 content type line 23
ISSN:	1433-7851 1521-3773 1521-3773
DOI:	10.1002/anie.201813946