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Efficient Access to Deuterated and Tritiated Nucleobase Pharmaceuticals and Oligonucleotides using Hydrogen‐Isotope Exchange
Author(s) -
Palazzolo Alberto,
Feuillastre Sophie,
Pfeifer Viktor,
GarciaArgote Sébastien,
Bouzouita Donia,
Tricard Simon,
Chollet Céline,
Marcon Elodie,
Buisson DavidAlexandre,
Cholet Sophie,
Fenaille François,
Lippens Guy,
Chaudret Bruno,
Pieters Grégory
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201813946
Subject(s) - nucleobase , chemistry , oligonucleotide , hydrogen isotope , deuterium , hydrogen–deuterium exchange , combinatorial chemistry , spin isomers of hydrogen , radiochemistry , hydrogen , organic chemistry , biochemistry , dna , physics , quantum mechanics
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 D 2 or T 2 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.