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Bis‐ and Tris‐Alkyne Phosphoramidites for Multiple 5′‐Labeling of Oligonucleotides by Click Chemistry
Author(s) -
Ligeour Caroline,
Meyer Albert,
Vasseur JeanJacques,
Morvan François
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201101763
Subject(s) - oligonucleotide , alkyne , chemistry , click chemistry , tris , combinatorial chemistry , conjugated system , organic chemistry , biochemistry , catalysis , polymer , dna
Three new phosphoramidites exhibiting two or three alkyne functions were prepared and introduced at the 5′ end of oligonucleotides. The resulting bis‐ and tris‐alkyne oligonucleotides were conjugated with acetylthiohexyl, ferrocenecarboamide hexyl, or carbohydrate‐propyl azides by using click chemistry (CuAAC) to afford polyconjugated oligonucleotides. Conjugations were performed either in solution or on solid support with high efficiency.