Nucleic Acids Research, Vol 24, Issue 16 3129-3133, Copyright © 1996 by Oxford University Press
ST Sigurdson and F Eckstein
Considerable effort has been directed towards studying the structure and
function of nucleic acids and several approaches rely on the attachment of
reporter groups or reactive functional groups to nucleic acids. We report
here the selective modification of 2-amino groups in oligoribonucleotides,
through their reaction with aliphatic isocyanates, to give the
corresponding 2'-urea derivatives in >95% yield. Furthermore, such
modification with (2-isocyanato)ethyl 2- pyridyl disulfide enables
subsequent coupling to other thiols (such as those contained in peptides
and proteins) or to thiol-reactive electrophiles. A modified decamer was
not significantly destabilized by the 2'-urea group, compared with a
2'-amino group, as demonstrated by a mere 1.3 degrees C drop in the melting
temperature of the duplex.
ARTICLES
Site specific labelling of sugar residues in oligoribonucleotides: reactions of aliphatic isocyanates with 2' amino groups
Max-Plank-Institut fur Experimenal Medizin, Gottingen, Germany.
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