Fast RNA conjugations on solid phase by strain-promoted cycloadditions


Autoria(s): Singh, I.; Freeman, C.; Heaney, F.; Madder, A.; Vyle, J.S.
Data(s)

07/09/2012

Resumo

Strain promoted cycloaddition is presented as a tool for RNA conjugation on the solid phase; RNA-cyclooctyne conjugates are prepared by cycloaddition to both azide (strain-promoted azide-alkyne cycloaddition, SPAAC) and nitrile oxide dipoles (strain-promoted nitrile oxide-alkyne cycloaddition, SPNOAC). The conjugation is compatible with 2'-OMe blocks and with 2'-O-TBDMS protection on the ribose moieties of the sugar. Nitrile oxide dipoles are found to be more reactive click partners than azides. The conjugation proceeds within 10 min in aqueous solvents, at room temperature without any metal catalyst and tolerates dipoles of varying steric bulk and electronic demands, including pyrenyl, coumarin and dabcyl derivatives. © 2012 The Royal Society of Chemistry.

Identificador

http://pure.qub.ac.uk/portal/en/publications/fast-rna-conjugations-on-solid-phase-by-strainpromoted-cycloadditions(7e3edd10-6ddd-4879-8035-207daf54d60e).html

http://dx.doi.org/10.1039/c2ob25628b

http://www.scopus.com/inward/record.url?partnerID=yv4JPVwI&eid=2-s2.0-84864619199&md5=731af6b24a26c97630440164fbd64c02

Idioma(s)

eng

Direitos

info:eu-repo/semantics/restrictedAccess

Fonte

Singh , I , Freeman , C , Heaney , F , Madder , A & Vyle , J S 2012 , ' Fast RNA conjugations on solid phase by strain-promoted cycloadditions ' Organic and Biomolecular Chemistry , vol 10 , no. 33 , pp. 6633-6639 . DOI: 10.1039/c2ob25628b

Palavras-Chave #/dk/atira/pure/subjectarea/asjc/1600/1606 #Physical and Theoretical Chemistry #/dk/atira/pure/subjectarea/asjc/1600/1605 #Organic Chemistry #/dk/atira/pure/subjectarea/asjc/1300/1303 #Biochemistry
Tipo

article