Cross-Linked DNA: Propargylated Ribonucleosides as ``Click'' Ligation Sites for Bifunctional Azides

Autor(en): Pujari, Suresh S.
Seela, Frank
Stichwörter: ADENOSINE-DEAMINASE; BASE-PAIRS; Chemistry; Chemistry, Organic; CONJUGATION; DOUBLE-HELIX; DUPLEX STABILITY; HYBRIDIZATION; LINKING; OLIGONUCLEOTIDES; TERMINAL ALKYNES
Erscheinungsdatum: 2012
Herausgeber: AMER CHEMICAL SOC
Journal: JOURNAL OF ORGANIC CHEMISTRY
Volumen: 77
Ausgabe: 9
Startseite: 4460
Seitenende: 4465
Zusammenfassung: 
2'-O or 3'-O-propargylated adenosines and ribothymidines were used as click targets for cross-linking of oligonucleotides with aliphatic and aromatic azides. The cross-link generates a sugar modification at the 2'-O-ligation site. Inexpensive ribonucleosides were used as starting materials. Cross-linking of oligonucleotides was performed at internal or terminal positions. Hybridization of homodimers with two complementary single strands resulted in stable ligated DNA duplexes.
ISSN: 00223263
DOI: 10.1021/jo300421p

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