Incorporation of an aldehyde function in oligonucleotides.
A nucleotide-like phosphoramidite building block that has the nucleic base replaced by the tert-butyldimethylsilyl-protected styrene glycol was synthesized. After the automatic synthesis of an oligonucleotide incorporating this synthon, the benzaldehyde function was generated by fluoride deprotection and oxidation by sodium periodate. In a similar manner, an oligonucleotide where a nucleic base was replaced by the (CH2)8CH=O chain was synthesized and conjugated with biotin derivatives.
Tilquin
J M
JM
Laboratoire de Chimie Thérapeutique et de Radiopharmacie, Université Catholique de Louvain, 73, Avenue Emmanuel Mounier, p. b. CMFA 7340, B-1200 Bruxelles, Belgium.
Dechamps
M
M
Sonveaux
E
E
D000447:Aldehydes / Q000737:chemistry*; D001360:Avidin / Q000378:metabolism; D001547:Benzaldehydes / Q000737:chemistry; D019921:Biotinylation; D015345:Oligonucleotide Probes / Q000138:chemical synthesis*; D009841:Oligonucleotides / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry
D000447:Aldehydes; D001547:Benzaldehydes; D015345:Oligonucleotide Probes; D009841:Oligonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D001360:Avidin; C032175:benzaldehyde