Singh Yashveer, Defrancq Eric, Dumy Pascal
LEDSS, UMR CNRS 5616, ICMG FR2607, Université Joseph Fourier, BP 53, 38041 Grenoble Cedex 9, France.
J Org Chem. 2004 Nov 26;69(24):8544-6. doi: 10.1021/jo0485177.
A new method to prepare peptide-oligonucleotide conjugates through chemoselective glyoxylic oxime linkage is reported. A novel phosphoramidite reagent, readily accessible from serine, was prepared and used in automated DNA synthesis to prepare oligonucleotides carrying a glyoxylic aldehyde functionality at the 5' terminus. This was efficiently coupled to a peptide functionalized with an aminooxy group. The method could be of general use to prepare a broad range of oligonucleotide conjugates.
报道了一种通过化学选择性乙醛酸肟键合制备肽-寡核苷酸缀合物的新方法。制备了一种可从丝氨酸轻松获得的新型亚磷酰胺试剂，并将其用于自动化DNA合成，以制备在5'末端带有乙醛酸醛官能团的寡核苷酸。该寡核苷酸与用氨氧基官能化的肽高效偶联。该方法可普遍用于制备多种寡核苷酸缀合物。
