Villien Mathilde, Defrancq Eric, Dumy Pascal
LEDSS, UMR CNRS 5616, ICMG FR2607, Université Joseph Fourier, Grenoble 9, France.
Nucleosides Nucleotides Nucleic Acids. 2004;23(10):1657-66. doi: 10.1081/NCN-200031467.
Oligonucleotides carrying an aldehyde moiety at the 3'-end were synthesized by the oxidation of a 1,2-diol precursor. These were coupled to peptides bearing a cysteine residue for thiazolidine formation and an aminooxy group for oxime formation. The conjugation reaction proved very efficient and selective, thereby allowing the preparation of 3'-peptide-oligonucleotide conjugates in good yield. The conjugation was achieved in aqueous solution without using any protection strategy. Moreover, the present approach neither requires the use of peptide in excess nor changes the hybridization properties of the conjugates.
通过1,2 -二醇前体的氧化合成了在3'-末端带有醛基部分的寡核苷酸。将这些寡核苷酸与带有用于形成噻唑烷的半胱氨酸残基和用于形成肟的氨氧基的肽偶联。共轭反应证明非常有效且具有选择性，从而能够以良好的产率制备3'-肽-寡核苷酸共轭物。共轭反应在水溶液中实现，无需使用任何保护策略。此外，本方法既不需要过量使用肽，也不会改变共轭物的杂交特性。
