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Arar, K ; Monsigny, M ; Mayer, R

Synthesis of oligonucleotide-peptide conjugates containing a kdel signal sequence

Tetrahedron Letters 34 (50) 8087-8090

par Administrateur - publié le

Abstract :

An improved method of preparation of oligonucleotide-peptide conjugates is described. An oligopeptide containing a and epsilon-aminogroups is mainly substituted at its a-NH2 end by epsilon-maleimidocaproic acid-N-hydroxysuccinimide ester at pH 6.5 for 1 h. The N-a-maleimidocaproyl-peptide derivative, purified by HPLC, reacts with the thiol group of an oligonucleotide in a 82% yield at pH 7.2. The thiol group is generated in situ by the action of tris(carboxyethyl)phosphine on an oligonucleotide bearing a disulfide bridge.