Tetrahedron Letters p. 8087 - 8090 (1993)
Update date:2022-08-03
Topics:
Arar
Monsigny
Mayer
An improved method of preparation of oligonucleotide-peptide conjugates is described. An oligopeptide containing α and ε-aminogroups is mainly substituted at its α-NH2 end by ε-maleimidocaproic acid-N-hydroxysuccinimide ester at pH 6.5 for 1 h. The N(α)-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.
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