SYNTHESIS OF OLIGONUCLEOTIDE-PEPTIDE CONJUGATES CONTAINING A KDEL SIGNAL SEQUENCE

Authors
ARAR K MONSIGNY M MAYER R
Citation
K. Arar et al., SYNTHESIS OF OLIGONUCLEOTIDE-PEPTIDE CONJUGATES CONTAINING A KDEL SIGNAL SEQUENCE, Tetrahedron letters, 34(50), 1993, pp. 8087-8090
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
50
Year of publication
1993
Pages
8087 - 8090
Database
ISI
SICI code
0040-4039(1993)34:50<8087:SOOCCA>2.0.ZU;2-4
Abstract
An improved method of preparation of oligonucleotide-peptide conjugate s is described. An oligopeptide containing alpha and epsilon-aminogrou ps is mainly substituted at its alpha-NH2 end by epsilon-maleimidocapr oic acid-N-hydroxysuccinimide ester at pH 6.5 for 1 h. The N-alpha-mal eimidocaproyl-peptide derivative, purified by HPLC, reacts with the th iol group of an oligonucleotide in a 82% yield at pH 7.2. The thiol gr oup is generated in situ by the action of tris(carboxyethyl)phosphine on an oligonucleotide bearing a disulfide bridge.