THE MECHANISM OF CLEAVAGE UNDER BASIC CONDITIONS OF SUCCINYL-ANCHOREDOLIGONUCLEOTIDES

Authors
PALOM Y GRANDAS A PEDROSO E
Citation
Y. Palom et al., THE MECHANISM OF CLEAVAGE UNDER BASIC CONDITIONS OF SUCCINYL-ANCHOREDOLIGONUCLEOTIDES, Nucleosides & nucleotides, 17(7), 1998, pp. 1177-1182
Citations number
14
Categorie Soggetti
Biology
Journal title
Nucleosides & nucleotides → ACNP
ISSN journal
07328311
Volume
17
Issue
7
Year of publication
1998
Pages
1177 - 1182
Database
ISI
SICI code
0732-8311(1998)17:7<1177:TMOCUB>2.0.ZU;2-H
Abstract
Studies with a model compound provide direct evidence that cleavage of succinyl-anchored oligonucleotides takes place by intramolecular nucl eophilic attack of the conjugate base of the succinamide at the ester carbonyl group. An N-substituted succinimide is exclusively formed wit h piperidine, DBU and TBAF, but when ammonia is used this general mech anism seems to coexist with ammonolysis of the succinate ester. Cleava ge with TBAF is extremely fast.