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Replacement of the Cleavable Phosphodiester Bond of a Hammerhead Ribozyme Substrate by an Amide Linkage
Author(s) -
Burlina Fabienne,
Favre Alain,
Fourrey JeanLouis,
Thomas Martial
Publication year - 2000
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(200002)2000:4<633::aid-ejoc633>3.0.co;2-u
Subject(s) - phosphodiester bond , chemistry , ribozyme , hammerhead ribozyme , stereochemistry , vs ribozyme , amide , hairpin ribozyme , linkage (software) , peptide bond , scissile bond , substrate (aquarium) , combinatorial chemistry , organic chemistry , biochemistry , substrate specificity , rna , gene , enzyme , oceanography , geology
A nucleoside dimer in which the natural phosphodiester bond is replaced by an isosteric amide linkage has been prepared. This dimer analogue was subsequently incorporated chemically at the cleavage position of a hammerhead ribozyme substrate. Although the resulting substrate analogue exhibited a high affinity for the ribozyme as shown by gel retardation assays, the amide bond proved to be fully resistant to cleavage under standard conditions of ribozyme cleavage activity.