Quantitative relationship between the chemical structure of antisense nucleosides and their capacity to interact with cyclomalto-octaose.
The interaction of twelve 8-substituted-2'-deoxyadenosine and seventeen 5-substituted-2'-deoxyuridine derivatives (antisense nucleosides) with cyclomalto-octaose (GCD) was determined by charge-transfer chromatography and the relative strength of the interaction was calculated. The majority of antisense nucleosides (14 deoxyuridine and 11 deoxyadenosine derivatives) interacted with GCD, which probably led to inclusion complex formation. Stepwise regression analysis proved that the strength of interaction was related to the length of the apolar alkyl chain of substituents and the bulkiness of the nucleoside ring structure. The effect of double or triple bonds in the chain was negligible.
Cserháti
T
T
Institute of Chemistry, Chemical Research Center, Hungarian Academy of Sciences, Budapest, Hungary.
Forgács
E
E
D003505:Cyclodextrins / Q000737:chemistry*; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000737:chemistry*; D012044:Regression Analysis; D012984:Software; D013329:Structure-Activity Relationship; D047408:gamma-Cyclodextrins
D003505:Cyclodextrins; D009705:Nucleosides; D047408:gamma-Cyclodextrins; C023792:gamma-cyclodextrin