Uncharged stereoregular nucleic acid analogs: 2. Morpholino nucleoade otigomers with carbamate internucleoside linkages | Zendy

Eugene P. Stirchak | Zendy; James E. Summerton | Zendy; Dwight D. Weller | Zendy

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Uncharged stereoregular nucleic acid analogs: 2. Morpholino nucleoade otigomers with carbamate internucleoside linkages

Author(s) -

Eugene P. Stirchak,

James E. Summerton,

Dwight D. Weller

Publication year - 1989

Publication title -

nucleic acids research

Language(s) - Uncategorized

Resource type - Journals

SCImago Journal Rank - 9.008

H-Index - 537

eISSN - 1362-4954

pISSN - 0305-1048

DOI - 10.1093/nar/17.15.6129

Subject(s) - morpholine , biology , morpholino , stereochemistry , carbamate , random hexamer , oligonucleotide , nucleic acid , deoxyribonucleoside , biochemistry , cytidine , rna , pyrimidine , reductive amination , dna , chemistry , medicinal chemistry , gene , enzyme , zebrafish , catalysis

A novel oligonucleotide analog has been prepared from ribonucleoside derived morpholine subunits linked by carbamate groups. Oxidative cleavage of the 2',3' vicinal diol of cytidine followed by reductive amination of the resulting dialdehyde afforded the morpholine subunit. Coupling of the subunits are through carbamate moieties and the oligomers were characterized by 1H NMR and FAB MS. Evidence for interaction of the hexamer 19 with p(dG6) was found, but an atypical interaction of 19 with a RNA target was observed.

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