Citation

MacMillan AM, Chen L, Verdine GL. J. Org. Chem. 1992; 57(11): 2989-2991.

Copyright

(Copyright © 1992, American Chemical Society)

DOI

10.1021/jo00037a006

PMID

unavailable

Abstract

The large-scale chemical synthesis of an oligodeoxynucleotide containing 5-fluoro-2′-deoxycytidine (FdC) and its characterization are described. The FdC residue is introduced via the corresponding 4-0-(2,4,6-trimethylphenyl)-2′-deoxyuridine derivative, which undergoes clean conversion to FdC during removal of the oligonucleotide protecting groups with ammonia. A double-stranded oligodeoxynucleotide containing FdC inactivated the DNA methyltransferase enzyme M.Hae Ⅲ by irreversible formation of a covalent protein-DNA complex. © 1992, American Chemical Society. All rights reserved.

Language: en

Keywords

article; enzyme inhibition; enzyme inhibitor; drug synthesis; dna methyltransferase; flucytosine deoxyriboside; oligodeoxynucleotide