- The "Corey's reagent," 3,5-di-tert-butyl-1,2-benzoquinone, as a modifying agent in the synthesis of fluorescent and double-headed nucleosides.
The "Corey's reagent," 3,5-di-tert-butyl-1,2-benzoquinone, as a modifying agent in the synthesis of fluorescent and double-headed nucleosides.
Nucleosides, nucleotides & nucleic acids (2010-02-26)
Victor A Timoshchuk, Richard I Hogrefe
PMID20183596
ABSTRACT
A new method for the synthesis of fluorescent nucleosides has been developed. It has been shown that a reaction of benzoquinone with aminopropenyl group at C-5-position of 2'-deoxyuridine or 2'-deoxycytidine and aminopropynyl group at the C-7-position of 8-aza-7-deazaadenosine under extremely mild conditions affords conjugated benzoxazole derivatives of nucleosides, which possess strong fluorescent properties. In a similar reaction 5'-amino-5'-deoxy-nucleosides form double-headed nucleoside derivatives with benzoxazole attached at C-4'-position.
MATERIALS