Method of using N-thio compounds for oligonucleotide synthesis
AssigneeGirindus America, Inc.
InventorsYigang He, Victor Sorokin, Wieslaw Adam Mazur
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Abstract
A method for synthesizing an oligonucleotide which comprises using a sulfurizing agent of general formula (I) for sulfurizing at least one phosphorus internucleotide linkage of a precursor of the oligonucleotide, wherein R is an aryl group or a heteroaryl group, which is bonded to the S-atom through an annular carbon atom; and R1 and R2 are independently organic residues, preferably a C1-C20 hydrocarbon residue. The method may further comprise purifying the oligonucleotide. Also included is a process for the synthesis of the sulfurizing agent.
Claims25
A method for synthesizing an oligonucleotide which comprises using a sulfurizing agent of general formula (I):
- wherein
- R is selected from a group consisting of an aryl group and a heteroaryl group;
- said R being bonded to the S-atom through an annular carbon atom;
- R1 and R2 are independently organic residues;
- for sulfurizing at least one phosphorus internucleotide linkage of a precursor of said oligonucleotide.
A process for the synthesis of a sulfurizing agent of general formula (I):
- where
- R is an aromatic group selected from the group consisting of aryl, alkylaryl, haloarlyl, nitroarly, and alkoxyaryl, R being bonded to the S-atom through an annular carbon atom, and
- R1and R2are independemtly organic residues,
- said process comprising:
- (a)
- reacting a sulfuryl halide with a thiol of formula R—S—H—, to produce an intermediate product of formula R—S—W, wherein R is the same as defined in formula (I),and W is halogen;
- and, (b) reacting said intermediate product with an N-sulfonyl compound of formula R1—NH—S(O)2—R2, wherein R1 and R2 are the same as defined in formula (I).
Dependencies are inferred from the claim text.