Photoacid generators for the synthesis of oligo-DNA in a polymer matrix
View Patent ↗Compounds represented by the following structural formulas can be used as photoacid generators: Such compounds are useful, for example, in fabricating arrays of polymers.
1. A compound represented by Structural Formula (III):
or a salt thereof, wherein:
R 8 is a substituted sulfonyl, acetyl or benzoyl group;
R 9 is —H, —COOR, a substituted alkyl group or an alkenyl or aryl group;
R 10 is —NRR′, —COOR, an alkyl or alkenyl group or a substituted alkoxy or aryl group; and
R and R′ are independently —H or an alkyl, alkenyl or aryl group.
2. A method of generating acid, comprising exposing to light of an appropriate wavelength a compound represented by Structural Formula (III):
or a salt thereof, wherein:
R 8 is a substituted sulfonyl, acetyl or benzoyl group;
R 9 is —H, —COOR, a substituted alkyl group or an alkenyl or aryl group;
R 10 is —NRR′, —COOR, an alkyl or alkenyl group or a substituted alkoxy or aryl group; and
R and R′ are independently —H or an alkyl, alkenyl or aryl group.
3. The method of claim 2 , wherein the compound is exposed to light in the presence of a sensitizer.
4. A process for fabricating an array of polymers comprising: (a) providing a solid substrate comprising a reactive group protected by an acid labile protective group; (b) coating said solid substrate with a film, said film comprising a photoacid generator represented by Structural Formula (III):
or a salt thereof, wherein:
R 8 is a substituted sulfonyl, acetyl or benzoyl group;
R 9 is —H, —COOR, a substituted alkyl group or an alkenyl or aryl group;
R 10 is —NRR′, —COOR, an alkyl or alkenyl group or a substituted alkoxy or aryl group; and
R and R′ are independently —H or an alkyl, alkenyl or aryl group;
(c) activating said photoacid generator in selected regions of said substrate by selective application of light having a predetermined wavelength to provide an acid;
(d) exposing said reactive group having said protective group to said acid such that said protective group is removed to provide an exposed reactive group;
(e) reacting said exposed reactive group with a monomer, wherein the monomer is coupled to said exposed reactive group; and
(f) repeating the steps of coating, activating, exposing and reacting to produce the array of polymers.
5. A process according to claim 4 , wherein said film further comprises an acid scavenger.
6. A process according to claim 4 , wherein said polymer is a nucleic acid.
7. A process according to claim 4 , wherein said polymer is a polypeptide.