Claims
- 1. A polynucleotide reagent having the structural formula: ##STR12## wherein: DNA.sub.1 is a first segment of DNA;
- DNA.sub.2 is a second segment of DNA;
- R.sup.3 is selected from the group consisting of hydrogen, hydroxyl, sulfhydryl, halogeno, amino, alkyl, allyl, --OR.sup.6 wherein R.sup.6 is alkyl, allyl, silyl or phosphate;
- R.sup.4 is either hydrogen or --(CH.sub.2).sub.m OR.sup.7 wherein R.sup.7 is alkyl or --(CO)R.sup.8, R.sup.8 is alkyl, and m is an integer in the range of 0 to 12 inclusive;
- R.sup.5 is --A--Z--X(R.sup.9).sub.n ;
- A is oxygen, sulfur or methylene;
- Z is arylene, C.sub.6 -C.sub.18 aralkylene or C.sub.1 -C.sub.12 alkylene containing 0 to 6 heteroatoms selected from the group consisting of O, S, N, Si and Se and 0 to 6 linkages selected from the group consisting of --CO--, --COO--, --CONH--, --NHCO--, --S--S--, --SO.sub.2 --, --CH(OH)--CH(OH)--, --CH(OR.sup.15)--CH(OR.sup.15)--, --O--PO(O.sup.--)--O--, --O--PO(R.sup.15)--, --O--PO(OR.sup.15)--O--, --O--PO(OR.sup.15)--R.sup.16 -- and --PO(OR.sup.15)--O--R.sup.16 -- in which R.sup.15 is lower alkyl and R.sup.16 is lower alkylene, and, if Z is aralkylene or alkylene, containing 0 to 3 unsaturated bonds;
- X is selected from the group consisting of --NH--, --CONH--, --NHCO--, --CO--, --S-- and --Si.ident.;
- R.sup.9 is hydrogen, a protecting group, or a detectable label; and
- n is 1 when X is --NH--, --CONH--, --NHCO--, --CO--, or --S--, and is 3 when X is --Si.ident..
- 2. A polynucleotide reagent having the structural formula ##STR13## wherein: DNA .sub.1 is a first segment of DNA;
- DNA .sub.2 is a second segment of DNA;
- R.sup.3 is selected from the group consisting of hydrogen, hydroxyl, sulfhydryl, halogeno, amino, alkyl, allyl, --OR.sup.6 wherein R.sup.6 is alkyl, allyl, silyl or phosphate;
- R.sup.4 is either hydrogen or --(CH.sub.2).sub.m OR.sup.7 wherein R.sup.7 is alkyl or --(CO)R.sup.8, R.sup.8 is alkyl and m is an integer in the range of 0 to 12 inclusive;
- A is oxygen, sulfur or methylene; and
- Z is arylene, C.sub.6 -C.sub.18 aralkylene or C.sub.1 -C.sub.12 alkylene containing 0 to 6 heteroatoms selected from the group consisting of O, S, N, Si and Se and 0 to 6 linkages selected from the group consisting of --CO--, --COO--, --CONH--, --NHCO--, --S--S--, --SO.sub.2 --, --CH(OH)--CH(OH)--, --CH(OR.sup.15)--CH(OR.sup.15)--, --O--PO(O.sup.--)--O--, --O--PO(R.sup.15)--, --O--PO(OR.sup.15)--O--, --O--PO(OR.sup.15)--R.sup.16 -- and --PO(OR.sup.15)--O--R.sup.16 -- in which R.sup.15 is lower alkyl and R.sup.16 is lower alkylene, and, if Z is aralkylene or alkylene, containing 0 to 3 unsaturated bonds.
- 3. A polynucleotide reagent having the structural formula ##STR14## wherein: DNA.sub.1 is a first segment of DNA;
- DNA.sub.2 is a second segment of DNA;
- R.sup.3 is selected from the group consisting of hydrogen, hydroxyl, sulfhydryl, halogeno, amino, alkyl, allyl, --OR.sup.6 wherein R.sup.6 is alkyl, allyl, silyl or phosphate;
- R.sup.4 is either hydrogen or --(CH.sub.2).sub.m OR.sup.7 wherein R.sup.7 is alkyl or --(CO)R.sup.8, R.sup.8 is alkyl and m is an integer in the range of 0 to 12 inclusive;
- A is oxygen, sulfur or methylene; and
- Z is arylene, C.sub.6 -C.sub.18 aralkylene or C.sub.1 -C.sub.12 alkylene containing 0 to 6 heteroatoms selected from the group consisting of O, S, N, Si and Se and 0 to 6 linkages selected from the group consisting of --CO--, --COO--, --CONH--, --NHCO--, --S--S--, --SO.sub.2 --, --CH(OH)--CH(OH)--, --CH(OR.sup.15)--CH(OR.sup.15)--, --O--PO(O.sup.--)--O--, --O--PO(R.sup.15)--, --O--PO(OR.sup.15)--O--, --O--PO(OR.sup.15)--R.sup.16 -- and --PO(OR.sup.15)--O--R.sup.16 -- in which R.sup.15 is lower alkyl and R.sup.16 is lower alkylene, and, if Z is aralkylene or alkylene, containing 0 to 3 unsaturated bonds.
- 4. A branched polynucleotide reagent having the structural formula ##STR15## wherein: DNA.sub.1 is a first segment of DNA;
- DNA.sub.2 is a second segment of DNA;
- DNA.sub.3 is a third segment of DNA;
- R.sup.3 is selected from the group consisting of hydrogen, hydroxyl, sulfhydryl, halogeno, amino, alkyl, allyl, --OR.sup.6 wherein R.sup.6 is alkyl, allyl, silyl or phosphate;
- R.sup.4 is either hydrogen or --(CH.sub.2).sub.m OR.sup.7 wherein R.sup.7 is alkyl or --(CO)R.sup.8, R.sup.8 is alkyl, and m is an integer in the range of 0 to 12 inclusive;
- A is oxygen, sulfur or methylene; and
- Z is arylene, C.sub.6 -C.sub.18 aralkylene or C.sub.1 -C.sub.12 alkylene containing 0 to 6 heteroatoms selected from the group consisting of O, S, N, Si and Se and 0 to 6 linkages selected from the group consisting of --CO--, --COO--, --CONH--, --NHCO--, --S--S--, --SO.sub.2 --, --CH(OH)--CH(OH)--, --CH(OR.sup.15)--CH(OR.sup.15)--, --O--PO(O.sup.--)--O--, --O--PO(R.sup.15)--, --O--PO(OR.sup.15)--O--, --O--PO(OR.sup.15)--R.sup.16 -- and --PO(OR.sup.15)--O--R.sup.16 -- in which R.sup.15 is lower alkyl and R.sup.16 is lower alkylene, and, if
- Z is aralkylene or alkylene, containing 0 to 3 unsaturated bonds.
- 5. In a method for making a polynucleotide reagent comprising sequentially coupling nucleotidic monomers to a growing oligonucleotide chain, the improvement which comprises introducing an abasic site into the polynucleotide reagent by replacing a fraction of the nucleotidic monomers with the reagent of claim 4.
Parent Case Info
This application is a continuation of application Ser. No. 08/296,368, filed 25 Aug. 1994.
US Referenced Citations (11)
Foreign Referenced Citations (1)
Number |
Date |
Country |
900156 |
Aug 1991 |
NLX |
Continuations (1)
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Number |
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Parent |
296368 |
Aug 1994 |
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