Peptide nucleic acid monomers and oligomers
AssigneePeter Nielsen
InventorsPeter E. Nielsen, Gerald Haaima, Anne B. Eldrup
Life of this patent
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Abstract
Novel peptide nucleic acid (PNA) oligomers and their constituent monomers are disclosed. The PNA oligomers and linked PNAs form triple stranded structures with nucleic acids that show an increased specificity for thymidine in nucleic acid targets relative to naturally occurring nucleobases.
Claims41
A oligomeric compound comprising a monomeric unit having the formula:
- wherein:
- R8 is H, COCH3 or an amino protecting group;
- R9 is hydrogen or a side chain of a naturally occurring amino acid;
- R10 is O, NH, O-alkylene or a lysine residue;
- W is —(CH2)m— where m is from 0 to 6, or
- where b is an integer from 0 to 4;
- k is from 0 to 5;
- n is 0 or 1;
- L has the formula
- Q is CH or N;
- R11 and R12 are each H;
- or R11 and R12 together with the carbon atoms to which they are attached form a phenyl group;
- T has the formula:
- j and z are each, independently, from 0 to 5 with the sum of j and z being from 1 to 7;
- M is C(═O), S(O)2, phenyl or P(O)2;
- V is NH, S, or CH2;
- and
- a, h and g are each, independently, 0 or 1.
A compound of formula:
- wherein:
- R15 is OH, a protected hydroxyl group, or a protecting group;
- and
- R16 is H or an amino protecting group.
A compound consisting of a plurality of peptide nucleic acid oligomers linked by linking groups, wherein at least one of said peptide nucleic acid oligomers comprises a moiety having the formula:
- wherein:
- R8 is H, COCH3 or an amino protecting group;
- R9 is hydrogen or a side chain of a naturally occurring amino acid;
- R10 is O, NH, O-alkylene or a lysine residue;
- W is —(CH2)m— where m is from 0 to 6, or
- where b is an integer from 0 to 4;
- k is from 0 to 5;
- n is 0 or 1;
- L has the formula
- Q is CH or N;
- R11 and R12 are each H;
- or R11 and R12 together with the carbon atoms to which they are attached form a phenyl group;
- T has the formula:
- j and z are each, independently, from 0 to 5 with the sum of j and z being from 1 to 7;
- M is C(═O), S(O)2, phenyl or P(O)2;
- V is NH, S, or CH2;
- and
- a, h and g are each, independently, 0 or 1.
A compound having the formula:
- wherein:
- R8 is H, COCH3 or an amino protecting group;
- R9 is hydrogen or a side chain of a naturally occurring amino acid;
- R10 is O, NH, O-alkylene or a lysine residue;
- W is —(CH2)m— where m is from 0 to 6, or
- where b is an integer from 0 to 4;
- k is from 0 to 5;
- n is 0 or 1;
- L has the formula
- Q is CH or N;
- R11 and R12 are each H;
- or R11 and R12 together with the carbon atoms to which they are attached form a phenyl group;
- T has the formula:
- j and z are each, independently, from 0 to 5 with the sum of j and z being from 1 to 7;
- M is C(═O), S(O)2, phenyl or P(O)2;
- V is NH, S, or CH2;
- and
- a, h and g are each independently 0 or 1;
- and
- R13 and R14 are each independently H or an amino or carboxyl protecting group.
Dependencies are inferred from the claim text.