Novel functional peptide nucleic acid and its production method
AssigneeCredia Japan Co., Ltd.
InventorsHisafumi Ikeda, Madoka Tonosaki
Life of this patent
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Abstract
A novel method for synthesizing functional PNA having superior cost performance and which enables functional molecules to be-introduced extremely rapidly, and compounds used therein. Disclosed is a method for producing a functional PNA oligomer; wherein a PNA monomer unit having adenine, guanine, cytosine or thymine protected by a protecting group is reacted with. Fmoc-ω-amino acid-BocPNA-OH, and after synthesizing PNA oligomer, a functional molecule having free carboxylic acid is introduced into that PNA oligomer followed by deprotecting the protecting group; compounds synthesized by the method; and, Fmoc-ω-amino acid-BocPNA-OH that functions as a precursor PNA monomer unit.
Claims28
A method for producing a functional PNA oligomer;
- wherein a PNA monomer unit having adenine, guanine, cytosine or thymine protected by a protecting group is reacted with Fmoc-ω-amino acid-BocPNA-OH represented by the following general formula (T):
- 28
- (wherein n represents an plus integer).
- and after synthesizing PNA oligomer, a functional molecule having free carboxylic acid is introduced into said PNA oligomer followed by deprotecting of the protecting group.
A compound represented by the following general formula (I):
- 30
- (wherein n represents an integer of 1 through 15).
A method for producing a compound represented by general formula (I):
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- (wherein n represents an integer of 1 through 15) comprising the introduction of Fmoc-ω-amino acid by reacting Fmoc-ω-amino acid with pentafluorophenol, and reacting that reaction product with BocPNA-OH.
A compound represented by general formula (II):
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- (wherein B's each independently are the same or different and represent adenine, guanine, cytosine or thymine, R's each independently are the same or different and represent an Fmoc group or a functional carboxylic acid derivative, R1 represents a hydrogen atom or a functional carboxylic acid derivative, a through h represent integers of 0 to 10, X1 through X3, Y1, Y2 and Z1 through Z5 all represent integers of 0 or more, X1+X2+X3≧0, Y1+Y2>0, and Z1+Z2+Z3+Z4+Z5≧0, provided that X1+X2+X3 and Z1+Z2+Z3+Z4+Z5 are not simultaneously 0, and in the case where X1+X2+X3=0, R1 is a functional carboxylic acid derivative).
A compound represented by the following general formula (III):
- 33
- (wherein n represents an integer of 1 through 15).
A method for producing a compound represented by the following general formula (III):
- 34
- (wherein n represents an integer of 1 through 15), wherein Fmoc-ω-amino acid is reacted with pentafluorophenol.
Dependencies are inferred from the claim text.