PNA monomer and precursor

Details PNA monomer and precursor PNA monomer and precursor

2007-05-01

2007-05-01

Berch, Mark L. (Department: 1624)

Organic compounds -- part of the class 532-570 series

Organic compounds

Chalcogen bonded directly to ring carbon of the purine ring...

C544S254000, C544S262000, C544S265000, C544S277000, C544S317000, C544S310000, C544S367000, C544S369000, C548S136000, C548S144000, C548S204000, C548S229000, C536S023100

Reexamination Certificate

active

10819769

ABSTRACT:
This application relates to monomers of the general formula (I) for the preparation of PNA (peptide nucleic acid) oligomers and provides method for the synthesis of both predefined sequence PNA oligomers and random sequence PNA oligomers:whereinE is sulfur or oxygen; J is nitrogen or C—R′;R1, R′ is independently H, halogen, alkyl, nitro, nitrile, alkoxy, halogenated alkyl, halogenated alkoxy or a functional group having one of following general formulae:whereinA1, A2, A3, A4, A5, is independently selected from H, halogen such as F, Cl, Br or I, CF3, alkyl, preferably C1–C4alkyl, nitro, nitrile, alkoxy, preferably C1–C4alkoxy, halogenated (such as F, Cl, Br and I) alkyl, preferably halogenated C1–C4alkyl, halogenated (such as F, Cl, Br and I) alkoxy, preferably halogenated C1–C4alkoxy, phenyl, and halogenated (such as F, Cl, Br and I phenyl;R2 is H or protected or unprotected side chain of natural or unnatural α-amino acid; andB is a natural or unnatural nucleobase, wherein when said nucleobase has an exocyclic amino function, said function is protected by protecting group which is labile to acids but stable to weak to medium bases in the presence of thiol.

REFERENCES:
patent: 3635956 (1972-01-01), Krapcho
patent: 4126623 (1978-11-01), Piccardi et al.
patent: 5435939 (1995-07-01), Narayanan
patent: 5539083 (1996-07-01), Cook et al.
patent: 2004/0102592 (2004-05-01), Nakamura et al.
patent: WO 00/02899 (2000-01-01), None
patent: WO 03/062212 (2003-07-01), None
patent: WO 03/091231 (2003-11-01), None
Olson et al., J. Med. Chem.; 1999; 42(7) pp. 1178-1192.

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