专利号:US-6172226-B1 优先权日:1993-12-22 标 题:Synthons for the synthesis and deprotection of peptide nucleic acids under mild conditions 发明人:COULL JAMES M; EGHOLM MICHAEL; HODGE RICHARD P; ISMAIL MOHAMED; RAJUR S B 权利人:PERSEPTIVE BIOSYSTEMS INC 摘要:A method is disclosed for preparing novel PNA synthons having protecting groups capable of removal under mild conditions. The PNA synthons are prepared by coupling novel N-substituted nucleobase intermediates having carbamate protection of the exocyclic amino group of the heterocycle to an amino protected backbone or an amino protected backbone ester of the amino acid N-(2-aminoethyl)-glycine. By the method of this invention, the resultant PNA synthons can have orthogonal protection of the carbamate protected nucleobase and the amino protected backbone. The PNA synthons are useful in the synthesis of peptide nucleic acids (PNAs) and other oligomers such as PNA-DNA chimeras, and may be used in automated synthesizers. Novel compositions of matter are also disclosed. In addition, a guanine PNA synthon having selective carbamate protection of the exocyclic 2-amino group with the C6 carbonyl group unprotected is disclosed.
专利号:US-7211668-B2 优先权日:2003-07-28 标 题 :PNA monomer and precursor 发明人:KIM SUNG KEE; LEE HYUNIL; LIM JONG CHAN; LEE SUNG HEE 权利人:PANAGENE INC 摘要: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: n nwhereinn E 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: n nwhereinn A 1 , A 2 , A 3 , A 4 , A 5 , is independently selected from H, halogen such as F, Cl, Br or I, CF 3 , alkyl, preferably C 1 –C 4 alkyl, nitro, nitrile, alkoxy, preferably C 1 –C 4 alkoxy, halogenated (such as F, Cl, Br and I) alkyl, preferably halogenated C 1 –C 4 alkyl, halogenated (such as F, Cl, Br and I) alkoxy, preferably halogenated C 1 –C 4 alkoxy, 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; and B 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.
专利号:US-7411065-B2 优先权日:2002-04-26 标 题 :PNA monomer and precursor 发明人:KIM SUNG KEE; LEE HYUNIL; LIM JONG CHAN; CHOI HOON; JEON JAE HOON; AHN SANG YOUL; LEE SUNG HEE; YOON WON JUN 权利人:PANAGENE INC 摘要:This application relates to monomers of the general formula (I) for the preparation of PNA (peptide nucleic acid) oglimers and provides method for the synthesis of both predefined sequence PNA oligomers and random sequence PNA oligomers: n nwhereinn E is nitrogen or C—R′; J is sulfur or oxygen; R′, R1, R2, R3, R4 is independently H, halogen, alkyl, nitro, nitrile, alkoxy, halogenated alkyl, halogenated alkoxy, phenyl or halogenated phenyl, R5 is H or protected or unprotected side chain of natural or unnatural α-amino acid; and B 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.
专利号:US-7022851-B2 优先权日:2002-01-24 标题 :PNA monomer and precursor 发明人:KIM SUNG KEE; LEE HYUNIL; LIM JONG CHAN; CHOI HOON; JEON JAE HOON; AHN SANG YOUL; LEE SUNG HEE 权利人:PANAGENE INC 摘要: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: n nwhereinn R1, R2, R3, R4, R5 is independently H, halogen, C 1 –C 4 alkyl, nitro, nitrile, C 1 –C 4 alkoxy, halogenated C 1 –C 4 alkyl, or halogenated C 1 –C 4 alkoxy, wherein at least one of R1, R3, and R5 is nitro; R6 is H or protected or unprotected side chain of natural or unnatural α-amino acid; and B 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.
专利号:EP-1873156-A1 优先权日:1995-06-07 标 题:Process for the preparation of 6-[[(alkoxy)carbonyl]amino]-9H-Purine-9-acetic acid and 4-[(alkoxycarbonyl)amino]-2-oxo-1(2H)-Pyrimidineacetic acid derivatives as synthons for the synthesis of peptide nucleic acids
专利号:US-6133444-A 优先权日:1993-12-22 标 题 :Synthons for the synthesis and deprotection of peptide nucleic acids under mild conditions
参考标题: Pna Monomer And Precursor Monomere Et Precurseur Pna 摘要:This Application Relates To Monomers Of The General Formula (I) For The Preparation Pna (Peptide Nucleic Acid) Oligomers And Provides Method For The Synthesis Of Both Predefined Sequence Pna Oligomers And Random Sequence Pna Oligomers: (I) Wherein E Is Nitrogen Or C-R'; J Is Sulfur Or Oxygen; R', Rl, R2, R3, R4 Is Independently H, Halogen, Alkyl, Nitro, Nitrile, Alkoxy, Halogenated Alkyl, Halogenated Alkoxy, Phenyl Or Halogenated Phenyl, Rs Is H Or Protected Or Unprotected Side Chain Of Natural Or Unnatural A-Amino Acid; And B 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.