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    • 2. 发明授权
    • Synthons for the synthesis and deprotection of peptide nucleic acids under mild conditions
    • 用于在温和条件下合成和去保护肽核酸的合成子
    • US06172226B2
    • 2001-01-09
    • US09116793
    • 1998-07-16
    • James M. CoullMichael EgholmRichard P. HodgeMohamed IsmailS. B. Rajur
    • James M. CoullMichael EgholmRichard P. HodgeMohamed IsmailS. B. Rajur
    • C07D23910
    • C07D239/47C07D473/18C07D473/34C07D473/40C07K14/003Y02P20/55
    • 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.
    • 公开了一种制备具有能够在温和条件下去除的保护基的新型PNA合成子的方法。 通过将具有杂环的外环氨基的氨基甲酸酯保护的新的N-取代的核碱基中间体与氨基酸N-(2-氨基乙基) - 甘氨酸的氨基保护的主链或氨基保护的主链酯偶联来制备PNA合成子。 通过本发明的方法,所得的PNA合成子可以具有氨基甲酸酯保护的核碱基和氨基保护的主链的正交保护。 PNA合成子可用于合成肽核酸(PNA)和其他寡聚体如PNA-DNA嵌合体,并可用于自动合成仪中。 还公开了新的组合物。 此外,公开了具有不受保护的C6羰基的环外2-氨基的选择性氨基甲酸酯保护的鸟嘌呤PNA合成子。