公开(公告)号：US06573374B1

公开(公告)日：2003-06-03

申请号：US08411761

申请日：1995-03-28

申请人： Klaus Muehlegger ,  Hans-Joachim Hoeltke ,  Christian Birkner ,  Herbert Von Der Eltz

发明人： Klaus Muehlegger ,  Hans-Joachim Hoeltke ,  Christian Birkner ,  Herbert Von Der Eltz

IPC分类号： C07H1904

CPC分类号： C07H19/10 ,  C07F9/5728 ,  C07H19/20 ,  C07H21/00

摘要： Nucleoside-5′-triphosphates and phosphoramidites which carry a residue absorbing in the long wavelength region, preferably a carbocyanine group of the general formula (I), on the base portion or on the phosphorus atom in which R1 and R2 each denote hydrogen or together form a phenyl residue; R3 denotes hydrogen if linkage with the nucleotide is via the R4 position or it denotes a —NHCS— group if linkage with the nucleotide is via the R3 position; both R4 and R5, or R5, alone denote an alkylsulfonyl group with n being a number from 3 to 5 or R4 represents a —NHCS— group with n being a number from 3 to 8, as well as the use of the compounds to label, detect and sequence nucleic acids.

摘要翻译： 核苷-5'-三磷酸和亚磷酰胺，其在碱性部分或磷原子上具有在长波长区域吸收的残基，优选为通式（I）的碳菁基团，其中R1和R2各自表示氢或一起形成 苯基残基; 如果与核苷酸的连接通过R4位置，R3表示氢，如果与核苷酸的连接通过R3位置，则表示-NHCS-基团; R4和R5或R5独立地表示烷基磺酰基，n为3至5的数，或R4表示-NHCS-基，n为3至8的数，以及该化合物用于标记 ，检测和序列核酸。

公开(公告)号：US5677441A

公开(公告)日：1997-10-14

申请号：US326490

申请日：1994-10-20

申请人： Herbert Waldman ,  Armin Reidel ,  Axel Heuser ,  Klaus Muehlegger ,  Herbert Von Der Eltz ,  Christian Birkner

发明人： Herbert Waldman ,  Armin Reidel ,  Axel Heuser ,  Klaus Muehlegger ,  Herbert Von Der Eltz ,  Christian Birkner

IPC分类号： C12Q1/68 ,  C07H19/04 ,  C07H19/073 ,  C07H19/173 ,  C07H21/00 ,  C07H21/04 ,  C12Q1/70 ,  C07H19/06 ,  C07H19/16

CPC分类号： C07H21/00 ,  C07H19/04 ,  Y02P20/55

摘要： Process for the production of oligonucleotides of formula II, in which the exocyclic amino groups of the bases adenine, guanine, cytosine, 7-deazaadenine and 7-deazaguanine carry N-phenylacetyl groups, are used for oligonucleotide synthesis, wherein in a first step a starting nucleotide is bound to a solid carrier, subsequently the desired oligonucleotide is synthesized by stepwise coupling with appropriately activated further monomeric nucleotide building blocks of the general formula I with the above-mentioned meanings, if desired, trivalent phosphorus is oxidized to pentavalent phosphorus during and after the synthesis, the oligonucleotide is cleaved from the carrier and the 5' protecting groups are cleaved off. The phenylacetyl functional groups that protect exocyclic NH.sub.2 groups of the bases can be cleaved off in a mild way with penicillin amidohydrolase (EC 3.5.1.11).

摘要翻译： 用于生产式II寡核苷酸的方法，其中碱基腺嘌呤，鸟嘌呤，胞嘧啶，7-脱氮鸟嘌呤和7-脱氮鸟嘌呤的环外氨基携带N-苯乙酰基用于寡核苷酸合成，其中在第一步中 起始核苷酸与固体载体结合，随后所需的寡核苷酸通过与适当活化的具有上述含义的通式I的其它单体核苷酸结构单元逐步偶联来合成，如果需要，三价磷被氧化成五价磷， 合成后，将寡核苷酸从载体上切下，5'保护基被切掉。 保护碱基的环外NH2基团的苯乙酰基官能团可以用青霉素酰胺水解酶（EC 3.5.1.11）以温和的方式裂解。

公开(公告)号：US5756704A

公开(公告)日：1998-05-26

申请号：US844127

申请日：1997-04-18

申请人： Herbert Waldman ,  Armin Reidel ,  Axel Heuser ,  Klaus Muehlegger ,  Herbert Von Der Eltz ,  Christian Birkner

发明人： Herbert Waldman ,  Armin Reidel ,  Axel Heuser ,  Klaus Muehlegger ,  Herbert Von Der Eltz ,  Christian Birkner

IPC分类号： C12Q1/68 ,  C07H19/04 ,  C07H19/073 ,  C07H19/173 ,  C07H21/00 ,  C07H21/04 ,  C12Q1/70 ,  C07H1/00 ,  C07H1/02

CPC分类号： C07H21/00 ,  C07H19/04 ,  Y02P20/55

摘要： Process for the production of oligonucleotides of formula II, in which the exocyclic amino groups of the bases adenine, guanine, cytosine, 7-deazaadenine and 7-deazaguanine carry N-phenylacetyl groups, are used for oligonucleotide synthesis, wherein in a first step a starting nucleotide is bound to a solid carrier, subsequently the desired oligonucleotide is synthesized by stepwise coupling with appropriately activated further monomeric nucleotide building blocks of the general formula I with the above-mentioned meanings, if desired, trivalent phosphorus is oxidized to pentavalent phosphorus during and after the synthesis, the oligonucleotide is cleaved from the carrier and the 5' protecting groups are cleaved off. The phenylacetyl functional groups that protect exocyclic NH.sub.2 groups of the bases can be cleaved off in a mild way with penicillin amidohydrolase (EC 3.5.1.11).

摘要翻译： 用于生产式II寡核苷酸的方法，其中碱基腺嘌呤，鸟嘌呤，胞嘧啶，7-脱氮鸟嘌呤和7-脱氮鸟嘌呤的环外氨基携带N-苯乙酰基用于寡核苷酸合成，其中在第一步中 起始核苷酸与固体载体结合，随后所需的寡核苷酸通过与适当活化的具有上述含义的通式I的其它单体核苷酸结构单元逐步偶联来合成，如果需要，三价磷被氧化成五价磷， 合成后，将寡核苷酸从载体上切下，5'保护基被切掉。 保护碱基的环外NH2基团的苯乙酰基官能团可以用青霉素酰胺水解酶（EC 3.5.1.11）以温和的方式裂解。