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1. 发明授权

US6022963A Synthesis of oligonucleotide arrays using photocleavable protecting groups 失效
标题翻译：使用可光致发光的保护基合成寡核苷酸阵列
公开(公告)号：US6022963A
公开(公告)日：2000-02-08
申请号：US630148
申请日：1996-04-10
申请人： Glenn H. McGall , Ngo Quoc Nam
发明人： Glenn H. McGall , Ngo Quoc Nam
IPC分类号： C07B61/00 , C07H19/10 , C07H19/20 , C07H19/207 , C07H21/00
CPC分类号： C07H19/10 , C07H19/20 , C07H19/207 , C40B50/14 , C07B2200/11 , C40B40/04 , Y02P20/55 , Y10S436/807
摘要： Novel compounds are provided which are useful as linking groups in chemical synthesis, preferably in the solid phase synthesis of oligonucleotides and polypeptides. These compounds are generally photolabile and comprise protecting groups which can be removed by photolysis to unmask a reactive group. The protecting group has the general formula Ar--C(R.sub.1)(R.sub.2)--O--C(O)-- wherein:Ar is an optionally substituted fused polycyclic aryl or heteroaromatic group or a vinylogous derivative thereof;R.sub.1 and R2 are independently H, optionally substituted alkyl, alkenyl or alkynyl, optionally substituted aryl or optionally substituted heteroaromatic, or a vinylogous derivative of the foregoing; andX is a leaving group, a chemical fragment linked to Ar--C(R.sub.1)(R.sub.2)--O--C(O)-- via a heteroatom, or a solid support; provided that when Ar is 1-pyrenyl and R.sub.1 =R.sub.2 =H, X is not linked to Ar--C(R.sub.1)(R.sub.2)--O--C(O)-- via a nitrogen atom. Preferred embodiments are those in which Ar is a fused polycyclic aromatic hydrocarbon and in which the substituents on Ar, R.sub.1 and R.sub.2 are electron donating groups. A particularly preferred protecting group is the "PYMOC" protecting group, pyrenylmethyloxycarbonyl, where Ar=pyrenyl and R.sub.1 =R.sub.2 =H.Also provided is a method of forming, from component molecules, a plurality of compounds on a support, each compound occupying a separate predefined region of the support, using the protected compounds described above.
摘要翻译：提供了新的化合物，其可用作化学合成中的连接基团，优选在寡核苷酸和多肽的固相合成中。这些化合物通常是光不稳定的并且包括可以通过光解去除以揭示反应性基团的保护基团。保护基具有通式Ar-C（R 1）（R 2）-O-C（O） - ，其中：Ar是任选取代的稠合多环芳基或杂芳族基团或其杂原子衍生物; R 1和R 2独立地为H，任选取代的烷基，烯基或炔基，任选取代的芳基或任选取代的杂芳族化合物，或前述的乙烯衍生物; X是离去基团，经由杂原子连接到Ar-C（R 1）（R 2）-O-C（O） - 或固体载体上的化学片段; 条件是当Ar是1-芘基且R 1 = R 2 = H时，X不经由氮原子与Ar-C（R 1）（R 2）-O-C（O） - 连接。优选的实施方案是其中Ar是稠合多环芳烃并且其中Ar，R 1和R 2上的取代基是给电子基团的实施方案。特别优选的保护基是“PYMOC”保护基，芘基甲氧基羰基，其中Ar =芘基，并且R 1 = R 2 = H。还提供了使用上述保护的化合物从成分分子形成多个化合物在载体上的方法，每种化合物占据支持体的单独的预定区域。

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