6-O-(PENTAFLUOROPHENYL)-2'-DEOXYGUANOSINE - A VERSATILE SYNTHON FOR NUCLEOSIDE AND OLIGONUCLEOTIDE SYNTHESIS

被引：45

作者：

GAO, H ^{[1
]}

FATHI, R ^{[1
]}

GAFFNEY, BL ^{[1
]}

GOSWAMI, B ^{[1
]}

KUNG, PP ^{[1
]}

RHEE, Y ^{[1
]}

JIN, R ^{[1
]}

JONES, RA ^{[1
]}

机构：

[1] RUTGERS STATE UNIV,DEPT CHEM,PISCATAWAY,NJ 08855

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 25期

关键词：

D O I：

10.1021/jo00051a051

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 6-O-(pentafluorophenyl)-2-deoxyguanosine derivative 2a can be used to generate in high yield 6-O-methyl-2'-deoxyguanosine, 2,6-diamino-9-(2-deoxy-beta-D-erythro-pentofuranosyl)purine, and related derivatives. Further, after appropriate protection and derivatization, 2a can be incorporated into oligonucleotides and there used for postsynthetic oligonucleotide modification. This approach is particularly useful for preparation of oligonucleotides containing 2,6-diaminopurine residues or their 6-alkylamino derivatives. In addition, reaction of 2a or oligonucleotides containing it, with 4-(dimethylamino)pyridine (DMAP) gives a fluorescent guanine-DMAP adduct.

引用

页码：6954 / 6959

页数：6

共 22 条

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