SYNTHESIS OF OLIGONUCLEOTIDE DERIVATIVES WITH PYRENE GROUP AT SUGAR FRAGMENT

被引:38
作者
YAMANA, K [1 ]
OHASHI, Y [1 ]
NUNOTA, K [1 ]
KITAMURA, M [1 ]
NAKANO, H [1 ]
SANGEN, O [1 ]
SHIMIDZU, T [1 ]
机构
[1] KYOTO UNIV,GRAD SCH ENGN,DIV MOLEC ENGN,SAKYO KU,KYOTO 606,JAPAN
关键词
OLIGONUCLEOTIDE-PYRENE CONJUGATE; SPECIFIC SUGAR RESIDUE; 2'-(1-PYRENYLMETHYL)URIDINE; PHOSPHOROBISDIETHYLAMIDITE; BINDING PROPERTIES;
D O I
10.1016/0040-4039(91)80166-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of oligonucleotide derivatives possessing pyrene group at a specific sugar residue has been described. The incorporation of the pyrene was accomplished by preparation of the pyrene-modified uridine, 2'-(1-pyrenylmethyl)uridine, which was then converted to the protected phosphorobisdiethylamidite. This reagent was used for the solid-phase synthesis of oligonucleotide-pyrene conjugates. The purification of the conjugates was effected by reversed-phase HPLC. The oligonucleotide-pyrene conjugates synthesized here can bind to their complementary sequences with a cooperative interaction between the pyrene group and the adjacent base-pairs.
引用
收藏
页码:6347 / 6350
页数:4
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