SYNTHESIS AND SOME PROPERTIES OF MODIFIED OLIGONUCLEOTIDES .2. OLIGONUCLEOTIDES CONTAINING 2'-DEOXY-2'-FLUORO-BETA-D-ARABINOFURANOSYL PYRIMIDINE NUCLEOSIDES

被引:29
|
作者
KOIS, P [1 ]
TOCIK, Z [1 ]
SPASSOVA, M [1 ]
REN, WY [1 ]
ROSENBERG, I [1 ]
SOLER, JF [1 ]
WATANABE, KA [1 ]
机构
[1] CORNELL UNIV,GRAD SCH MED SCI,SLOAN KETTERING INST CANC RES,SLOAN KETTERING DIV,NEW YORK,NY 10021
来源
NUCLEOSIDES & NUCLEOTIDES | 1993年 / 12卷 / 10期
基金
美国国家卫生研究院;
关键词
D O I
10.1080/07328319308016207
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
In order to find the effects of unnatural nucleosides on the stability of duplex, several oligonucleotides containing 1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-uracil(FAU), -cytosine (FAC) and -thymine (FMAU) were synthesized by two alternative approaches: phosphoramidite method on an ABI 392 synthesizer and H-phosphonate procedure on our GeneSyn I universal module synthesizer. It was shown from the melting profiles that the presence of FMAU has a large stabilizing effect on the duplex. Replacement of thymidine with FAU, or deoxycytidine with FAC resulted in the formation of less stable duplexes. Temperature-dependent CD spectroscopy demonstrated that the structures of the fluorine containing oligomers are very similar to those of unmodified oligomers.
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页码:1093 / 1109
页数:17
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