(AMINOMETHYL)PHOSPHONATE DERIVATIVES OF OLIGONUCLEOTIDES

被引:26
作者
FATHI, R
HUANG, Q
SYI, JL
DELANEY, W
COOK, AF
机构
[1] PharmaGenics, Inc, Allendale, New Jersey 07401
关键词
D O I
10.1021/bc00025a007
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Oligothymidylate (aminomethyl)phosphonates have been prepared, and their enzymatic and physicochemical properties have been studied. The individual isomers of the protected dimers have been separated, characterized, and incorporated into oligonucleotides in which the backbone consists of alternating (aminomethyl)phosphonate and phosphodiester linkages. One of these net neutral, single isomer oligonucleotides forms a duplex with its complementary sequence which is more stable than the corresponding natural counterpart, whereas the other isomer is considerably less stable. Specificity of hybridization is maintained, as determined by the reduction in melting temperature observed upon the introduction of mismatches into the complementary strand of the duplex. The (aminomethyl)phosphonate linkage is stable toward enzymatic degradation but can be hydrolyzed in aqueous solution at elevated temperature.
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页码:47 / 57
页数:11
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