Stability and selectivity of unnatural DNA with five-membered-ring nucleobase analogues

被引：41
作者：
Berger, M [1 ]
Luzzi, SD [1 ]
Henry, AA [1 ]
Romesberg, FE [1 ]
机构：
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 07期
关键词：
D O I：
10.1021/ja012090t
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
In an effort to develop an orthogonal third base pair for the storage of genetic information, thiophene and furan heterocycles have been examined as nucleobase analogues. The stability of the unnatural bases was evaluated in duplex DNA paired opposite other unnatural bases as well as opposite the natural bases. Several unnatural base pairs are identified that are both reasonably stable and strongly selective against mispairing with native bases. These results expand the potential nucleobase analogues with which the genetic alphabet may be expanded to include five-membered-ring heterocycles.
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页码：1222 / 1226
页数：5
相关论文
共 38 条
[1]   RIBOSOME-MEDIATED INCORPORATION OF A NONSTANDARD AMINO-ACID INTO A PEPTIDE THROUGH EXPANSION OF THE GENETIC-CODE [J].
BAIN, JD ;
SWITZER, C ;
CHAMBERLIN, AR ;
BENNER, SA .
NATURE, 1992, 356 (6369) :537-539
[2]   The use of tailed octamer primers for cycle sequencing [J].
Ball, S ;
Reeve, MA ;
Robinson, PS ;
Hill, F ;
Brown, DM ;
Loakes, D .
NUCLEIC ACIDS RESEARCH, 1998, 26 (22) :5225-5227
[3]  
Berger M, 2000, ANGEW CHEM INT EDIT, V39, P2940, DOI 10.1002/1521-3773(20000818)39:16<2940::AID-ANIE2940>3.0.CO
[4]  
2-#
[5]   OLIGONUCLEOTIDE ARRAYS - NEW CONCEPTS AND POSSIBILITIES [J].
CHETVERIN, AB ;
KRAMER, FR .
BIO-TECHNOLOGY, 1994, 12 (11) :1093-1099
[6]   Group-specific small-subunit rRNA hybridization probes to characterize filamentous foaming in activated sludge systems [J].
DelosReyes, FL ;
Ritter, W ;
Raskin, L .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 1997, 63 (03) :1107-1117
[7]   Sequence analysis by hybridization with oligonucleotide microchip: Identification of beta-thalassemia mutations [J].
Drobyshev, A ;
Mologina, N ;
Shik, V ;
Pobedimskaya, D ;
Yershov, G ;
Mirzabekov, A .
GENE, 1997, 188 (01) :45-52
[8]   Parallel thermodynamic analysis of duplexes on oligodeoxyribonucleotide microchips [J].
Fotin, AV ;
Drobyshev, AL ;
Proudnikov, DY ;
Perov, AN ;
MIrzabekov, AD .
NUCLEIC ACIDS RESEARCH, 1998, 26 (06) :1515-1521
[9]   Optimal reconstruction of a sequence from its probes [J].
Frieze, AM ;
Preparata, FP ;
Upfal, E .
JOURNAL OF COMPUTATIONAL BIOLOGY, 1999, 6 (3-4) :361-368
[10]   Enhanced discrimination of single nucleotide polymorphisms by artificial mismatch hybridization [J].
Guo, Z ;
Liu, QH ;
Smith, LM .
NATURE BIOTECHNOLOGY, 1997, 15 (04) :331-335
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