7,8-DIHYDRO-8-OXOADENINE AS A REPLACEMENT FOR CYTOSINE IN THE 3RD STRAND OF TRIPLE HELICES - TRIPLEX FORMATION WITHOUT HYPOCHROMICITY

被引：70

作者：

JETTER, MC ^{[1
]}

HOBBS, FW ^{[1
]}

机构：

[1] DUPONT MERCK PHARMACEUT CO, POB 80328, WILMINGTON, DE 19880 USA

来源：

BIOCHEMISTRY | 1993年 / 32卷 / 13期

关键词：

D O I：

10.1021/bi00064a006

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：

Oligonucleotides containing thymine and cytosine (or 5-methylcytosine) bases are known to bind to specific homopurine sequences in double-stranded DNA by means of T.AT and C+.GC base triplets. Cytosine in the third strand of such triple helices can be completely replaced by 7,8-dihydro-8-oxoadenine, a base which should not require protonation to form base triplets. Experiments using native PAGE and inhibition of triplex-directed photo-cross-linking demonstrate that triplexes with 7,8-dihydro-8-oxoadenine in the third strand are as stable at pH 6.0 as triplexes with 5-methylcytosine. The stability of triplexes with 7,8-dihydro-8-oxoadenine, unlike those with 5-methylcytosine, is not substantially diminished upon raising the pH to 7.4. Surprisingly, triplex formation with an oligonucleotide containing only thymine and 7,8-dihydro-8-oxoadenine was not associated with significant hypochromicity and could not be detected in conventional thermal denaturation experiments.

引用

页码：3249 / 3254

页数：6

共 44 条

[31] EVIDENCE THAT A TRIPLEX-FORMING OLIGODEOXYRIBONUCLEOTIDE BINDS TO THE C-MYC PROMOTER IN HELA-CELLS, THEREBY REDUCING C-MYC MESSENGER-RNA LEVELS [J].

POSTEL, EH ;

FLINT, SJ ;

KESSLER, DJ ;

HOGAN, ME .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1991, 88 (18) :8227-8231

[32] TRIPLE HELIX FORMATION BY OLIGONUCLEOTIDES ON DNA EXTENDED TO THE PHYSIOLOGICAL PH RANGE [J].

POVSIC, TJ ;

DERVAN, PB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (08) :3059-3061

[33] 3-DIMENSIONAL HOMONUCLEAR NOESY-TOCSY OF AN INTRAMOLECULAR PYRIMIDINE.PURINE.PYRIMIDINE DNA TRIPLEX CONTAINING A CENTRAL G.TA TRIPLE - NONEXCHANGEABLE PROTON ASSIGNMENTS AND STRUCTURAL IMPLICATIONS [J].

RADHAKRISHNAN, I ;

PATEL, DJ ;

GAO, XL .

BIOCHEMISTRY, 1992, 31 (09) :2514-2523

[34] NMR-STUDIES OF TRIPLE-STRAND FORMATION FROM THE HOMOPURINE HOMOPYRIMIDINE DEOXYRIBONUCLEOTIDE-D(GA)4 AND DEOXYRIBONUCLEOTIDE-D(TC)4 [J].

RAJAGOPAL, P ;

FEIGON, J .

BIOCHEMISTRY, 1989, 28 (19) :7859-7870

[35] THE EFFECT OF CHAIN LENGTH UPON HYPOCHROMISM IN NUCLEIC ACIDS AND POLYNUCLEOTIDES [J].

RICH, A ;

TINOCO, I .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (24) :6409-6411

[36] THERMAL-DENATURATION PROFILES AND GEL MOBILITY SHIFT ANALYSIS OF OLIGODEOXYNUCLEOTIDE TRIPLEXES [J].

SHEA, RG ;

NG, P ;

BISCHOFBERGER, N .

NUCLEIC ACIDS RESEARCH, 1990, 18 (16) :4859-4866

[37] FORMATION OF A STABLE TRIPLEX FROM A SINGLE DNA STRAND [J].

SKLENAR, V ;

FEIGON, J .

NATURE, 1990, 345 (6278) :836-838

[38] SITE-SPECIFIC CLEAVAGE OF HUMAN CHROMOSOME-4 MEDIATED BY TRIPLE-HELIX FORMATION [J].

STROBEL, SA ;

DOUCETTESTAMM, LA ;

RIBA, L ;

HOUSMAN, DE ;

DERVAN, PB .

SCIENCE, 1991, 254 (5038) :1639-1642

[39] DOUBLE-STRAND CLEAVAGE OF GENOMIC DNA AT A SINGLE SITE BY TRIPLE-HELIX FORMATION [J].

STROBEL, SA ;

MOSER, HE ;

DERVAN, PB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (23) :7927-7929

[40] SEQUENCE-SPECIFIC PHOTOINDUCED CROSS-LINKING OF THE 2 STRANDS OF DOUBLE-HELICAL DNA BY A PSORALEN COVALENTLY LINKED TO A TRIPLE HELIX-FORMING OLIGONUCLEOTIDE [J].

TAKASUGI, M ;

GUENDOUZ, A ;

CHASSIGNOL, M ;

DECOUT, JL ;

LHOMME, J ;

THUONG, NT ;

HELENE, C .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1991, 88 (13) :5602-5606

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