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

被引:229
作者
TAKASUGI, M [1 ]
GUENDOUZ, A [1 ]
CHASSIGNOL, M [1 ]
DECOUT, JL [1 ]
LHOMME, J [1 ]
THUONG, NT [1 ]
HELENE, C [1 ]
机构
[1] CNRS, CTR BIOPHYS MOLEC, F-45071 ORLEANS 02, FRANCE
关键词
CROSS LINK; PHOTOSENSITIZATION; SEQUENCE SPECIFICITY;
D O I
10.1073/pnas.88.13.5602
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
On the basis of the structure of DNA-psoralen bis adducts (formed by psoralen with two thymines on opposite strands), a psoralen-oligonucleotide conjugate was designed to photoinduce a cross-link between the two DNA strands at a specific sequence. Psoralen was attached via its C-5 position to a 5'-thiophosphate group of an 11-mer homopyrimidine oligonucleotide. The 11-mer binds to an 11-base-pair homopurine.homopyrimidine sequence of a DNA fragment, where it forms a triple helix. Upon near-UV-irradiation, the two strands of DNA are crosslinked at the TpA step present at the triplex-duplex junction. The reaction is specific for the homopurine.homopyrimidine DNA sequence and requires both oligonucleotide recognition of the DNA major groove and intercalation of psoralen at the triplex-duplex junction. The yield of the photoinduced cross-linking reaction is quite high (> 80%). Such psoralen-oligonucleotide conjugates are probes of sequence-specific triple-helix formation and could be used to selectively control gene expression or to induce site-directed mutations.
引用
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页码:5602 / 5606
页数:5
相关论文
共 28 条
[1]   RELATIONSHIP BETWEEN LESIONS PHOTOINDUCED BY MONO-FUNCTIONAL AND BI-FUNCTIONAL FUROCOUMARINS IN DNA AND GENOTOXIC EFFECTS IN DIPLOID YEAST [J].
AVERBECK, D .
MUTATION RESEARCH, 1985, 151 (02) :217-233
[2]  
CHENG S, 1988, J BIOL CHEM, V263, P15110
[3]   PSORALENS AS PHOTOACTIVE PROBES OF NUCLEIC-ACID STRUCTURE AND FUNCTION - ORGANIC-CHEMISTRY, PHOTOCHEMISTRY, AND BIOCHEMISTRY [J].
CIMINO, GD ;
GAMPER, HB ;
ISAACS, ST ;
HEARST, JE .
ANNUAL REVIEW OF BIOCHEMISTRY, 1985, 54 :1151-1193
[4]   INHIBITION OF RESTRICTION ENDONUCLEASE CLEAVAGE VIA TRIPLE HELIX FORMATION BY HOMOPYRIMIDINE OLIGONUCLEOTIDES [J].
FRANCOIS, JC ;
SAISONBEHMOARAS, T ;
THUONG, NT ;
HELENE, C .
BIOCHEMISTRY, 1989, 28 (25) :9617-9619
[5]   SEQUENCE-SPECIFIC RECOGNITION OF THE MAJOR GROOVE OF DNA BY OLIGODEOXYNUCLEOTIDES VIA TRIPLE HELIX FORMATION - FOOTPRINTING STUDIES [J].
FRANCOIS, JC ;
SAISONBEHMOARAS, T ;
HELENE, C .
NUCLEIC ACIDS RESEARCH, 1988, 16 (24) :11431-11440
[6]   SEQUENCE-SPECIFIC RECOGNITION AND CLEAVAGE OF DUPLEX DNA VIA TRIPLE-HELIX FORMATION BY OLIGONUCLEOTIDES COVALENTLY LINKED TO A PHENANTHROLINE COPPER CHELATE [J].
FRANCOIS, JC ;
SAISONBEHMOARAS, T ;
BARBIER, C ;
CHASSIGNOL, M ;
THUONG, NT ;
HELENE, C .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1989, 86 (24) :9702-9706
[7]   SOLUTION HYBRIDIZATION OF CROSS-LINKABLE DNA OLIGONUCLEOTIDES TO BACTERIOPHAGE-M13 DNA - EFFECT OF SECONDARY STRUCTURE ON HYBRIDIZATION KINETICS AND EQUILIBRIA [J].
GAMPER, HB ;
CIMINO, GD ;
HEARST, JE .
JOURNAL OF MOLECULAR BIOLOGY, 1987, 197 (02) :349-362
[8]   SITE-SPECIFIC INHIBITION OF ECORI RESTRICTION MODIFICATION ENZYMES BY A DNA TRIPLE HELIX [J].
HANVEY, JC ;
SHIMIZU, M ;
WELLS, RD .
NUCLEIC ACIDS RESEARCH, 1990, 18 (01) :157-161
[9]   ISOLATION AND CHARACTERIZATION OF PYRIMIDINE PSORALEN PYRIMIDINE PHOTODIADDUCTS FROM DNA [J].
KANNE, D ;
STRAUB, K ;
HEARST, JE ;
RAPOPORT, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (24) :6754-6764
[10]   SEQUENCE-TARGETED CHEMICAL MODIFICATIONS OF NUCLEIC-ACIDS BY COMPLEMENTARY OLIGONUCLEOTIDES COVALENTLY LINKED TO PORPHYRINS [J].
LEDOAN, T ;
PERROUAULT, L ;
CHASSIGNOL, M ;
THUONG, NT ;
HELENE, C .
NUCLEIC ACIDS RESEARCH, 1987, 15 (21) :8643-8659