OLIGONUCLEOTIDES .5. SYNTHESIS AND FLUORESCENCE STUDIES OF DNA OLIGOMERS D(AT)5 CONTAINING ADENINES COVALENTLY LINKED AT C-8 WITH DANSYL FLUOROPHORE

被引：32

作者：

SINGH, D ^{[1
]}

KUMAR, V ^{[1
]}

GANESH, KN ^{[1
]}

机构：

[1] NATL CHEM LAB,DIV ORGAN CHEM,POONA 411008,MAHARASHTRA,INDIA

来源：

NUCLEIC ACIDS RESEARCH | 1990年 / 18卷 / 11期

关键词：

D O I：

10.1093/nar/18.11.3339

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：

The synthesis of oligodeoxynucleotides d(AT)5 in which specific adenines are linked at C-8 position with dansyl fluorophores via a variable polymethylene spacer chain are reported. This was achieved by a strategy involving prelabelling at the monomeric stage followed by solid phase assembly of oligonucleotides to obtain regiospecifically labeled oligonucleotides. Several mono and polydansyl d(AT)5 derivatives in which the fluorophore is linked via ethylene, tetramethylene and hexamethylene spacer arms were synthesised for a systematic study of their fluorescence characteristics. It was observed that (i) enhancements in fluorescence intensity and emission quantum yields are seen due to multiple labelling, (ii) the magnitude of enhancements are related to labelling configuration and (iii) quenching efficiency is minimal with shorter and rigid spacer arms. The results may aid rational design of multiple fluorescent DNA probes for nonradioactive detection of nucleic acids. © 1990 Oxford University Press.

引用

页码：3339 / 3345

页数：7

共 29 条

[21] A SYSTEM FOR RAPID DNA SEQUENCING WITH FLUORESCENT CHAIN-TERMINATING DIDEOXYNUCLEOTIDES [J].

PROBER, JM ;

TRAINOR, GL ;

DAM, RJ ;

HOBBS, FW ;

ROBERTSON, CW ;

ZAGURSKY, RJ ;

COCUZZA, AJ ;

JENSEN, MA ;

BAUMEISTER, K .

SCIENCE, 1987, 238 (4825) :336-341

[22]

RAJENDRAKUMAR GV, 1985, P INDIAN AS-CHEM SCI, V95, P357

[23] SYNTHESIS AND USE OF LABELED NUCLEOSIDE PHOSPHORAMIDITE BUILDING-BLOCKS BEARING A REPORTER GROUP - BIOTINYL, DINITROPHENYL, PYRENYL AND DANSYL [J].

ROGET, A ;

BAZIN, H ;

TEOULE, R .

NUCLEIC ACIDS RESEARCH, 1989, 17 (19) :7643-7651

[24]

SAENGER W, 1983, PRINCIPLES NUCLEIC A

[25] SYNTHESIS OF FLUORESCENT OR BIOTINYLATED NUCLEOSIDE COMPOUNDS [J].

SARFATI, SR ;

POCHET, S ;

GUERREIRO, C ;

NAMANE, A ;

HUYNHDINH, T ;

IGOLEN, J .

TETRAHEDRON, 1987, 43 (15) :3491-3497

[26] THE SYNTHESIS OF OLIGONUCLEOTIDES CONTAINING AN ALIPHATIC AMINO GROUP AT THE 5' TERMINUS - SYNTHESIS OF FLUORESCENT DNA PRIMERS FOR USE IN DNA-SEQUENCE ANALYSIS [J].

SMITH, LM ;

FUNG, S ;

HUNKAPILLER, MW ;

HUNKAPILLER, TJ ;

HOOD, LE .

NUCLEIC ACIDS RESEARCH, 1985, 13 (07) :2399-2412

[27] SYNTHESIS AND CHARACTERIZATION OF DNA OLIGOMERS AND DUPLEXES CONTAINING COVALENTLY ATTACHED MOLECULAR LABELS - COMPARISON OF BIOTIN, FLUORESCEIN, AND PYRENE LABELS BY THERMODYNAMIC AND OPTICAL SPECTROSCOPIC MEASUREMENTS [J].

TELSER, J ;

CRUICKSHANK, KA ;

MORRISON, LE ;

NETZEL, TL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (18) :6966-6976

[28] A COMPARISON OF NON-RADIOISOTOPIC HYBRIDIZATION ASSAY-METHODS USING FLUORESCENT, CHEMI-LUMINESCENT AND ENZYME LABELED SYNTHETIC OLIGODEOXYRIBONUCLEOTIDE PROBES [J].

URDEA, MS ;

WARNER, BD ;

RUNNING, JA ;

STEMPIEN, M ;

CLYNE, J ;

HORN, T .

NUCLEIC ACIDS RESEARCH, 1988, 16 (11) :4937-4956

[29] A SIMPLE AND EFFICIENT PROCEDURE FOR THE SYNTHESIS OF 5'-AMINOALKYL OLIGODEOXYNUCLEOTIDES [J].

WACHTER, L ;

JABLONSKI, JA ;

RAMACHANDRAN, KL .

NUCLEIC ACIDS RESEARCH, 1986, 14 (20) :7985-7994

← 1 2 3 →