Click chemistry to construct fluorescent oligonucleotides for DNA sequencing

被引：221

作者：

Seo, TS

Li, ZM

Ruparel, H

Ju, JY

机构：

[1] Columbia Univ Coll Phys & Surg, Columbia Genome Ctr, New York, NY 10032 USA

[2] Columbia Univ, Dept Chem Engn, New York, NY 10027 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 02期

关键词：

D O I：

10.1021/jo026615r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Click chemistry 1,3-dipolar cycloaddition between alkynyl 6-carboxyfluorescein (FAM) and azido-labeled single-stranded (ss) DNA was carried out under aqueous conditions to produce FAM-labeled ssDNA in quantitative yield. The FAM-labeled ssDNA was successfully used as a primer to produce DNA sequencing products with singlebase resolution in a capillary electrophoresis DNA sequencer with laser-induced fluorescence detection.

引用

收藏

页码：609 / 612

页数：4

相关论文

共 34 条

[1] Synthesis of 5-and 6-hydroxymethylfluorescein phosphoramidites [J].

Adamczyk, M ;

Chan, CM ;

Fino, JR ;

Mattingly, PG .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (02) :596-601

[2] GENE SYNTHESIS MACHINES - DNA CHEMISTRY AND ITS USES [J].

CARUTHERS, MH .

SCIENCE, 1985, 230 (4723) :281-285

[3] DETECTION OF SPECIFIC DNA-SEQUENCES BY FLUORESCENCE AMPLIFICATION - A COLOR COMPLEMENTATION ASSAY [J].

CHEHAB, FF ;

KAN, YW .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1989, 86 (23) :9178-9182

[4] Ketone-DNA:: A versatile postsynthetic DNA decoration platform [J].

Dey, S ;

Sheppard, TL .

ORGANIC LETTERS, 2001, 3 (25) :3983-3986

[5] LIGHT-DIRECTED, SPATIALLY ADDRESSABLE PARALLEL CHEMICAL SYNTHESIS [J].

FODOR, SPA ;

READ, JL ;

PIRRUNG, MC ;

STRYER, L ;

LU, AT ;

SOLAS, D .

SCIENCE, 1991, 251 (4995) :767-773

[6] KINETICS AND REACTION-MECHANISMS - SELECTED EXAMPLES FROM THE EXPERIENCE OF 40 YEARS [J].

HUISGEN, R .

PURE AND APPLIED CHEMISTRY, 1989, 61 (04) :613-628

[7] DNA sequencing with solid-phase-capturable dideoxynucleotides and energy transfer primers [J].

Ju, JY .

ANALYTICAL BIOCHEMISTRY, 2002, 309 (01) :35-39

[8] FLUORESCENCE ENERGY-TRANSFER DYE-LABELED PRIMERS FOR DNA-SEQUENCING AND ANALYSIS [J].

JU, JY ;

RUAN, CC ;

FULLER, CW ;

GLAZER, AN ;

MATHIES, RA .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1995, 92 (10) :4347-4351

[9] Introducing structural diversity in oligonucleotides via photolabile, convertible C5-substituted nucleotides [J].

Kahl, JD ;

Greenberg, MM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (04) :597-604

[10] Capillary array electrophoresis DNA sequencing. [J].

Kheterpal, I ;

Mathies, RA .

ANALYTICAL CHEMISTRY, 1999, 71 (01) :31A-37A

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