Click chemistry to construct fluorescent oligonucleotides for DNA sequencing

Tae Seok Seo; Zengmin Li; Hameer Ruparel; Jingyue Ju

doi:10.1021/jo026615r

Click chemistry to construct fluorescent oligonucleotides for DNA sequencing

J Org Chem. 2003 Jan 24;68(2):609-12. doi: 10.1021/jo026615r.

Authors

Tae Seok Seo¹, Zengmin Li, Hameer Ruparel, Jingyue Ju

Affiliation

¹ Columbia Genome Center, Columbia University College of Physicians and Surgeons, New York, New York 10032, USA.

PMID: 12530893
DOI: 10.1021/jo026615r

Abstract

"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 single-base resolution in a capillary electrophoresis DNA sequencer with laser-induced fluorescence detection.

Publication types

Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Base Sequence
DNA / chemistry*
Electrophoresis, Polyacrylamide Gel
Fluoresceins / chemistry
Fluorescence
Fluorescent Dyes / chemical synthesis*
Oligodeoxyribonucleotides / chemical synthesis*
Sequence Analysis, DNA*
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
Spectrophotometry, Ultraviolet

Substances

Fluoresceins
Fluorescent Dyes
Oligodeoxyribonucleotides
DNA