Literature DB >> 4000959

The synthesis of oligonucleotides containing an aliphatic amino group at the 5' terminus: synthesis of fluorescent DNA primers for use in DNA sequence analysis.

L M Smith, S Fung, M W Hunkapiller, T J Hunkapiller, L E Hood.   

Abstract

A rapid and versatile method has been developed for the synthesis of oligonucleotides which contain an aliphatic amino group at their 5' terminus. This amino group reacts specifically with a variety of electrophiles, thereby allowing other chemical species to be attached to the oligonucleotide. This chemistry has been utilized to synthesize several fluorescent derivatives of an oligonucleotide primer used in DNA sequence analysis by the dideoxy (enzymatic) method. The modified primers are highly fluorescent and retain their ability to specifically prime DNA synthesis. The use of these fluorescent primers in DNA sequence analysis will enable DNA sequence analysis to be automated.

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Year:  1985        PMID: 4000959      PMCID: PMC341163          DOI: 10.1093/nar/13.7.2399

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN: 0305-1048            Impact factor:   16.971


  7 in total

1.  Methylation of single-stranded DNA in vitro introduces new restriction endonuclease cleavage sites.

Authors:  B Gronenborn; J Messing
Journal:  Nature       Date:  1978-03-23       Impact factor: 49.962

2.  Fluorescamine: a reagent for assay of amino acids, peptides, proteins, and primary amines in the picomole range.

Authors:  S Udenfriend; S Stein; P Böhlen; W Dairman; W Leimgruber; M Weigele
Journal:  Science       Date:  1972-11-24       Impact factor: 47.728

3.  Derivatization of unprotected polynucleotides.

Authors:  B C Chu; G M Wahl; L E Orgel
Journal:  Nucleic Acids Res       Date:  1983-09-24       Impact factor: 16.971

4.  Sequencing end-labeled DNA with base-specific chemical cleavages.

Authors:  A M Maxam; W Gilbert
Journal:  Methods Enzymol       Date:  1980       Impact factor: 1.600

5.  In situ activation of bis-dialkylaminophosphines--a new method for synthesizing deoxyoligonucleotides on polymer supports.

Authors:  A D Barone; J Y Tang; M H Caruthers
Journal:  Nucleic Acids Res       Date:  1984-05-25       Impact factor: 16.971

6.  Synthesis of oligonucleotides containing the hypermodified base, alpha-putrescinylthymine.

Authors:  T Takeda; K Ikeda
Journal:  Nucleic Acids Symp Ser       Date:  1983

7.  DNA sequencing with chain-terminating inhibitors.

Authors:  F Sanger; S Nicklen; A R Coulson
Journal:  Proc Natl Acad Sci U S A       Date:  1977-12       Impact factor: 11.205

  7 in total
  52 in total

Review 1.  Automated mutation analysis.

Authors:  D Ravine
Journal:  J Inherit Metab Dis       Date:  1999-06       Impact factor: 4.982

2.  Ligand-induced conformational changes observed in single RNA molecules.

Authors:  T Ha; X Zhuang; H D Kim; J W Orr; J R Williamson; S Chu
Journal:  Proc Natl Acad Sci U S A       Date:  1999-08-03       Impact factor: 11.205

3.  ACAPELLA-1K, a capillary-based submicroliter automated fluid handling system for genome analysis.

Authors:  D R Meldrum; H T Evensen; W H Pence; S E Moody; D L Cunningham; P J Wiktor
Journal:  Genome Res       Date:  2000-01       Impact factor: 9.043

4.  Efficient incorporation of positively charged 2', 3'-dideoxynucleoside-5'-triphosphates by DNA polymerases and their application in 'direct-load' DNA sequencing.

Authors:  Patrick J Finn; Matthew G Bull; Haiguang Xiao; Paula D Phillips; John R Nelson; Greg Grossmann; Satyam Nampalli; Bernard F McArdle; J Anthony Mamone; Parke K Flick; Carl W Fuller; Shiv Kumar
Journal:  Nucleic Acids Res       Date:  2003-08-15       Impact factor: 16.971

5.  The estimation of distances between specific backbone-labeled sites in DNA using fluorescence resonance energy transfer.

Authors:  H Ozaki; L W McLaughlin
Journal:  Nucleic Acids Res       Date:  1992-10-11       Impact factor: 16.971

6.  Optimized synthesis of phosphorothioate oligodeoxyribonucleotides substituted with a 5'-protected thiol function and a 3'-amino group.

Authors:  Y Aubert; S Bourgerie; L Meunier; R Mayer; A C Roche; M Monsigny; N T Thuong; U Asseline
Journal:  Nucleic Acids Res       Date:  2000-02-01       Impact factor: 16.971

7.  Catalytic editing properties of DNA polymerases.

Authors:  B Canard; B Cardona; R S Sarfati
Journal:  Proc Natl Acad Sci U S A       Date:  1995-11-21       Impact factor: 11.205

8.  The synthesis of protected 5'-amino-2',5'-dideoxyribonucleoside-3'-O-phosphoramidites; applications of 5'-amino-oligodeoxyribonucleotides.

Authors:  B S Sproat; B Beijer; P Rider
Journal:  Nucleic Acids Res       Date:  1987-08-11       Impact factor: 16.971

9.  Synthesis of oligodeoxyribonucleotide with aliphatic amino or phosphate group at the 5' end by the phosphotriester method on a polystyrene support.

Authors:  T Tanaka; T Sakata; K Fujimoto; M Ikehara
Journal:  Nucleic Acids Res       Date:  1987-08-11       Impact factor: 16.971

10.  Oligonucleotides, part 5+: synthesis and fluorescence studies of DNA oligomers d(AT)5 containing adenines covalently linked at C-8 with dansyl fluorophore.

Authors:  D Singh; V Kumar; K N Ganesh
Journal:  Nucleic Acids Res       Date:  1990-06-11       Impact factor: 16.971

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