Improvements to solid phase phosphotriester synthesis of deoxyoligonucleotides.

Nucleic acids research ·Vol. 10 ·No. 18 ·1982-09-25 ·Pages 5605-20

Patel TP, Millican TA, Bose CC, Titmas RC, Mock GA, Eaton MA

Abstract

A solution of benzenesulphonic acid (3%, w/v) in a dimethylformamide and dichloromethane mixture (9:1, v/v) is shown to be a very effective reagent for the detritylation of deoxyoligonucleotides attached to a solid support. The levels of depurination with this reagent were lower than those observed with other reagents such as trichloroacetic acid. Coupling reactions are described using above ambient temperatures with no detectable increase in side products. Both procedures have been successfully incorporated into an automated system, which can compete with the rate of synthesis by the phosphite approach.

MeSH Terms

Benzenesulfonates Indicators and Reagents Kinetics Methylene Chloride Oligodeoxyribonucleotides/chemical synthesis Oligonucleotides/chemical synthesis Solvents Temperature Trityl Compounds

Chemicals

Benzenesulfonates Indicators and Reagents Oligodeoxyribonucleotides Oligonucleotides Solvents Trityl Compounds Methylene Chloride

Authors & Affiliations

6 authors, click to expand affiliations / ORCID

Patel T P

Millican T A

Bose C C

Titmas R C

Mock G A

Eaton M A

References (16)

16 references, click to expand

DNA sequence analysis: a general, simple and rapid method for sequencing large oligodeoxyribonucleotide fragments by mapping.
Nucleic Acids Res. 1974 Mar;1(3):331-53 PMID: 10793670
Arylsulfonyltetrazoles, new coupling reagents and further improvements in the triester method for the synthesis of deoxyribooligonucleotides.
Nucleic Acids Res. 1977 Feb;4(2):353-71 PMID: 190591
Synthesis of oligonucleotides on cellulose by a phosphotriester method.
Nucleic Acids Res. 1980 May 24;8(10):2331-48 PMID: 7433092
Rapid synthesis of oligodeoxyribonucleotides. IV. Improved solid phase synthesis of oligodeoxyribonucleotides through phosphotriester intermediates.
Nucleic Acids Res. 1980 Mar 11;8(5):1081-96 PMID: 7443540
Solid phase phosphotriester synthesis of large oligodeoxyribonucleotides on a polyamide support.
Nucleic Acids Res. 1980 Nov 25;8(22):5193-205 PMID: 7465412
Solid-phase synthesis of polynucleotides. II. Synthesis of polythymidylic acids by the block coupling phosphotriester method.
Nucleic Acids Res. 1980 Nov 25;8(22):5473-89 PMID: 7465418
Solid-phase synthesis of polynucleotides. III. Synthesis of polynucleotides with defined sequences by the block coupling phosphotriester method.
Nucleic Acids Res. 1980 Nov 25;8(22):5491-505 PMID: 7465419
Solid-phase synthesis of polynucleotides. IV. Usage of polystyrene resins for the synthesis of polydeoxyribonucleotides by the phosphostriester method.
Nucleic Acids Res. 1980 Nov 25;8(22):5507-17 PMID: 7465420
Rapid synthesis of oligodeoxyribonucleotides VI. Efficient, mechanised synthesis of heptadecadeoxyribonucleotides by an improved solid phase phosphotriester route.
Nucleic Acids Res. 1981 Apr 10;9(7):1691-706 PMID: 7232224
Synthesis of oligonucleotides on cellulose. Part II: Design and synthetic strategy to the synthesis of 22 oligodeoxynucleotides coding for gastric inhibitory polypeptide (GIP).
Nucleic Acids Symp Ser. 1980;(7):225-32 PMID: 6265873
Total synthesis of a human leukocyte interferon gene.
Nature. 1981 Aug 20;292(5825):756-62 PMID: 6167861
Synthesis of oligodeoxyribonucleotides on silica gel support.
Nucleic Acids Res. 1981 Jun 25;9(12):2807-17 PMID: 6269061
Some observations relating to the oximate ion promoted unblocking of oligonucleotide aryl esters.
Nucleic Acids Res. 1981 Sep 25;9(18):4611-26 PMID: 7301585
Synthesis of 4-triazolopyrimidinone nucleotide and its application in synthesis of 5-methylcytosine-containing oligodeoxyribonucleotides.
Nucleic Acids Res. 1981 Nov 25;9(22):6139-51 PMID: 7312633
Solid phase synthesis of polynucleotides. VI. Further studies on polystyrene copolymers for the solid support.
Nucleic Acids Res. 1982 Mar 11;10(5):1755-69 PMID: 7071021
Molecular cloning and nucleotide sequence of cDNA coding for calf preprochymosin.
Nucleic Acids Res. 1982 Apr 10;10(7):2177-87 PMID: 6283469

Article Info

Journal

Nucleic acids research

Abbr.

Nucleic Acids Res

ISSN

0305-1048

DOI

10.1093/nar/10.18.5605

Published

1982-09-25

Pages

5605-20

Language

English

Region

England

NLM ID

0411011

PMCID

PMC320910

Subset

External Links

PubMed source DOI: 10.1093/nar/10.18.5605 PMC Full Text View journal details

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Improvements to solid phase phosphotriester synthesis of deoxyoligonucleotides.

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