Factors influencing hairpin oligonucleotide cyclization by the uncatalyzed alkyne-azide cycloaddition (AAC) reaction
Factors influencing hairpin oligonucleotide cyclization by the uncatalyzed alkyne-azide cycloaddition (AAC) reaction
Cyclization of short hairpin oligonucleotides (ODNs) containing unactivated alkynes and alkyl azides produces triazole-linked products slowly in the absence of CuI catalysis. The factors affecting the rate of this cycloaddition reaction have been investigated on a variety of hairpin sequences. The reaction proceeds best at intermediate concentrations of sodium chloride, but is inhibited by phosphate and Tris buffers. It is accelerated by increasing the temperature provided that Watson–Crick base pairing can occur. The rationale for these observations is discussed.
AAC reaction, alkyne azide, DNA cyclization, hairpin, uncatalyzed
1
El-Sagheer, Afaf H.
05b8295a-64ad-4fdf-ad57-c34934a46c04
Brown, Tom
a64aae36-bb30-42df-88a2-11be394e8c89
13 May 2010
El-Sagheer, Afaf H.
05b8295a-64ad-4fdf-ad57-c34934a46c04
Brown, Tom
a64aae36-bb30-42df-88a2-11be394e8c89
El-Sagheer, Afaf H. and Brown, Tom
(2010)
Factors influencing hairpin oligonucleotide cyclization by the uncatalyzed alkyne-azide cycloaddition (AAC) reaction.
Pure and Applied Chemistry, .
(doi:10.1351/PAC-CON-09-10-42).
Abstract
Cyclization of short hairpin oligonucleotides (ODNs) containing unactivated alkynes and alkyl azides produces triazole-linked products slowly in the absence of CuI catalysis. The factors affecting the rate of this cycloaddition reaction have been investigated on a variety of hairpin sequences. The reaction proceeds best at intermediate concentrations of sodium chloride, but is inhibited by phosphate and Tris buffers. It is accelerated by increasing the temperature provided that Watson–Crick base pairing can occur. The rationale for these observations is discussed.
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Published date: 13 May 2010
Keywords:
AAC reaction, alkyne azide, DNA cyclization, hairpin, uncatalyzed
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Local EPrints ID: 153399
URI: http://eprints.soton.ac.uk/id/eprint/153399
ISSN: 0033-4545
PURE UUID: efb8cc9c-3311-4e73-9774-9a5cb59dd924
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Date deposited: 19 May 2010 15:42
Last modified: 14 Mar 2024 02:51
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Author:
Afaf H. El-Sagheer
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