1
40
1
-
Text
A resource consisting primarily of words for reading. Examples include books, letters, dissertations, poems, newspapers, articles, archives of mailing lists. Note that facsimiles or images of texts are still of the genre Text.
URL Address
<a href="http://doi.org/10.1007/s13361-017-1655-6" target="_blank" rel="noreferrer noopener">http://doi.org/10.1007/s13361-017-1655-6</a>
Pages
1392–1405
Issue
7
Volume
28
Dublin Core
The Dublin Core metadata element set is common to all Omeka records, including items, files, and collections. For more information see, http://dublincore.org/documents/dces/.
Title
A name given to the resource
Gas-phase Reactivity of meta-Benzyne Analogs Toward Small Oligonucleotides of Differing Lengths.
Publisher
An entity responsible for making the resource available
Journal of the American Society for Mass Spectrometry
Date
A point or period of time associated with an event in the lifecycle of the resource
2017
2017-07
Subject
The topic of the resource
*Biradicals; *Ion-molecule reactions; *Mass spectrometry; *meta-Benzynes; *Oligonucleotides
Creator
An entity primarily responsible for making the resource
Widjaja Fanny; Max Joann P; Jin Zhicheng; Nash John J; Kenttamaa Hilkka I
Description
An account of the resource
The gas-phase reactivity of two aromatic carbon-centered sigma,sigma-biradicals (meta-benzyne analogs) and a related monoradical towards small oligonucleotides of differing lengths was investigated in a Fourier-transform ion cyclotron resonance (FT-ICR) mass spectrometer coupled with laser-induced acoustic desorption (LIAD). The mono- and biradicals were positively charged to allow for manipulation in the mass spectrometer. The oligonucleotides were evaporated into the gas phase as intact neutral molecules by using LIAD. One of the biradicals was found to be unreactive. The reactive biradical reacts with dinucleoside phosphates and trinucleoside diphosphates mainly by addition to a nucleobase moiety followed by cleavage of the glycosidic bond, leading to a nucleobase radical (e.g., base-H) abstraction. In some instances, after the initial cleavage, the unquenched radical site of the biradical abstracts a hydrogen atom from the neutral fragment, which results in a net nucleobase abstraction. In sharp contrast, the related monoradical mainly undergoes facile hydrogen atom abstraction from the sugar moiety. As the size of the oligonucleotides increases, the rate of hydrogen atom abstraction from the sugar moiety by the monoradical was found to increase due to the presence of more hydrogen atom donor sites, and it is the only reaction observed for tetranucleoside triphosphates. Hence, the monoradical only attacks sugar moieties in these substrates. The biradical also shows significant attack at the sugar moiety for tetranucleoside triphosphates. This drastic change in reactivity indicates that the size of the oligonucleotides plays a key role in the outcome of these reactions. This finding is attributed to more compact conformations in the gas phase for the tetranucleoside triphosphates than for the smaller oligonucleotides, which result from stronger stabilizing interactions between the nucleobases. Graphical Abstract .
Identifier
An unambiguous reference to the resource within a given context
<a href="http://doi.org/10.1007/s13361-017-1655-6" target="_blank" rel="noreferrer noopener">10.1007/s13361-017-1655-6</a>
Rights
Information about rights held in and over the resource
Article information provided for research and reference use only. All rights are retained by the journal listed under publisher and/or the creator(s).
*Biradicals
*Ion-molecule reactions
*Mass spectrometry
*meta-Benzynes
*Oligonucleotides
2017
Jin Zhicheng
Journal of the American Society for Mass Spectrometry
Kenttamaa Hilkka I
Max Joann P
Nash John J
Widjaja Fanny