2019-08-06T12:36:44 n57262

Photodissociation mass spectra of Iodo-AMPP derivatised fatty acids

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This data archive accompanies the article "Introduction of a fixed-charge, photolabile derivative for enhanced structural elucidation of fatty acids" by Venkateswara R. Narreddula, Nathan R. Boase, Ramesh Ailuri, David L. Marshall, Berwyck L. J. Poad, Michael J. Kelso, Adam J. Trevitt, Todd W. Mitchell and Stephen J. Blanksby. 

ABSTRACT: Fatty acids are a structurally diverse category of lipids with a myriad of biochemical functions, which includes their role as building blocks of more complex lipids (e.g., glycerophospholipids and triacylglycerols). Increasingly, the analysis of fatty acids is undertaken using liquid chromatography-mass spectrometry (LC-MS), due to its versatility in the detection of lipids across a wide range of concentrations and diversity of molecular structures and masses. Previous work has shown that fixed-charge pyridinium derivatives are effective in enhancing the detection of fatty acids in LC-MS workflows. Herein, we describe the development of two novel pyridinium fixed-charged derivatization reagents that incorporate a photolabile aryl iodide that is selectively activated by laser irradiation inside the mass spectrometer. Photodissociation mass spectra of fatty acids conjugated to 1-(3-(aminomethyl)-4-iodophenyl)pyridin-1-ium(4-I-AMPP+)and 1-(4-(aminomethyl)-3-iodophenyl)pyridin-1-ium (3-I-AMPP+) derivatives reveal structurally diagnostic product ions. These spectra feature radical-directed dissociation of the carbon-carbon bonds within the fatty acyl chain, enabling structural assignments of fatty acids and discrimination of isomers that differ in site(s) of unsaturation, methyl branching or cyclopropanation. These derivatives are shown to be suitable for hyphenated LC-MS methods and their predictable photodissociation behavior allows de novoidentification of unusual fatty acids within a biological context.

Geographical area of data collection

153.317870,-26.996845 152.668523,-26.996845 152.668523,-27.767441 153.317870,-27.767441 153.317870,-26.996845

Research areas

Analytical chemistry
Organic chemistry

Cite this collection

Narreddula, Venkateswara; Boase, Nathan; Ailuri, Ramesh; Marshall, David; Poad, Berwyck; Kelso, Michael; Trevitt, Adam; Mitchell, Todd; Blanksby, Stephen (2019): Photodissociation mass spectra of Iodo-AMPP derivatised fatty acids. Queensland University of Technology. (Dataset) https://doi.org/10.25912/5cf0779d91d75

Partner institution

University of Wollongong http://www.uow.edu.au

Data file types

Data files consist of Thermo RAW files, which require Thermo XCalibur to open and read.


Creative Commons Attribution-NonCommercial-Share Alike 4.0 (CC-BY-NC-SA)


© Queensland University of Technology, 2019.

Dates of data collection

From 2018-01-01 to 2019-05-01


Has association with
Berwyck Poad  (Researcher)
David Marshall  (Researcher)
Nathan Boase  (Researcher)
Venkateswara Narredula  (Researcher)
Has chief investigator
Stephen Blanksby  (Researcher)


Name: Professor Stephen Blanksby
Phone: +61 7 3138 3343


Date record created:
Date record modified:
Record status:
Published - Open Access