MALDI efficiency of metabolites quantitatively associated with their structural properties: A quantitative structure-property relationship (QSPR) approach

Daichi Yukihira, Daisuke Miura, Yoshinori Fujimura, Yoshikatsu Umemura, Shinichi Yamaguchi, Shinji Funatsu, Makoto Yamazaki, Tetsuya Ohta, Hiroaki Inoue, Mitsuru Shindo, Hiroyuki Wariishi

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) experiments require a suitable match of the matrix and target compounds to achieve a selective and sensitive analysis. However, it is still difficult to predict which metabolites are ionizable with a given matrix and which factors lead to an efficient ionization. In the present study, we extracted structural properties of metabolites that contribute to their ionization in MALDI-MS analyses exploiting our experimental data set. The MALDI-MS experiment was performed for 200 standard metabolites using 9-aminoacridine (9-AA) as the matrix. We then developed a prediction model for the ionization profiles (both the ionizability and ionization efficiency) of metabolites using a quantitative structure-property relationship (QSPR) approach. The classification model for the ionizability achieved a 91 % accuracy, and the regression model for the ionization efficiency reached a rank correlation coefficient of 0.77. An analysis of the descriptors contributing to such model construction suggested that the proton affinity is a major determinant of the ionization, whereas some substructures hinder efficient ionization. This study will lead to the development of more rational and predictable MALDI-MS analyses.

Original languageEnglish
Pages (from-to)1-5
Number of pages5
JournalJournal of the American Society for Mass Spectrometry
Volume25
Issue number1
DOIs
Publication statusPublished - Jan 1 2014

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Quantitative Structure-Activity Relationship
Matrix-Assisted Laser Desorption-Ionization Mass Spectrometry
Metabolites
Ionization
Structural properties
Aminacrine
Mass spectrometry
Desorption
Protons
Lasers
Experiments

All Science Journal Classification (ASJC) codes

  • Structural Biology
  • Spectroscopy

Cite this

MALDI efficiency of metabolites quantitatively associated with their structural properties : A quantitative structure-property relationship (QSPR) approach. / Yukihira, Daichi; Miura, Daisuke; Fujimura, Yoshinori; Umemura, Yoshikatsu; Yamaguchi, Shinichi; Funatsu, Shinji; Yamazaki, Makoto; Ohta, Tetsuya; Inoue, Hiroaki; Shindo, Mitsuru; Wariishi, Hiroyuki.

In: Journal of the American Society for Mass Spectrometry, Vol. 25, No. 1, 01.01.2014, p. 1-5.

Research output: Contribution to journalArticle

Yukihira, Daichi ; Miura, Daisuke ; Fujimura, Yoshinori ; Umemura, Yoshikatsu ; Yamaguchi, Shinichi ; Funatsu, Shinji ; Yamazaki, Makoto ; Ohta, Tetsuya ; Inoue, Hiroaki ; Shindo, Mitsuru ; Wariishi, Hiroyuki. / MALDI efficiency of metabolites quantitatively associated with their structural properties : A quantitative structure-property relationship (QSPR) approach. In: Journal of the American Society for Mass Spectrometry. 2014 ; Vol. 25, No. 1. pp. 1-5.
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