On-tissue boronic acid derivatization for the analysis of vicinal diol metabolites in maize with MALDI-MS imaging

J Mass Spectrom. 2021 Mar;56(3):e4709. doi: 10.1002/jms.4709.

Abstract

Derivatization reactions are commonly used in mass spectrometry to improve analyte signals, specifically by enhancing the ionization efficiency of those compounds. Vicinal diols are one group of biologically important compounds that have been commonly derivatized using boronic acid. In this study, a boronic acid with a tertiary amine was adapted for the derivatization of vicinal diol metabolites in B73 maize tissue cross-sections for mass spectrometry imaging analysis. Using this method, dozens of vicinal diol metabolites were derivatized, effectively improving the signal of those metabolites. Many of these metabolites were tentatively assigned using high-resolution accurate mass measurements. In addition, reaction interference and cross-reactivity with various other functional groups were systematically studied to verify data interpretation.

Keywords: MALDI; boronic acid; maize; mass spectrometry imaging; on-tissue derivatization; vicinal diol.

MeSH terms

  • Boronic Acids / chemistry*
  • Catechols / analysis*
  • Catechols / metabolism
  • Glycols / analysis*
  • Glycols / metabolism
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization / methods*
  • Zea mays / chemistry*
  • Zea mays / metabolism

Substances

  • Boronic Acids
  • Catechols
  • Glycols
  • catechol