Direct Analysis of Sugar Alcohol Borate Complexes in Plant Extracts by Matrix-Assisted Laser Desorption/Ionization Fourier Transform Mass Spectrometry

Sharron G. Penn, Hening Hu, Patrick H. Brown, Carlito B Lebrilla

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

Matrix-assisted laser desorption/ionization Fourier transform mass spectrometry (MALDI/FTMS), operating in the negative ion mode, is used to directly observe sugar alcohol borate complexes in a number of plant fractions. The method involves virtually no sample workup and, in the case of celery phloem sap, requires only 40 nL of sap to observe the borate complex. The isolation and characterization of such soluble borate complexes is important in understanding the distribution of boron in plants. The results show that the complexes are composed of two mannitol or sorbitol ligands (L) complexed to a single borate center (B). In some cases, the boron is complexed to non-alditol monosaccharides. Sustained off-resonance collision irradiation dissociation of the BL2- complex, where L is a mannitol, gives fragments that confirm the proposed structure. Complexes of larger oligosaccharides have also been successfully observed using MALDI/ FTMS. Semiempirical molecular orbital calculations (AM1) of the mannitol BL2- complex show that the most favorable configuration is with carbons 3 and 4 of both mannitol residues complexed to the borate. This allows maximum interaction of the remaining hydroxyls with the borate center.

Original languageEnglish (US)
Pages (from-to)2471-2477
Number of pages7
JournalAnalytical Chemistry
Volume69
Issue number13
StatePublished - Jul 1 1997

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Sugar Alcohols
Borates
Plant Extracts
Ionization
Mass spectrometry
Desorption
Fourier transforms
Mannitol
Lasers
Boron
Orbital calculations
Sorbitol
Monosaccharides
Molecular orbitals
Oligosaccharides
Hydroxyl Radical
Negative ions
Carbon
Irradiation
Ligands

ASJC Scopus subject areas

  • Analytical Chemistry

Cite this

Direct Analysis of Sugar Alcohol Borate Complexes in Plant Extracts by Matrix-Assisted Laser Desorption/Ionization Fourier Transform Mass Spectrometry. / Penn, Sharron G.; Hu, Hening; Brown, Patrick H.; Lebrilla, Carlito B.

In: Analytical Chemistry, Vol. 69, No. 13, 01.07.1997, p. 2471-2477.

Research output: Contribution to journalArticle

Penn, Sharron G. ; Hu, Hening ; Brown, Patrick H. ; Lebrilla, Carlito B. / Direct Analysis of Sugar Alcohol Borate Complexes in Plant Extracts by Matrix-Assisted Laser Desorption/Ionization Fourier Transform Mass Spectrometry. In: Analytical Chemistry. 1997 ; Vol. 69, No. 13. pp. 2471-2477.
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