Arabinose Conjugates Diagnostic of Ferulate-Ferulate and Ferulate-Monolignol Cross-Coupling Are Released by Mild Acidolysis of Grass Cell Walls

Lapierre, Catherine; Voxeur, Aline; Boutet, Stéphanie; Ralph, John

doi:10.1021/acs.jafc.9b05840

Title: Arabinose Conjugates Diagnostic of Ferulate-Ferulate and Ferulate-Monolignol Cross-Coupling Are Released by Mild Acidolysis of Grass Cell Walls

Journal Article · 22 October 2019 · Journal of Agricultural and Food Chemistry

DOI: https://doi.org/10.1021/acs.jafc.9b05840 · OSTI ID:1600973

^[1]; Voxeur, Aline ^[2]; Boutet, Stéphanie ^[2];

^[3]

Univ. Paris-Saclay, Versailles (France); Institut Jean-Pierre Bourgin, INRA, AgroParisTech, CNRS, Université Paris-Saclay
Univ. Paris-Saclay, Versailles (France)
Univ. of Wisconsin, Madison, WI (United States)

Ferulate (FA) units esterified to grass arabinoxylans are involved in cross-linking cell wall polymers. Here, this contention is strengthened by the identification of FA homo- and heterodimers esterified to methyl arabinofuranoside (MeAra) units after their release from the xylan by mild acidolysis in dioxane/methanol/HCl. Acidolysis of poorly lignified maize bran cell walls provided diferulate (DFA) isomers, including those from 8–5, 8–O–4, and 5–5 interunit bonding, esterified to one or two MeAra units. Acidolysis of lignified grass samples released crossed dimers esterified to one MeAra unit and derived from the β–O–4 coupling of coniferyl alcohol to FA esters. The evaluation of these heterodimeric esters by LC-UV of their aglycones revealed that the parent structures occur in significant amounts in lignified cell walls (0.5–1 mg/g expressed as FA equivalents). The current results position mild acidolysis as an efficient strategy to obtain improved details regarding the FA-mediated cross-linking of grass cell walls.

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Research Organization:: Univ. of Wisconsin, Madison, WI (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Biological and Environmental Research (BER) (SC-23)

Grant/Contract Number:: SC0018409

OSTI ID:: 1600973

Journal Information:: Journal of Agricultural and Food Chemistry, Journal Name: Journal of Agricultural and Food Chemistry Journal Issue: 46 Vol. 67; ISSN 0021-8561

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

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Title: Arabinose Conjugates Diagnostic of Ferulate-Ferulate and Ferulate-Monolignol Cross-Coupling Are Released by Mild Acidolysis of Grass Cell Walls

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