Syringyl unit in the lignin of Ginkgo biloba leaves

Abstract To elucidate site-specific lignin in Ginkgo biloba leaves, the chemical architecture of lignin in leaf veins (LV) and petioles (LP) was analyzed by combining thioacidolysis and 2D Heteronuclear Single Quantum Correlation (HSQC) NMR. LV and LP were separated from the leaves, and polysacchari...

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Main Authors: Shori Imamura, Dan Aoki, Masato Yoshida, Yasuyuki Matsushita, Kazuhiko Fukushima
Format: Article
Language:English
Published: SpringerOpen 2025-08-01
Series:Journal of Wood Science
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Online Access:https://doi.org/10.1186/s10086-025-02223-y
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author Shori Imamura
Dan Aoki
Masato Yoshida
Yasuyuki Matsushita
Kazuhiko Fukushima
author_facet Shori Imamura
Dan Aoki
Masato Yoshida
Yasuyuki Matsushita
Kazuhiko Fukushima
author_sort Shori Imamura
collection DOAJ
description Abstract To elucidate site-specific lignin in Ginkgo biloba leaves, the chemical architecture of lignin in leaf veins (LV) and petioles (LP) was analyzed by combining thioacidolysis and 2D Heteronuclear Single Quantum Correlation (HSQC) NMR. LV and LP were separated from the leaves, and polysaccharides were enzymatically digested to give residual lignin (EL). Acetylated EL (ELAc) and milled-wood lignin (MWL) were also prepared. As a result of thioacidolysis, guaiacyl (G) units were the predominant monomers in all samples. In LV and LP samples, the p-hydroxyphenyl (H) unit (approx. 1–2%) and a syringyl (S) unit were detected. The S-unit was observed higher in LP (approx. 2%) than in LV (trace). In thioacidolysis dimeric product analyses, major G–G products and a few G–H products were yielded; additionally, LP samples contained a β-1′ dimer incorporating S-units. 2D HSQC NMR spectra agreed with these trends. LV-ELAc exhibited β-O-4′, β-5′, and β-β′ linkages with H and G aromatics, whereas LP-MWL additionally showed an S-aromatic signal. Some unidentified resonances in LV-ELAc and LP-MWL were observed but not assigned to specific molecules. The S-derived monomers and dimers in petioles suggest a site-specific lignin potentially tailored to petiole mechanics or physiology.
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publishDate 2025-08-01
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spelling doaj-art-e605040f8bf5412caee499980da61ed42025-08-20T03:04:15ZengSpringerOpenJournal of Wood Science1611-46632025-08-0171111010.1186/s10086-025-02223-ySyringyl unit in the lignin of Ginkgo biloba leavesShori Imamura0Dan Aoki1Masato Yoshida2Yasuyuki Matsushita3Kazuhiko Fukushima4Graduate School of Bioagricultural Sciences, Nagoya UniversityGraduate School of Bioagricultural Sciences, Nagoya UniversityGraduate School of Bioagricultural Sciences, Nagoya UniversityInstitute of Agriculture, Tokyo University of Agriculture and TechnologyGraduate School of Bioagricultural Sciences, Nagoya UniversityAbstract To elucidate site-specific lignin in Ginkgo biloba leaves, the chemical architecture of lignin in leaf veins (LV) and petioles (LP) was analyzed by combining thioacidolysis and 2D Heteronuclear Single Quantum Correlation (HSQC) NMR. LV and LP were separated from the leaves, and polysaccharides were enzymatically digested to give residual lignin (EL). Acetylated EL (ELAc) and milled-wood lignin (MWL) were also prepared. As a result of thioacidolysis, guaiacyl (G) units were the predominant monomers in all samples. In LV and LP samples, the p-hydroxyphenyl (H) unit (approx. 1–2%) and a syringyl (S) unit were detected. The S-unit was observed higher in LP (approx. 2%) than in LV (trace). In thioacidolysis dimeric product analyses, major G–G products and a few G–H products were yielded; additionally, LP samples contained a β-1′ dimer incorporating S-units. 2D HSQC NMR spectra agreed with these trends. LV-ELAc exhibited β-O-4′, β-5′, and β-β′ linkages with H and G aromatics, whereas LP-MWL additionally showed an S-aromatic signal. Some unidentified resonances in LV-ELAc and LP-MWL were observed but not assigned to specific molecules. The S-derived monomers and dimers in petioles suggest a site-specific lignin potentially tailored to petiole mechanics or physiology.https://doi.org/10.1186/s10086-025-02223-ySyringylGuaiacylp-HydroxyphenylHSQCThioacidolysisPetiole
spellingShingle Shori Imamura
Dan Aoki
Masato Yoshida
Yasuyuki Matsushita
Kazuhiko Fukushima
Syringyl unit in the lignin of Ginkgo biloba leaves
Journal of Wood Science
Syringyl
Guaiacyl
p-Hydroxyphenyl
HSQC
Thioacidolysis
Petiole
title Syringyl unit in the lignin of Ginkgo biloba leaves
title_full Syringyl unit in the lignin of Ginkgo biloba leaves
title_fullStr Syringyl unit in the lignin of Ginkgo biloba leaves
title_full_unstemmed Syringyl unit in the lignin of Ginkgo biloba leaves
title_short Syringyl unit in the lignin of Ginkgo biloba leaves
title_sort syringyl unit in the lignin of ginkgo biloba leaves
topic Syringyl
Guaiacyl
p-Hydroxyphenyl
HSQC
Thioacidolysis
Petiole
url https://doi.org/10.1186/s10086-025-02223-y
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AT masatoyoshida syringylunitintheligninofginkgobilobaleaves
AT yasuyukimatsushita syringylunitintheligninofginkgobilobaleaves
AT kazuhikofukushima syringylunitintheligninofginkgobilobaleaves