Nativity of lignin carbohydrate bonds substantiated by biomimetic synthesis

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dc.contributor Aalto-yliopisto fi
dc.contributor Aalto University en
dc.contributor.author Giummarella, Nicola
dc.contributor.author Balakshin, Mikhail
dc.contributor.author Koutaniemi, Sanna
dc.contributor.author Kärkönen, Anna
dc.contributor.author Lawoko, Martin
dc.contributor.author Zhao, Qiao
dc.date.accessioned 2020-01-02T14:05:00Z
dc.date.available 2020-01-02T14:05:00Z
dc.date.issued 2019-10-24
dc.identifier.citation Giummarella , N , Balakshin , M , Koutaniemi , S , Kärkönen , A , Lawoko , M & Zhao , Q 2019 , ' Nativity of lignin carbohydrate bonds substantiated by biomimetic synthesis ' , JOURNAL OF EXPERIMENTAL BOTANY , vol. 70 , no. 20 , pp. 5591-5601 . https://doi.org/10.1093/jxb/erz324 en
dc.identifier.issn 0022-0957
dc.identifier.other PURE UUID: 9b15e29e-3f85-486c-a0e8-855b121ff2ae
dc.identifier.other PURE ITEMURL: https://research.aalto.fi/en/publications/nativity-of-lignin-carbohydrate-bonds-substantiated-by-biomimetic-synthesis(9b15e29e-3f85-486c-a0e8-855b121ff2ae).html
dc.identifier.other PURE LINK: http://www.scopus.com/inward/record.url?scp=85074118297&partnerID=8YFLogxK
dc.identifier.other PURE FILEURL: https://research.aalto.fi/files/38726169/CHEM_Giummarella_et_al_Nativity_of_lignin_carbohydrate_bonds_2019_JourExpBot.pdf
dc.identifier.uri https://aaltodoc.aalto.fi/handle/123456789/42144
dc.description.abstract The question of whether lignin is covalently linked to carbohydrates in native wood, forming what is referred to as lignin-carbohydrate complexes (LCCs), still lacks unequivocal proof. This is mainly due to the need to isolate lignin from woody materials prior to analysis, under conditions leading to partial chemical modification of the native wood polymers. Thus, the correlation between the structure of the isolated LCCs and LCCs in situ remains open. As a way to circumvent the problematic isolation, biomimicking lignin polymerization in vivo and in vitro is an interesting option. Herein, we report the detection of lignin-carbohydrate bonds in the extracellular lignin formed by tissue-cultured Norway spruce cells, and in modified biomimetic lignin synthesis (dehydrogenation polymers). Semi-quantitative 2D heteronuclear singular quantum coherence (HSQC)-, 31P -, and 13C-NMR spectroscopy were applied as analytical tools. Combining results from these systems, four types of lignin-carbohydrate bonds were detected; benzyl ether, benzyl ester, γ-ester, and phenyl glycoside linkages, providing direct evidence of lignin-carbohydrate bond formation in biomimicked lignin polymerization. Based on our findings, we propose a sequence for lignin-carbohydrate bond formation in plant cell walls. en
dc.format.extent 11
dc.format.extent 5591-5601
dc.format.mimetype application/pdf
dc.language.iso en en
dc.publisher Oxford University Press
dc.relation.ispartofseries JOURNAL OF EXPERIMENTAL BOTANY en
dc.relation.ispartofseries Volume 70, issue 20 en
dc.rights openAccess en
dc.subject.other Physiology en
dc.subject.other Plant Science en
dc.subject.other 1182 Biochemistry, cell and molecular biology en
dc.title Nativity of lignin carbohydrate bonds substantiated by biomimetic synthesis en
dc.type A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä fi
dc.description.version Peer reviewed en
dc.contributor.department KTH Royal Institute of Technology
dc.contributor.department Department of Bioproducts and Biosystems
dc.contributor.department University of Helsinki
dc.contributor.department Tsinghua University
dc.contributor.department Department of Bioproducts and Biosystems en
dc.subject.keyword Benzyl ester
dc.subject.keyword benzyl ether
dc.subject.keyword dehydrogenation polymer
dc.subject.keyword gamma (γ)-ester
dc.subject.keyword lignin-carbohydrate complex
dc.subject.keyword phenyl glycoside
dc.subject.keyword xtracellular lignin
dc.subject.keyword Physiology
dc.subject.keyword Plant Science
dc.subject.keyword 1182 Biochemistry, cell and molecular biology
dc.identifier.urn URN:NBN:fi:aalto-202001021255
dc.identifier.doi 10.1093/jxb/erz324
dc.type.version publishedVersion


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