Homolytic and Heterolytic Cleavage of β‑Ether Linkages in Hardwood Lignin by Steam Explosion

Steam-explosion lignin (SEL) was extracted with ethanol from steam-exploded hardwood (okoumé, Aucoumea klaineana Pierre) pretreated at various severities after neutral or acidic impregnation. The SELs were subjected to structural characterization by 2D HSQC NMR, 31P NMR, and SEC and compared with m...

Full description

Saved in:
Bibliographic Details
Published inJournal of agricultural and food chemistry Vol. 67; no. 21; pp. 5989 - 5996
Main Authors Obame, Sebastien Ngwa, Ziegler-Devin, Isabelle, Safou-Tchima, Rodrigue, Brosse, Nicolas
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 29.05.2019
Subjects
Aucoumea klaineana
Chemical and Process Engineering
Chemical Sciences
Engineering Sciences
ethanol
hardwood
hardwood lignin
heterolytic cleavage
homolytic cleavage
hydrolysis
ketones
molecular weight
nuclear magnetic resonance spectroscopy
Organic chemistry
phosphorus
Polymers
stable isotopes
steam explosion
okoumé
lignin
Online AccessGet full text
ISSN0021-8561
1520-5118
1520-5118
DOI10.1021/acs.jafc.9b01744

Cover

Abstract Steam-explosion lignin (SEL) was extracted with ethanol from steam-exploded hardwood (okoumé, Aucoumea klaineana Pierre) pretreated at various severities after neutral or acidic impregnation. The SELs were subjected to structural characterization by 2D HSQC NMR, 31P NMR, and SEC and compared with milled-wood lignin (MWL). A strong decrease in the β-O-4 content is observed with increasing steam-explosion severity accompanied by a gradual increase in molecular mass. Cα-oxidized S units (S′, Hibbert’s ketones) were quantified by NMR and used as a marker of the hydrolytic mechanism; naphthol was used as a carbonium-ion scavenger. It has been observed that mixed reactions of hydrolysis and homolysis are involved, but the SEL is mainly cleaved homolytically, favoring recondensation through radical coupling even at low reaction severity. However, acidic preimpregnation of wood prior to steam explosion enhanced the carbonium-ion pathway.
AbstractList Steam-explosion lignin (SEL) was extracted with ethanol from steam-exploded hardwood (okoumé, Aucoumea klaineana Pierre) pretreated at various severities after neutral or acidic impregnation. The SELs were subjected to structural characterization by 2D HSQC NMR, 31P NMR, and SEC and compared with milled-wood lignin (MWL). A strong decrease in the β- O-4 content is observed with increasing steam-explosion severity accompanied by a gradual increase in molecular mass. Cα-oxidized S units (S', Hibbert's ketones) were quantified by NMR and used as a marker of the hydrolytic mechanism; naphthol was used as a carbonium-ion scavenger. It has been observed that mixed reactions of hydrolysis and homolysis are involved, but the SEL is mainly cleaved homolytically, favoring recondensation through radical coupling even at low reaction severity. However, acidic preimpregnation of wood prior to steam explosion enhanced the carbonium-ion pathway.Steam-explosion lignin (SEL) was extracted with ethanol from steam-exploded hardwood (okoumé, Aucoumea klaineana Pierre) pretreated at various severities after neutral or acidic impregnation. The SELs were subjected to structural characterization by 2D HSQC NMR, 31P NMR, and SEC and compared with milled-wood lignin (MWL). A strong decrease in the β- O-4 content is observed with increasing steam-explosion severity accompanied by a gradual increase in molecular mass. Cα-oxidized S units (S', Hibbert's ketones) were quantified by NMR and used as a marker of the hydrolytic mechanism; naphthol was used as a carbonium-ion scavenger. It has been observed that mixed reactions of hydrolysis and homolysis are involved, but the SEL is mainly cleaved homolytically, favoring recondensation through radical coupling even at low reaction severity. However, acidic preimpregnation of wood prior to steam explosion enhanced the carbonium-ion pathway.
Steam-explosion lignin (SEL) was extracted with ethanol from steam-exploded hardwood (okoumé, Aucoumea klaineana Pierre) pretreated at various severities after neutral or acidic impregnation. The SELs were subjected to structural characterization by 2D HSQC NMR, ³¹P NMR, and SEC and compared with milled-wood lignin (MWL). A strong decrease in the β-O-4 content is observed with increasing steam-explosion severity accompanied by a gradual increase in molecular mass. Cα-oxidized S units (S′, Hibbert’s ketones) were quantified by NMR and used as a marker of the hydrolytic mechanism; naphthol was used as a carbonium-ion scavenger. It has been observed that mixed reactions of hydrolysis and homolysis are involved, but the SEL is mainly cleaved homolytically, favoring recondensation through radical coupling even at low reaction severity. However, acidic preimpregnation of wood prior to steam explosion enhanced the carbonium-ion pathway.
Steam-explosion lignin (SEL) was extracted with ethanol from steam-exploded hardwood (okoumé, Aucoumea klaineana Pierre) pretreated at various severities after neutral or acidic impregnation. The SELs were subjected to structural characterization by 2D HSQC NMR, 31P NMR, and SEC and compared with milled-wood lignin (MWL). A strong decrease in the β-O-4 content is observed with increasing steam-explosion severity accompanied by a gradual increase in molecular mass. Cα-oxidized S units (S′, Hibbert’s ketones) were quantified by NMR and used as a marker of the hydrolytic mechanism; naphthol was used as a carbonium-ion scavenger. It has been observed that mixed reactions of hydrolysis and homolysis are involved, but the SEL is mainly cleaved homolytically, favoring recondensation through radical coupling even at low reaction severity. However, acidic preimpregnation of wood prior to steam explosion enhanced the carbonium-ion pathway.
Steam explosion lignin (SEL) was extracted with ethanol from steam exploded hardwood (okoumé, Aucoumea klaineana Pierre) pretreated at various severities after neutral or acidic impregnation. The SELs were subjected to a structural characterization by 2D HSQC NMR, 31P NMR, SEC and compared to Milled Wood Lignin (MWL). A strong decrease in the -O-4 content is observed with increasing steam explosion severity accompanied with a gradual increase in molecular mass. C-oxydized S units (S’, Hibbert’s ketones) were quantified by NMR and used as a marker of the hydrolytic mechanism as well as naphthol used as a carbonium ion scavenger. It has been observed that mixed reactions of hydrolysis and homolysis are involved but the SEL is mainly cleaved homolytically, favouring recondensation through radical coupling even at low reaction severity. However, acidic pre-impregnation of wood prior to steam explosion enhanced the carbonium ion pathway.
Author Obame, Sebastien Ngwa
Safou-Tchima, Rodrigue
Ziegler-Devin, Isabelle
Brosse, Nicolas
AuthorAffiliation LERMAB, EA 4370, Faculté des Sciences et Technologies
Ecole Normale Supérieure d’Enseignement Technique (ENSET)
Laboratoire de Substances Naturelles et de Synthèses organométalliques (LASNSOM)
Laboratoire de Recherche et de Valorisation du Matériau Bois (LaReVa Bois)
Université des Sciences et Techniques de Masuku
AuthorAffiliation_xml – name: Laboratoire de Recherche et de Valorisation du Matériau Bois (LaReVa Bois)
– name: LERMAB, EA 4370, Faculté des Sciences et Technologies
– name: Ecole Normale Supérieure d’Enseignement Technique (ENSET)
– name: Université des Sciences et Techniques de Masuku
– name: Laboratoire de Substances Naturelles et de Synthèses organométalliques (LASNSOM)
Author_xml – sequence: 1
  givenname: Sebastien Ngwa
  surname: Obame
  fullname: Obame, Sebastien Ngwa
  organization: Ecole Normale Supérieure d’Enseignement Technique (ENSET)
– sequence: 2
  givenname: Isabelle
  surname: Ziegler-Devin
  fullname: Ziegler-Devin, Isabelle
  organization: LERMAB, EA 4370, Faculté des Sciences et Technologies
– sequence: 3
  givenname: Rodrigue
  surname: Safou-Tchima
  fullname: Safou-Tchima, Rodrigue
  organization: Université des Sciences et Techniques de Masuku
– sequence: 4
  givenname: Nicolas
  orcidid: 0000-0001-8505-8401
  surname: Brosse
  fullname: Brosse, Nicolas
  email: nicolas.brosse@univ-lorraine.fr
  organization: LERMAB, EA 4370, Faculté des Sciences et Technologies
BackLink https://www.ncbi.nlm.nih.gov/pubmed/31062970$$D View this record in MEDLINE/PubMed
https://hal.univ-lorraine.fr/hal-02125895$$DView record in HAL
BookMark eNqNkcFu1DAURS1URKeFPSvkJUhkeLbjOFlWoympNBKLlrX14jhtSmIPdqYwO36hv8KH8BF8CZ7O0AUSiJX17jvXerr3hBw57ywhLxnMGXD2Dk2c32Jn5lUDTOX5EzJjkkMmGSuPyAwSk5WyYMfkJMZbACilgmfkWDAoeKVgRnTtRz9sp95QdC2t7WTDYV4MFu_w2lLf0R_ff367X043NtBV7z4lNdLe0RpD-8X7NonXLs3Nll5OFke6_LoefOy9e06edjhE--LwnpKP58urRZ2tPry_WJytMsxzOWVKdchbBYVQBlppADBn6UDZVMIwaLmyUFSVEA3wrmkLCyYHW4LhWBqFKE7Jm_2_NzjodehHDFvtsdf12UrvtBQFl2Ul71hiX-_ZdfCfNzZOeuyjscOAzvpN1JwrVgomCvEfqGClZLxUCX11QDfNaNvHI35nnQDYAyb4GIPtHhEGelenTnXqXZ36UGeyFH9YTD_hlHKdAvbDv4xv98aHjd8El8L_O_4LXNm0nw
CitedBy_id crossref_primary_10_1016_j_indcrop_2024_118063
crossref_primary_10_3389_fchem_2021_705358
crossref_primary_10_1007_s11427_024_2792_x
crossref_primary_10_1002_cssc_202202001
crossref_primary_10_1016_j_ijbiomac_2024_129997
crossref_primary_10_1039_D4NJ02847C
crossref_primary_10_1186_s40643_024_00739_7
crossref_primary_10_1021_acssuschemeng_4c00711
crossref_primary_10_3390_ani11082252
crossref_primary_10_1016_j_ijbiomac_2020_06_168
crossref_primary_10_3389_fpls_2024_1423072
crossref_primary_10_3390_polym15163372
crossref_primary_10_1016_j_biortech_2022_126941
crossref_primary_10_1016_j_indcrop_2021_114462
crossref_primary_10_1016_j_indcrop_2023_117614
crossref_primary_10_1021_acssuschemeng_4c01267
crossref_primary_10_1016_j_foodchem_2023_138190
crossref_primary_10_1016_j_biortech_2020_123819
crossref_primary_10_1016_j_carbpol_2022_119460
crossref_primary_10_1039_D3SU00115F
crossref_primary_10_1080_02773813_2020_1769674
crossref_primary_10_1016_j_fuel_2023_127796
crossref_primary_10_1016_j_indcrop_2024_120015
crossref_primary_10_1002_cssc_202301404
crossref_primary_10_1016_j_ijbiomac_2025_141627
crossref_primary_10_1007_s10570_022_04632_4
crossref_primary_10_1016_j_indcrop_2024_118816
crossref_primary_10_34133_research_0069
crossref_primary_10_1016_j_ifset_2023_103350
crossref_primary_10_1039_D3NJ03702A
crossref_primary_10_1016_j_ijbiomac_2023_127210
crossref_primary_10_1016_j_indcrop_2021_113466
crossref_primary_10_1021_acssuschemeng_0c01065
crossref_primary_10_1016_j_indcrop_2024_118217
crossref_primary_10_1016_j_indcrop_2021_114432
Cites_doi 10.1007/BF03052263
10.1016/j.biortech.2006.02.029
10.1021/ie503151g
10.1098/rsta.1987.0029
10.1021/jf00054a023
10.1186/s13068-017-0718-z
10.5897/AJB2016.15515
10.1007/BF00355846
10.1016/0960-8524(91)90078-X
10.1021/jf5023093
10.1186/s13068-017-0816-y
10.4236/oalib.1104553
10.1016/j.biortech.2010.06.143
10.1021/jf504622j
10.1126/science.1114736
10.1016/j.polymdegradstab.2009.07.007
10.1016/j.biortech.2006.10.018
10.1007/s13196-018-0222-5
10.1016/j.biortech.2008.12.004
10.1021/jf201605f
10.1002/cssc.201601326
10.1039/C6RA26122A
10.1039/C3GC42355G
ContentType Journal Article
Copyright Distributed under a Creative Commons Attribution 4.0 International License
Copyright_xml – notice: Distributed under a Creative Commons Attribution 4.0 International License
DBID AAYXX
CITATION
NPM
7X8
7S9
L.6
1XC
VOOES
DOI 10.1021/acs.jafc.9b01744
DatabaseName CrossRef
PubMed
MEDLINE - Academic
AGRICOLA
AGRICOLA - Academic
Hyper Article en Ligne (HAL)
Hyper Article en Ligne (HAL) (Open Access)
DatabaseTitle CrossRef
PubMed
MEDLINE - Academic
AGRICOLA
AGRICOLA - Academic
DatabaseTitleList MEDLINE - Academic
AGRICOLA


PubMed
Database_xml – sequence: 1
  dbid: NPM
  name: PubMed
  url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed
  sourceTypes: Index Database
DeliveryMethod fulltext_linktorsrc
Discipline Agriculture
EISSN 1520-5118
EndPage 5996
ExternalDocumentID oai_HAL_hal_02125895v1
31062970
10_1021_acs_jafc_9b01744
a815326168
Genre Journal Article
GroupedDBID -
55A
5GY
7~N
85S
AABXI
ABFLS
ABMVS
ABUCX
ACGFS
ACJ
ACS
AEESW
AENEX
AFEFF
ALMA_UNASSIGNED_HOLDINGS
AQSVZ
CS3
DU5
EBS
ED
ED~
EJD
F5P
GNL
GX1
IH9
JG
JG~
LG6
P2P
ROL
TWZ
UI2
VF5
VG9
W1F
WH7
X
---
-~X
.K2
4.4
5VS
AAHBH
AAYXX
ABBLG
ABJNI
ABLBI
ABQRX
ACGFO
ADHLV
AGXLV
AHGAQ
BAANH
CITATION
CUPRZ
GGK
NPM
7X8
7S9
L.6
.55
.GJ
1WB
1XC
53G
AAYJJ
ABDPE
ABHMW
ACKIV
ACRPL
ADNMO
AEYZD
AFFNX
AGQPQ
ANPPW
ANTXH
IHE
MVM
NHB
OHT
RNS
VOOES
X7M
ZCG
ID FETCH-LOGICAL-a445t-77fa2d70637c0d5c00a419705b93c10d27e069933b02fbd6e0c40e80c2a8c7aa3
IEDL.DBID ACS
ISSN 0021-8561
1520-5118
IngestDate Fri May 09 12:17:54 EDT 2025
Fri Jul 11 00:27:25 EDT 2025
Fri Jul 11 08:39:39 EDT 2025
Thu Apr 03 07:09:08 EDT 2025
Thu Apr 24 23:01:33 EDT 2025
Tue Jul 01 04:19:03 EDT 2025
Thu Aug 27 13:44:18 EDT 2020
IsDoiOpenAccess true
IsOpenAccess true
IsPeerReviewed true
IsScholarly true
Issue 21
Keywords steam explosion
okoumé
lignin
Language English
License https://doi.org/10.15223/policy-029
https://doi.org/10.15223/policy-037
https://doi.org/10.15223/policy-045
Distributed under a Creative Commons Attribution 4.0 International License: http://creativecommons.org/licenses/by/4.0
LinkModel DirectLink
MergedId FETCHMERGED-LOGICAL-a445t-77fa2d70637c0d5c00a419705b93c10d27e069933b02fbd6e0c40e80c2a8c7aa3
Notes ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ORCID 0000-0001-8505-8401
0000-0001-7021-7959
0000-0001-7130-507X
OpenAccessLink https://hal.univ-lorraine.fr/hal-02125895
PMID 31062970
PQID 2231851287
PQPubID 23479
PageCount 8
ParticipantIDs hal_primary_oai_HAL_hal_02125895v1
proquest_miscellaneous_2271831363
proquest_miscellaneous_2231851287
pubmed_primary_31062970
crossref_primary_10_1021_acs_jafc_9b01744
crossref_citationtrail_10_1021_acs_jafc_9b01744
acs_journals_10_1021_acs_jafc_9b01744
ProviderPackageCode JG~
55A
AABXI
GNL
VF5
7~N
ACJ
VG9
W1F
ACS
AEESW
AFEFF
ABMVS
ABUCX
IH9
AQSVZ
ED~
UI2
CITATION
AAYXX
PublicationCentury 2000
PublicationDate 2019-05-29
PublicationDateYYYYMMDD 2019-05-29
PublicationDate_xml – month: 05
  year: 2019
  text: 2019-05-29
  day: 29
PublicationDecade 2010
PublicationPlace United States
PublicationPlace_xml – name: United States
PublicationTitle Journal of agricultural and food chemistry
PublicationTitleAlternate J. Agric. Food Chem
PublicationYear 2019
Publisher American Chemical Society
Publisher_xml – name: American Chemical Society
References ref9/cit9
ref6/cit6
ref3/cit3
ref18/cit18
ref11/cit11
ref16/cit16
ref23/cit23
ref14/cit14
ref8/cit8
ref5/cit5
ref2/cit2
ref20/cit20
Tanahashi M. (ref25/cit25) 1990; 77
ref17/cit17
ref10/cit10
ref19/cit19
ref21/cit21
ref12/cit12
ref15/cit15
ref22/cit22
ref13/cit13
ref4/cit4
ref1/cit1
ref24/cit24
ref7/cit7
References_xml – ident: ref24/cit24
  doi: 10.1007/BF03052263
– ident: ref7/cit7
  doi: 10.1016/j.biortech.2006.02.029
– ident: ref4/cit4
  doi: 10.1021/ie503151g
– ident: ref19/cit19
  doi: 10.1098/rsta.1987.0029
– ident: ref20/cit20
  doi: 10.1021/jf00054a023
– ident: ref23/cit23
  doi: 10.1186/s13068-017-0718-z
– ident: ref17/cit17
  doi: 10.5897/AJB2016.15515
– ident: ref6/cit6
  doi: 10.1007/BF00355846
– ident: ref5/cit5
  doi: 10.1016/0960-8524(91)90078-X
– ident: ref9/cit9
  doi: 10.1021/jf5023093
– ident: ref13/cit13
  doi: 10.1186/s13068-017-0816-y
– ident: ref15/cit15
  doi: 10.4236/oalib.1104553
– ident: ref16/cit16
– ident: ref3/cit3
  doi: 10.1016/j.biortech.2010.06.143
– ident: ref14/cit14
  doi: 10.1021/jf504622j
– volume: 77
  start-page: 49
  year: 1990
  ident: ref25/cit25
  publication-title: Wood Res. (Kyoto, Jpn.)
– ident: ref1/cit1
  doi: 10.1126/science.1114736
– ident: ref2/cit2
  doi: 10.1016/j.polymdegradstab.2009.07.007
– ident: ref12/cit12
  doi: 10.1016/j.biortech.2006.10.018
– ident: ref18/cit18
  doi: 10.1007/s13196-018-0222-5
– ident: ref8/cit8
  doi: 10.1016/j.biortech.2008.12.004
– ident: ref11/cit11
  doi: 10.1021/jf201605f
– ident: ref21/cit21
  doi: 10.1002/cssc.201601326
– ident: ref22/cit22
  doi: 10.1039/C6RA26122A
– ident: ref10/cit10
  doi: 10.1039/C3GC42355G
SSID ssj0008570
Score 2.4854867
Snippet Steam-explosion lignin (SEL) was extracted with ethanol from steam-exploded hardwood (okoumé, Aucoumea klaineana Pierre) pretreated at various severities...
Steam explosion lignin (SEL) was extracted with ethanol from steam exploded hardwood (okoumé, Aucoumea klaineana Pierre) pretreated at various severities after...
Steam-explosion lignin (SEL) was extracted with ethanol from steam-exploded hardwood (okoumé, Aucoumea klaineana Pierre) pretreated at various severities after...
SourceID hal
proquest
pubmed
crossref
acs
SourceType Open Access Repository
Aggregation Database
Index Database
Enrichment Source
Publisher
StartPage 5989
SubjectTerms Aucoumea klaineana
Chemical and Process Engineering
Chemical Sciences
Engineering Sciences
ethanol
hardwood
hardwood lignin
heterolytic cleavage
homolytic cleavage
hydrolysis
ketones
molecular weight
nuclear magnetic resonance spectroscopy
Organic chemistry
phosphorus
Polymers
stable isotopes
Title Homolytic and Heterolytic Cleavage of β‑Ether Linkages in Hardwood Lignin by Steam Explosion
URI http://dx.doi.org/10.1021/acs.jafc.9b01744
https://www.ncbi.nlm.nih.gov/pubmed/31062970
https://www.proquest.com/docview/2231851287
https://www.proquest.com/docview/2271831363
https://hal.univ-lorraine.fr/hal-02125895
Volume 67
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV3NTtwwELYKvcChf0C7_ZNbwYFDFttx4vi4WoGiivZCkbhZtuMA7ZJUZBeJnvoKfZU-SB-iT9KZJGxFgRVHj-xYmcx4PmfGnwnZLMFsksLzKIszGcH-S0ZOcRFBMA94PC1NHZ4d_vgpzQ_lh6Pk6B9Nzv8ZfMF3rG-GX2zph9qB9Ui5RB6KFHwYYdD4YL7qIlF7V84B8wIo6FOStz0BA5FvrgWipRMsg7wLY7axZu9xd2lR01IUYonJ1-Fs6ob--00Cx3u8xhPyqIecdNTZyFPyIFTPyOro-Lyn3QhrxOT1WT25hA7UVgXNsUamb48nwV7AokPrkv7-9efHz12EjBT3sCBt6GlFMfuPpTsgPK6g7S4plgmf0bbAD3_HrZPDvd3P4zzqr16IrJTJFDB3aUWhAL8oz4rEM2Yl14olTsees0KowFKANrFjonRFGpiXLGTMC5t5ZW28QZarugovCM28dIDxhC7iUipldeEk7AG5R666TLsB2QLdmN51GtNmxQU3rRAUZnqFDcjO1fcyvucvx2s0JgtGbM9HfOu4Oxb0fQ8mMO-GpNv5aN-gDEnwk0wnF3xA3l1ZiAEvxNSKrUI9awyALAA-EOvVoj6AA2Iep_GAPO_Maz4fgGzQkGIv76mMV2QFkJvGMgahX5Pl6fksvAF0NHVvW7f4C-gkB_c
linkProvider American Chemical Society
linkToHtml http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV3NbtQwEB615QA98F9Yfg2CA4ds7cSJk-Nq1SrAtgdopd4s23EKdJugZrdSOfEKvAoPwkPwJMxks0EgWMExIydOJmPP58znLwDPSgybuHAiSKNUBrj-koFVIgwwmXvanpYklvYO7-0n-aF8dRQfrYFY7oXBm2jwSk1bxP-pLiC2yfbBlG6YWQwiKdfhEmKRkIJ6NH7bT76k175gdWD3iA26yuSfrkD5yDW_5KP1d8SG_BvUbFPO7jV4099syzQ5Gc5ndug-_abj-F9Pcx2udgCUjRYRcwPWfHUTNkfHZ50Ih78FOq9P6-kFNmCmKlhOjJnueDz15hynIFaX7NvX75-_7BCAZLSiRWvD3leMuABE5EHjcYXH9oIRafiUtXQ_-jh3Gw53dw7GedD9iCEwUsYzROClCQuFaEY5XsSOcyNFpnhss8gJXoTK8wSBTmR5WNoi8dxJ7lPuQpM6ZUy0BRtVXfm7wFInLSK-MCuiUiplssJKXBEKR8p1aWYH8Bx9o7uB1Oi2Rh4K3RrRYbpz2AC2l69Nu07NnH6qMV1xxov-jI8LJY8VbZ9iJPTNSII7H0002UgSP06z-FwM4MkyUDSOSSq0mMrX80Yj5EIYhJlfrWqDqCASURIN4M4iyvr-EHKjhxS_94_OeAyX84O9iZ683H99H64gpsuI4BBmD2Bjdjb3DxE3zeyjdqT8ANEPEFg
linkToPdf http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV3NbtQwEB61RUL0wH9h-TUIDhyydRInjo-rpasApUKCot4s23FKYZtUzW6lcuIVeBUehIfgSZjJZiOBYAXHjGzHmYzjz5nPnwGelBg2SeHCIIszEeD6SwRWhlGAk7mn7Wlpamnv8Ou9NN8XLw-SgzVIlnthsBMNttS0SXwa1SdF2SkMhNtk_2hKN1QWA0mIdbhAWTsK7NH4bf8BJs32BbMDu4D4oMtO_qkFmpNc88uctP6BGJF_g5vttDO5Au_7Drdsk0_D-cwO3efftBz_-4muwuUOiLLRInKuwZqvrsPm6PC0E-PwN0Dn9XE9PccCzFQFy4k5012Pp96c4aeI1SX7_u3Hl687BCQZrWzR2rCjihEngAg9aDys8NqeMyIPH7OW9kc_6W7C_mTn3TgPugMZAiNEMkMkXpqokIhqpONF4jg3IlSSJ1bFLuRFJD1PEfDElkelLVLPneA-4y4ymZPGxFuwUdWVvw0sc8Ii8otUEZdCSqMKK3BlGDpSsMuUHcBT9I3uBlSj21x5FOrWiA7TncMGsL18ddp1quZ0uMZ0RY1nfY2ThaLHirKPMRr6YiTFnY92NdlIGj_JVHIWDuDRMlg0jk1KuJjK1_NGI_RCOIQIQK4qg-ggDuM0HsCtRaT190PojR6S_M4_OuMhXHzzfKJ3X-y9uguXENop4jlE6h5szE7n_j7Cp5l90A6Wn6F4Ets
openUrl ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Homolytic+and+Heterolytic+Cleavage+of+%CE%B2-Ether+Linkages+in+Hardwood+Lignin+by+Steam+Explosion&rft.jtitle=Journal+of+agricultural+and+food+chemistry&rft.au=Obame%2C+Sebastien+Ngwa&rft.au=Ziegler-Devin%2C+Isabelle&rft.au=Safou-Tchima%2C+Rodrigue&rft.au=Brosse%2C+Nicolas&rft.date=2019-05-29&rft.issn=1520-5118&rft.eissn=1520-5118&rft.volume=67&rft.issue=21&rft.spage=5989&rft_id=info:doi/10.1021%2Facs.jafc.9b01744&rft.externalDBID=NO_FULL_TEXT
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0021-8561&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0021-8561&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0021-8561&client=summon