Product profiles in enzymic and non-enzymic oxidations of the lignin model compound erythro-1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)-1,3-propanediol

↓ Direkt till sidans innehåll
↓ Direkt till sidans sekundära innehåll (sidomenyn)

Search: id:"swepub:oai:research.chalmers.se:b177b7b9-d7ec-442c-a5c1-d6ddbe95e396" > Product profiles in...

1 of 1
Previous record
Next record
To hitlist

Details
MARC

Bohlin, ChristinaKarlstads universitet,Fakulteten för teknik- och naturvetenskap (author)

Product profiles in enzymic and non-enzymic oxidations of the lignin model compound erythro-1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)-1,3-propanediol

Article/chapterEnglish2005

Publisher, publication year, extent ...

Elsevier BV,2005

Numbers

LIBRIS-ID:oai:research.chalmers.se:b177b7b9-d7ec-442c-a5c1-d6ddbe95e396
https://doi.org/10.1016/j.molcatb.2005.06.003DOI
https://research.chalmers.se/publication/11389URI
https://lup.lub.lu.se/record/150964URI
https://urn.kb.se/resolve?urn=urn:nbn:se:kau:diva-1996URI
https://urn.kb.se/resolve?urn=urn:nbn:se:kau:diva-22617URI

Supplementary language notes

Language:English
Summary in:English

Part of subdatabase

SwePubSwePub

Classification

Subject category:art swepub-publicationtype
Subject category:ref swepub-contenttype

Notes

The erythro form of the lignin model compound 1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)-1,3-propanediol (1) was oxidized with laccase/ABTS, lead(IV) tetraacetate (LTA), lignin peroxidase/H2O2, cerium(IV) ammonium nitrate (CAN) and Fenton's reagent. The product profiles obtained with the different oxidants were compared after separation, identification and quantification of the products using HPLC, UV-diode array detector and electrospray ionization mass spectrometry in positive ionization mode. The oxidants generated different product profiles that reflected their different properties. Oxidation with laccase/ABTS resulted almost exclusively in formation of 1-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)-1-propanone (2). Oxidation with LTA resulted in more 3,4-dimethoxybenzaldehyde (3) than ketone 2. Lignin peroxidase and CAN gave similar product profiles and aldehyde 3 was the predominant product (only small amounts of ketone 2 were formed). Oxidation with Fenton's reagent resulted in the formation of more aldehyde 3 than ketone 2 but the yields were very low. CAN served as an excellent model for the lignin peroxidase-catalyzed oxidation, while the laccase-mediator system, LTA and Fenton's reagent provided distinctly different product profiles. Erythro-1-(3,4-dimethoxyphenyl)-1,2,3-propanetriol was present among the products obtained on oxidation with LTA, lignin peroxidase, CAN and Fenton's reagent. The differences in redox potential between the oxidants afford an explanation of the diverse product patterns but other factors may also be of importance. The reactions leading to cleavage of the β-ether bond with formation of 1-(3,4-dimethoxyphenyl)-1,2,3-propanetriol (veratrylglycerol) were found to proceed without affecting the configuration at the β-carbon atom.

Subject headings and genre

NATURVETENSKAP Biologi Biokemi och molekylärbiologi hsv//swe
NATURAL SCIENCES Biological Sciences Biochemistry and Molecular Biology hsv//eng
NATURVETENSKAP Kemi Organisk kemi hsv//swe
NATURAL SCIENCES Chemical Sciences Organic Chemistry hsv//eng
NATURVETENSKAP Kemi Analytisk kemi hsv//swe
NATURAL SCIENCES Chemical Sciences Analytical Chemistry hsv//eng
NATURVETENSKAP Kemi hsv//swe
NATURAL SCIENCES Chemical Sciences hsv//eng
3-propanediol
4-Dimethoxyphenyl)-2-(2-methoxyphenoxy)-1
1-(3
Laccase
Lignin peroxidase
Lignin degradation
Non-enzymic oxidants
Kemi

Added entries (persons, corporate bodies, meetings, titles ...)

Persson, PerLunds universitet,Lund University,Analytical Chemistry, Lund University (author)
Gorton, LoLund University,Lunds universitet,Centrum för analys och syntes,Kemiska institutionen,Institutioner vid LTH,Lunds Tekniska Högskola,Centre for Analysis and Synthesis,Department of Chemistry,Departments at LTH,Faculty of Engineering, LTH,Analytical Chemistry, Lund University(Swepub:lu)akem-lgo (author)
Lundquist, Knut,1933Chalmers tekniska högskola,Chalmers University of Technology,Forest Products and Chemical Engineering, Chalmers University of Technology(Swepub:cth)knutl (author)
Jönsson, Leif JKarlstads universitet,Fakulteten för teknik- och naturvetenskap,Paper Surface Centre(Swepub:kau)leifjons (author)
Karlstads universitetFakulteten för teknik- och naturvetenskap (creator_code:org_t)

Related titles

In:Journal of Molecular Catalysis - B Enzymatic: Elsevier BV35:4-6, s. 100-1071381-11771873-3158
In:J. Mol. Catal. B Enzym. (2005) 35, 100-107: Elsevier BV35:4-6, s. 100-107

Internet link

Find in a library

Journal of Molecular Catalysis - B Enzymatic (Search for host publication in LIBRIS)

To the university's database

1 of 1
Previous record
Next record
To hitlist

Find more in SwePub

By the author/editor: Bohlin, Christin ...; Persson, Per; Gorton, Lo; Lundquist, Knut, ...; Jönsson, Leif J

About the subject

NATURAL SCIENCES: NATURAL SCIENCES; and Biological Scien ...; and Biochemistry and ...

NATURAL SCIENCES: NATURAL SCIENCES; and Chemical Science ...; and Organic Chemistr ...

NATURAL SCIENCES: NATURAL SCIENCES; and Chemical Science ...; and Analytical Chemi ...

NATURAL SCIENCES: NATURAL SCIENCES; and Chemical Science ...

Articles in the publication: Journal of Molec ...; J. Mol. Catal. B ...

By the university: Chalmers University of Technology; Lund University; Karlstad University

Search outside SwePub

Extend your search to:: Google; Google Book Search; Google Scholar

Kungliga biblioteket hanterar dina personuppgifter i enlighet med EU:s dataskyddsförordning (2018), GDPR. Läs mer om hur det funkar här.
Så här hanterar KB dina uppgifter vid användning av denna tjänst.

LIBRIS.kb.se