Biocatalytic production of 2(E)-hexenal from hydrolysed linseed oil

Ágnes Sz Németh, Judit Sz Márczy, Zsuzsa Samu, Ádám Háger-Veress, B. Szajáni

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

Natural 2(E)-hexenal was produced in two steps from hydrolysed linseed oil, which contains the most linolenic acid among the available natural sources. In the first step 13-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid (13-HPOT) was formed from linolenic acid (100 mM) by soybean lipoxygenase-1 (Lox-1) isoenzyme with oxygen as co-substrate. The reaction resulted in 57 mM 13-HPOT with a yield of 62%. In the second step 13-HPOT (20 mM) was cleaved by green bell pepper hydroperoxide lyase resulting in 1.6 mM 2(E)-hexenal and 5.9 mM 3(Z)-hexenal (37% yield for the hexenal isomers together). Hexenals were isolated from the reaction mixture by repeated steam distillations. During distillations the 2(E)-hexenal:3(Z)-hexenal isomer ratio was changed from 0.27 to 7.86 as a consequence of heat.

Original languageEnglish
Pages (from-to)667-672
Number of pages6
JournalEnzyme and Microbial Technology
Volume34
Issue number7
DOIs
Publication statusPublished - Jun 8 2004

Fingerprint

Linseed Oil
Capsicum
Distillation
alpha-Linolenic Acid
Isomers
Acids
Isoenzymes
Hexobarbital
Steam
Hot Temperature
Oxygen
Substrates
2-hexenal
13-hydroperoxy-9,11,15-octadecatrienoic acid
Oils
3-hexenal

Keywords

  • 2(E)-hexenal production
  • Green bell pepper
  • Hexenal isomers
  • Hydrolysed linseed oil
  • Hydroperoxide lyase
  • Linolenic acid
  • Soybean lipoxygenase

ASJC Scopus subject areas

  • Biochemistry
  • Biotechnology
  • Applied Microbiology and Biotechnology

Cite this

Biocatalytic production of 2(E)-hexenal from hydrolysed linseed oil. / Németh, Ágnes Sz; Márczy, Judit Sz; Samu, Zsuzsa; Háger-Veress, Ádám; Szajáni, B.

In: Enzyme and Microbial Technology, Vol. 34, No. 7, 08.06.2004, p. 667-672.

Research output: Contribution to journalArticle

Németh, Ágnes Sz ; Márczy, Judit Sz ; Samu, Zsuzsa ; Háger-Veress, Ádám ; Szajáni, B. / Biocatalytic production of 2(E)-hexenal from hydrolysed linseed oil. In: Enzyme and Microbial Technology. 2004 ; Vol. 34, No. 7. pp. 667-672.
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