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Hydrophilization of bixin by lipase-catalyzed transesterification with sorbitol

Jahangiri, Amita ; Møller, Anders Hauer LU ; Danielsen, Marianne ; Madsen, Bjoern ; Joernsgaard, Bjarne ; Vaerbak, Signe ; Adlercreutz, Patrick LU orcid and Dalsgaard, Trine Kastrup (2018) In Food Chemistry 268. p.203-209
Abstract

Bixin is one of the most used yellow-orange food colorants in the food industry. The polyene chain of bixin makes it highly hydrophobic and less suitable for water-based food formulations. Lipase-catalyzed reactions of bixin with sorbitol were studied to synthesize a new derivative of bixin with potential hydrophilic properties. Interestingly, we show that the lipase-catalyzed reaction of bixin leads to a transesterification reaction and formation of a transesterified product, sorbitol ester of norbixin (SEN). The reaction efficiency was optimized with various immobilized lipases at different water activity levels in the organic solvent, 2-methyl-2-butanol. Among the examined lipases, immobilized Candida antarctica lipase B (Novozyme... (More)

Bixin is one of the most used yellow-orange food colorants in the food industry. The polyene chain of bixin makes it highly hydrophobic and less suitable for water-based food formulations. Lipase-catalyzed reactions of bixin with sorbitol were studied to synthesize a new derivative of bixin with potential hydrophilic properties. Interestingly, we show that the lipase-catalyzed reaction of bixin leads to a transesterification reaction and formation of a transesterified product, sorbitol ester of norbixin (SEN). The reaction efficiency was optimized with various immobilized lipases at different water activity levels in the organic solvent, 2-methyl-2-butanol. Among the examined lipases, immobilized Candida antarctica lipase B (Novozyme 435) provided the highest reaction yield at a water activity close to zero. Tetrahydrofuran (THF) was used as co-solvent to improve bixin solubility. The optimization of the reaction conditions with 20% THF lead to a total reaction yield of 50% of SEN.

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author
; ; ; ; ; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Bixin, Candida antarctica lipase B, Lipase immobilization, Lipase-catalysis, Transesterification, Water activity
in
Food Chemistry
volume
268
pages
7 pages
publisher
Elsevier
external identifiers
  • pmid:30064749
  • scopus:85048786671
ISSN
0308-8146
DOI
10.1016/j.foodchem.2018.06.085
language
English
LU publication?
yes
id
072086b3-d4d6-4fda-899a-d1d4510dc217
date added to LUP
2018-07-04 08:35:23
date last changed
2024-10-15 04:31:36
@article{072086b3-d4d6-4fda-899a-d1d4510dc217,
  abstract     = {{<p>Bixin is one of the most used yellow-orange food colorants in the food industry. The polyene chain of bixin makes it highly hydrophobic and less suitable for water-based food formulations. Lipase-catalyzed reactions of bixin with sorbitol were studied to synthesize a new derivative of bixin with potential hydrophilic properties. Interestingly, we show that the lipase-catalyzed reaction of bixin leads to a transesterification reaction and formation of a transesterified product, sorbitol ester of norbixin (SEN). The reaction efficiency was optimized with various immobilized lipases at different water activity levels in the organic solvent, 2-methyl-2-butanol. Among the examined lipases, immobilized Candida antarctica lipase B (Novozyme 435) provided the highest reaction yield at a water activity close to zero. Tetrahydrofuran (THF) was used as co-solvent to improve bixin solubility. The optimization of the reaction conditions with 20% THF lead to a total reaction yield of 50% of SEN.</p>}},
  author       = {{Jahangiri, Amita and Møller, Anders Hauer and Danielsen, Marianne and Madsen, Bjoern and Joernsgaard, Bjarne and Vaerbak, Signe and Adlercreutz, Patrick and Dalsgaard, Trine Kastrup}},
  issn         = {{0308-8146}},
  keywords     = {{Bixin; Candida antarctica lipase B; Lipase immobilization; Lipase-catalysis; Transesterification; Water activity}},
  language     = {{eng}},
  month        = {{12}},
  pages        = {{203--209}},
  publisher    = {{Elsevier}},
  series       = {{Food Chemistry}},
  title        = {{Hydrophilization of bixin by lipase-catalyzed transesterification with sorbitol}},
  url          = {{http://dx.doi.org/10.1016/j.foodchem.2018.06.085}},
  doi          = {{10.1016/j.foodchem.2018.06.085}},
  volume       = {{268}},
  year         = {{2018}},
}