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
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.
(Less)
- author
- Jahangiri, Amita
; Møller, Anders Hauer
LU
; Danielsen, Marianne
; Madsen, Bjoern
; Joernsgaard, Bjarne
; Vaerbak, Signe
; Adlercreutz, Patrick
LU
and Dalsgaard, Trine Kastrup
- organization
- publishing date
- 2018-12-01
- 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
-
- scopus:85048786671
- pmid:30064749
- 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
- 2024-04-15 09:55:02
@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}},
}