Hydrophilization of bixin by lipase-catalyzed transesterification with sorbitol. (1st December 2018)

• Record Type: Journal Article
• Authors: Jahangiri, Amita; Møller, Anders Hauer; Danielsen, Marianne; Madsen, Bjoern; Joernsgaard, Bjarne; Vaerbak, Signe; Adlercreutz, Patrick; Dalsgaard, Trine Kastrup
• Is Part Of: Food chemistry. Volume 268(2018)
• Page Start: 203
• Page End: 209
• Publication Date: 2018-12-01
• Subjects: Bixin -- Transesterification -- Lipase-catalysis -- Candida antarctica lipase B -- Lipase immobilization -- Water activity; Food -- Analysis -- Periodicals; Food -- Composition -- Periodicals; 664
• DOI: 10.1016/j.foodchem.2018.06.085
• Languages: English
• ISSNs: 0308-8146

Abstract

Highlights: Lipase catalyzed reaction of bixin with sorbitol results a transesterification. Among different lipases only immobilized C. antarctica lipase B catalyzed the reaction. Highest reaction yield (50%) was obtained at aw = 0 and 20% THF. Sorbitol ester of norbixin was the final product. 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 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.