Faculty of Science & Technology, Meijo University, Shiogamaguchi, Tempaku-ku, Nagoya 468-8502, Japan.
Department of Materials Process Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan.
Molecules. 2019 Jun 7;24(11):2149. doi: 10.3390/molecules24112149.
Carotenoids-natural fat-soluble pigments-have attracted considerable attention because of their potential to prevent of various diseases, such as cancer and arteriosclerosis, and their strong antioxidant capacity. They have many geometric isomers due to the presence of numerous conjugated double bonds in the molecule. However, in plants, most carotenoids are present in the all--configuration. (all-)-Carotenoids are characterized by high crystallinity as well as low solubility in safe and sustainable solvents, such as ethanol and supercritical CO (SC-CO). Thus, these properties result in the decreased efficiency of carotenoid processing, such as extraction and emulsification, using such sustainable solvents. On the other hand, -isomerization of carotenoids induces alteration in physicochemical properties, i.e., the solubility of carotenoids dramatically improves and they change from a "crystalline state" to an "oily (amorphous) state". For example, the solubility in ethanol of lycopene -isomers is more than 4000 times higher than the all--isomer. Recently, improvement of carotenoid processing efficiency utilizing these changes has attracted attention. Namely, it is possible to markedly improve carotenoid processing using safe and sustainable solvents, which had previously been difficult to put into practical use due to the low efficiency. The objective of this paper is to review the effect of -isomerization on the physicochemical properties of carotenoids and its application to carotenoid processing, such as extraction, micronization, and emulsification, using sustainable solvents. Moreover, aspects of -isomerization methods for carotenoids and functional difference, such as bioavailability and antioxidant capacity, between isomers are also included in this review.
类胡萝卜素(天然脂溶性色素)因其具有预防各种疾病(如癌症和动脉硬化)的潜力以及强大的抗氧化能力而受到广泛关注。由于分子中存在大量的共轭双键,它们具有许多几何异构体。然而,在植物中,大多数类胡萝卜素都以全构型(all-configuration)存在。(all-)类胡萝卜素的特点是结晶度高,在乙醇和超临界 CO(SC-CO)等安全可持续溶剂中的溶解度低。因此,这些特性导致使用这些可持续溶剂时,类胡萝卜素加工(如提取和乳化)的效率降低。另一方面,类胡萝卜素的异构化会引起物理化学性质的改变,即类胡萝卜素的溶解度显著提高,它们从“结晶态”转变为“油性(无定形态)”。例如,番茄红素 -异构体在乙醇中的溶解度比全 -异构体高 4000 多倍。最近,利用这些变化来提高类胡萝卜素加工效率的方法引起了人们的关注。也就是说,使用安全可持续的溶剂可以显著提高类胡萝卜素的加工效率,这些溶剂以前由于效率低下而难以实际应用。本文的目的是综述 -异构化对类胡萝卜素物理化学性质的影响及其在使用可持续溶剂进行类胡萝卜素加工(如提取、微细化和乳化)中的应用。此外,本文还包括类胡萝卜素 -异构化方法的各个方面以及异构体之间的功能差异,如生物利用度和抗氧化能力。