Effect of environmental factors on the aggregation behavior of astaxanthin in water.

Molecular aggregation is a common phenomenon widely found in natural organisms, which is crucial for some specific functions of biological systems. To study the aggregating behavior of hydrophobic carotenoids in water, astaxanthin was employed and dispersed under different surroundings to induce aggregation. The results showed that astaxanthin tended to form J- or H-type aggregates when the water content was higher than 60%. Both hydrochloric acid (HCl) and sodium hydroxide (NaOH) were beneficial for the formation of astaxanthin J-aggregates, but they were not good for inducing H-aggregates. Small-molecule electrolytes, like sodium salts, mostly played an enormous hindrance role to the formation of astaxanthin H- and J-aggregates, except for sodium chloride (NaCl) which helped astaxanthin to form J-aggregates. Both sodium periodate (NaIO4) and sodium acetate (CH3COONa) could prevent the formation of astaxanthin H- and J-aggregates, but sodium chloride (NaCl) could only hinder the formation of H-aggregates. As for polyelectrolytes chitosan and DNA, the difference of chain structure led to different aggregation effects. The soft single chain of chitosan tended to induce J-aggregates formation, while double-stranded DNA preferred to guide the formation of H-aggregates. By choosing and integrating the advantageous environmental factors that facilitate each type of astaxanthin aggregates, J- and H-type astaxanthin aggregates were stably loaded in DNA/CS nanoparticles with distinct particle sizes. Controlled preparation of either H- or J-type aggregates is of great significance for further studies concerning the structure-activity relationship of carotenoid aggregates.

The Astaxanthin Aggregation Pattern Greatly Influences Its Antioxidant Activity: A Comparative Study in Caco-2 Cells.

Astaxanthin is an excellent antioxidant that can form unstable aggregates in biological or artificial systems. The changes of astaxanthin properties caused by molecular aggregation have gained much attention recently. Here, water-dispersible astaxanthin H- and J-aggregates were fabricated and stabilized by a natural DNA/chitosan nanocomplex (respectively noted as H-ADC and J-ADC), as evidenced by ultraviolet and visible spectrophotometry, Fourier transform infrared spectroscopy, and Raman spectroscopy. Compared with J-ADC, H-ADC with equivalent astaxanthin loading capacity and encapsulation efficiency showed smaller particle size and similar zeta potential. To explore the antioxidant differences between astaxanthin H- and J-aggregates, H-ADC and J-ADC were subjected to H2O2-pretreated Caco-2 cells. Compared with astaxanthin monomers and J-aggregates, H-aggregates showed a better cytoprotective effect by promoting scavenging of intracellular reactive oxygen species. Furthermore, in vitro 1,1-diphenyl-2-picrylhydrazyl and hydroxyl free radical scavenging studies confirmed a higher efficiency of H-aggregates than J-aggregates or astaxanthin monomers. These findings give inspiration to the precise design of carotenoid aggregates for efficient utilization.