Hydrophilic carotenoids: surface properties and aggregation of an astaxanthin-lysine conjugate, a rigid, long-chain, highly unsaturated and highly water-soluble tetracationic bolaamphiphile

Naess, Stine Nalum; Sliwka, Hans‐Richard; Partali, Vassilia; Melø, Thor Bernt; Naqvi, K. Razi; Jackson, Henry L.; Lockwood, Samuel F.

doi:10.1016/j.chemphyslip.2007.04.006

Cited by 12 publications

(5 citation statements)

References 38 publications

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“…It is now in the clinical trials phase as a potential cardioprotective drug under the name Cardax [4,5,6]. Other derivatives like diphosphate 1 [7,8] and dilysinate 3 [9,10,11] are more hydrophilic for being more ionized (Figure 1). Compounds 1 (29.27 mg/mL) and 2 showed moderate water dispersibility (2.85 mg/mL), whereas 3 (181.6 mg/mL) is the first synthetic truly water-soluble carotenoid.…”

Section: Hydrophilic Salts Of Carotenoid Estersmentioning

confidence: 99%

Hydrophilic Carotenoids: Recent Progress

et al. 2012

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Carotenoids are substantially hydrophobic antioxidants. Hydrophobicity is this context is rather a disadvantage, because their utilization in medicine as antioxidants or in food chemistry as colorants would require some water dispersibility for their effective uptake or use in many other ways. In the past 15 years several attempts were made to synthetize partially hydrophilic carotenoids. This review compiles the recently synthetized hydrophilic carotenoid derivatives.

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Section: Hydrophilic Salts Of Carotenoid Estersmentioning

confidence: 99%

Hydrophilic Carotenoids: Recent Progress

et al. 2012

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“…The water-solubility of crocin (5), the saffron constituent, is exceptional; there is no saturation point (Nalum Naess et al, 2006). Some thousand years passed before a new water-soluble carotenoid emerged: astaxanthin-lysine 6 (Scheme 2) (Jackson et al, 2004, Nalum Naess et al, 2007. The distinct properties of hydrophilic carotenoids attract increasing interest (Lockwood et al, 2006, Breukers et al, 2009.…”

Section: The Most Water-soluble Carotenoidmentioning

confidence: 99%

Superlative carotenoids.

Sliwka¹,

Partali²

2012

Acta Biochim Pol

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“…As a successful example, tetracationic astaxanthin-lysine conjugate forms true monomolecular solutions. The critical aggregation concentration of that conjugate is rather high and equal to 2.18 mM [13]. The glycosylation of carotenoids or their conjugation with polyethyleneglycol also increases the hydrophilicity and water dispersibility [14].…”

Section: Introductionmentioning

confidence: 99%

An Optimization Procedure for Preparing Aqueous CAR/HP-CD Aggregate Dispersions

Celitan¹,

Gruškienė²,

Sereikaitė³

2021

Molecules

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β-Carotene is a very important molecule for human health. It finds a large application in the food industry, especially for the development of functional foods and dietary supplements. However, β-carotene is an unstable compound and is sensitive to light, temperature, and oxygen. To overcome those limitations, various delivery systems were developed. The inclusion of β-carotene by cyclodextrin aggregates is attractive due to non-toxicity, low hygroscopicity, stability, and the inexpensiveness of cyclodextrins. In this study, β-carotene/2-hydroxypropyl-β-cyclodextrin aggregates were prepared based on the procedure of the addition of β-carotene in an organic solvent to the hot water dispersion of 2-hydroxypropyl-β-cyclodextrin and the following instant evaporation of the organic solvent. The best conditions for the aggregate preparation were found to be as follows: 25% concentration of 2-hydroxypropyl-β-cyclodextrin in water, 65 °C temperature, and acetone for β-carotene dissolution. The efficiency of entrapping was equal to 88%. The procedure is attractive due to the short time of the aggregate preparation.

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Hydrophilic carotenoids: surface properties and aggregation of an astaxanthin-lysine conjugate, a rigid, long-chain, highly unsaturated and highly water-soluble tetracationic bolaamphiphile

Cited by 12 publications

References 38 publications

Hydrophilic Carotenoids: Recent Progress

Hydrophilic Carotenoids: Recent Progress

Superlative carotenoids.

An Optimization Procedure for Preparing Aqueous CAR/HP-CD Aggregate Dispersions

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