Mottola Milagro, Valdivia Pérez Jessica Aye, Fanani María Laura
Depto. de Química Biológica Ranwel Caputto. Facultad. Ciencias Químicas. Univ. Nacional de Córdoba, Argentina; Centro de Investigaciones en Química Biológica de Córdoba (CIQUIBIC) CONICET, Córdoba, Argentina.
Depto. de Química Biológica Ranwel Caputto. Facultad. Ciencias Químicas. Univ. Nacional de Córdoba, Argentina; Centro de Investigaciones en Química Biológica de Córdoba (CIQUIBIC) CONICET, Córdoba, Argentina.
Biochem Biophys Res Commun. 2025 Feb 8;748:151311. doi: 10.1016/j.bbrc.2025.151311. Epub 2025 Jan 10.
Lipophilic derivatives of vitamin C, known as ascorbyl-6-O-alkanoates (ASCn), have been mainly developed for use in cosmetics, pharmaceuticals, and the food industry as antioxidant additives. These derivatives are of biotechnological interest due to their antioxidant properties, amphiphilic behavior, capacity to self-organize into nano- and micro-structures, anionic nature, and low cost of synthesis. In this review, we will focus on the commercial amphiphile, 6-O-palmitoyl L-ascorbic acid (ASC16), and the shorter acyl chains derivatives, such as 6-O-myristoyl (ASC14) and 6-O-lauroyl L-ascorbic acid (ASC12). The biophysical characteristics of the ASCn family members make them promising candidates for applications such as antioxidant additives, drug carriers in topical pharmaceutical formulations, skin permeation enhancers, and vaccine adjuvants. Furthermore, they exhibit antimicrobial and antibiofilm activities, drawing attention from new biotechnology frontiers. By exploring the biophysical properties of ASCn derivatives, this review highlights their potential applications and the fundamental mechanisms driving their functionality.
维生素C的亲脂性衍生物,即抗坏血酸-6-O-链烷酸酯(ASCn),主要被开发用作化妆品、药品和食品工业中的抗氧化添加剂。这些衍生物因其抗氧化特性、两亲性行为、自组装成纳米和微结构的能力、阴离子性质以及合成成本低而具有生物技术研究价值。在本综述中,我们将重点关注商业两亲物6-O-棕榈酰-L-抗坏血酸(ASC16)以及较短酰基链衍生物,如6-O-肉豆蔻酰(ASC14)和6-O-月桂酰-L-抗坏血酸(ASC12)。ASCn家族成员的生物物理特性使其成为抗氧化添加剂、局部药物制剂中的药物载体、皮肤渗透促进剂和疫苗佐剂等应用中有前景的候选物。此外,它们还表现出抗菌和抗生物膜活性,吸引了新生物技术前沿的关注。通过探索ASCn衍生物的生物物理性质,本综述突出了它们的潜在应用以及驱动其功能的基本机制。