Role of a long-chain alkyl group in sulfated alkyl oligosaccharides with high anti-HIV activity revealed by SPR and DLS
Role of a long-chain alkyl group in sulfated alkyl oligosaccharides with high anti-HIV activity revealed by SPR and DLS
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DOI：
10.1016/j.carbpol.2020.116518
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发表时间：
2020-10-01
影响因子：
11.2
通讯作者：
Yoshida, Takashi
中科院分区：
文献类型：
--
作者：
Bai Mingxue;Bai Chaolumen;Yoshida, Takashi
虽然硫酸寡糖中的长链烷基可以增强抗HIV活性，但确切的机制尚不清楚。为了阐明长链烷基的作用，其与脂质体（100 nm）作为HIV模型的相互作用进行了研究，通过表面等离子体共振和动态光散射。新合成的带有长链烷基的硫酸化1-（十烷基-1，2，3-三唑）-1-脱氧麦芽七糖苷被发现与脂质体相互作用。粒径增加，zeta电位为负，表明硫酸化烷基麦芽七糖苷通过长链烷基连接到脂质体上，并且固定的硫酸化麦芽七糖苷部分覆盖在脂质体上。因此，长链烷基穿透并固定到HIV的脂质双层中，并且具有带负电荷的硫酸酯基团的硫酸化麦芽七糖部分与具有带正电荷的氨基酸的HIV gp 120分子静电相互作用，以实现对HIV感染的抑制。
Although a long-chain alkyl group in sulfated oligosaccharides can enhance the anti-HIV activity, the exact mechanism is unclear. To elucidate the role of the long-chain alkyl group, its interaction with a liposome (100 nm) as a HIV model was investigated by surface plasmon resonance and dynamic light scattering. The newly synthesized sulfated 1-(decadecyl-1, 2, 3-triazole)-1-deoxy-maltoheptaoside bearing the long-chain alkyl group was found to interact with the liposome. The particle size increased and the zeta potential was negative, indicating that the sulfated alkyl maltoheptaoside was attached to the liposome by the long-chain alkyl group and the fixed sulfated maltoheptaoside moiety was covered on the liposome. Thus, the long-chain alkyl group penetrates and is fixed into the lipid bilayer of HIV and the sulfated maltoheptaose moiety with negatively charged sulfate groups was electrostatically interacted with HIV gp120 molecule with positively charged amino acids to achieve the inhibition of HIV infection.