人淋巴细胞 CD52 抗原糖基磷脂酰肌醇锚的全合成。
Total synthesis of a glycosylphosphatidylinositol anchor of the human lymphocyte CD52 antigen.
机构信息
Department of Chemistry, Wayne State University, 5101 Cass Avenue, Detroit, MI 48202, USA.
出版信息
Chemistry. 2012 Jan 23;18(4):1194-201. doi: 10.1002/chem.201102545. Epub 2011 Dec 21.
Abstract
The first total synthesis of a glycosylphosphatidylinositol (GPI) anchor bearing a polyunsaturated arachidonoyl fatty acid is reported. This lipid is found in mammalian GPIs that do not undergo lipid remodeling, a process that has important implications in the localization and function of GPI-anchored proteins. Incorporation of the oxidation- and reduction-sensitive arachidonoyl lipid in the target GPI was accomplished by using the para-methoxybenzyl (PMB) group for permanent hydroxyl group protection, which featured a selective, rapid, and efficient global deprotection protocol. The flexibility of this synthetic strategy was further highlighted by the inclusion of two additional GPI core structural modifications present in the GPI anchor of the human lymphocyte CD52 antigen.
摘要
报道了一种带有多不饱和花生烯酸酰基脂肪酸的糖基磷脂酰肌醇（GPI）锚的首次全合成。这种脂质存在于哺乳动物的 GPI 中，这些 GPI 不经历脂质重塑，这一过程对 GPI 锚定蛋白的定位和功能具有重要意义。通过使用对甲氧基苄基（PMB）基团对永久羟基进行保护，将氧化和还原敏感的花生烯酸脂质掺入到目标 GPI 中，该保护基具有选择性、快速和高效的全局脱保护方案。该合成策略的灵活性通过在人淋巴细胞 CD52 抗原的 GPI 锚中的两个额外的 GPI 核心结构修饰的包含得到进一步强调。
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