Synthesis of Trifunctional Phosphatidylserine Probes for Identification of Lipid-Binding Proteins
Synthesis of Trifunctional Phosphatidylserine Probes for Identification of Lipid-Binding Proteins
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DOI：
10.1002/ejoc.201001264
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发表时间：
2011-02-01
影响因子：
2.8
通讯作者：
Bong, Dennis
中科院分区：
文献类型：
--
作者：
Bandyopadhyay, Saibal;Bong, Dennis
磷脂酰丝氨酸(PS)脂类在细胞生物学中发挥着许多作用，其中之一是标记凋亡细胞以供巨噬细胞清除。PS识别触发巨噬细胞识别和清除，这与主动抑制炎症反应同时发生。在不同的组织中有少量的蛋白质被鉴定为PS受体，我们推测还没有发现更多的PS受体。我们设计并合成了一系列用于识别的磷脂酰丝氨酸类脂类化合物，用于识别的二苯甲酮类化合物，用于光亲和交联的二苯甲酮类化合物，用于标记后读出的炔类类化合物。这些探针可能是识别新的PS受体(PSR)的有用工具。因此，PS脂质探针在发现生物学、抗炎治疗和细胞递送方面具有潜在的影响。在此，我们提出了一种通用和稳健的三功能磷脂酰丝氨酸脂模拟物的合成方法，用于鉴定新的PSR蛋白。
Phosphatidylserine ( PS) lipids play a number of roles in cell biology, one of which is to mark apoptotic cells for clearance by macrophages. PS recognition triggers macrophage recognition and clearance, which occurs concomitantly with active suppression of an inflammatory response. A small number of proteins in different tissues have been identified as PS receptors, and we hypothesize that many more PS receptors have yet to be found. We have designed and synthesized a set of phosphatidylserine lipid mimics with a PS lipid headgroup for recognition, a benzophenone moiety for photoaffinity cross-linking, and an alkyne for post-labeling readout. These probes may be useful tools to identify new PS receptors (PSRs). The PS lipid probes thus have potential impact in the areas of discovery biology, anti-inflammatory therapeutics, and cellular delivery. We present herein a versatile and robust synthetic approach to trifunctional phosphatidyl serine lipid mimics for identification of novel PSR proteins.