Probing the Role of Chirality in Phospholipid Membranes

Probing the Role of Chirality in Phospholipid Membranes
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探讨手性在磷脂膜中的作用

DOI:
10.1002/cbic.202100232
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发表时间:
2021
期刊:
影响因子:
3.2
通讯作者:
Devaraj, Neal K.
Devaraj, Neal K.
中科院分区:
生物学3区
文献类型:
--
作者:
Martin, Hannah S.;Podolsky, Kira A.;Devaraj, Neal K.

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在地球上的单个细胞中,核苷酸、氨基酸、糖和脂类几乎是无处不在的同手性。虽然寡核苷酸和蛋白质作为一种天然手性存在于整个生命之树中,但磷脂的两种立体异构体分别出现在古细菌和细菌中,这种进化分歧被称为“脂质分裂”。本文综述了磷脂单手性的出现,并比较了体外合成的单手性膜和异手性膜的稳定性。我们讨论了用于研究脂质膜在体外立体特异性相互作用的化学探针。总的来说,我们的目标是强调有助于阐明脂质,肽和小分子配体之间立体特异性相互作用的决定因素的研究。继续研究手性分子和生物膜之间有利相互作用的驱动因素,将有助于设计出选择性越来越强的化学工具,用于脂质膜的生物正交标记和更安全的膜相关药物。
Nucleotides, amino acids, sugars, and lipids are almost ubiquitously homochiral within individual cells on Earth. While oligonucleotides and proteins exist as one natural chirality throughout the tree of life, two stereoisomers of phospholipids have separately emerged in archaea and bacteria, an evolutionary divergence known as “the lipid divide”. Within this review, we focus on the emergence of phospholipid homochirality and compare the stability of synthetic homochiral and heterochiral membranesin vitro. We discuss chemical probes designed to study the stereospecific interactions of lipid membranesin vitro. Overall, we aim to highlight studies that help elucidate the determinants of stereospecific interactions between lipids, peptides, and small molecule ligands. Continued work in understanding the drivers of favorable interactions between chiral molecules and biological membranes will lead to the design of increasingly selective chemical tools for bioorthogonal labeling of lipid membranes and safer membrane‐associating pharmaceuticals.