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通过核磁共振光谱法确定的肌醇多磷酸酯和焦磷酸酯的绝对构型

Absolute Configurations of Inositol Poly- and Pyrophosphates Assigned by Nuclear Magnetic Resonance Spectroscopy.

作者信息

Ritter Kevin, Jessen Henning J

机构信息

Institute of Organic Chemistry, Albert-Ludwigs-University of Freiburg, Freiburg, Germany.

出版信息

Methods Mol Biol. 2025;2972:115-123. doi: 10.1007/978-1-0716-4799-8_9.

Abstract

Inositol phosphates are signaling molecules crucial for cellular processes. To achieve specificity, their diverse phosphorylation patterns necessitate precise molecular identification. Phosphorylation of the myo-inositol scaffold can form enantiomeric pairs, but most analysis methods only resolve regioisomers. This chapter presents an approach for enantiomer assignment using P-NMR with L-arginine amide as a chiral solvating agent. Chemically synthesized standards enabled clear enantiomer differentiation. This method applies to both inositol phosphates as well as inositol pyrophosphates and their bisphosphonate analogs, aiding in the identification of biologically relevant isomers in natural samples.

摘要

肌醇磷酸是细胞过程中至关重要的信号分子。为实现特异性,其多样的磷酸化模式需要精确的分子鉴定。肌醇骨架的磷酸化可形成对映体对,但大多数分析方法只能分辨区域异构体。本章介绍了一种使用L-精氨酸酰胺作为手性溶剂化剂的磷核磁共振(P-NMR)对映体归属方法。化学合成标准品能够实现清晰的对映体区分。该方法适用于肌醇磷酸以及肌醇焦磷酸及其双膦酸盐类似物,有助于鉴定天然样品中具有生物学相关性的异构体。

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