环二鸟苷单磷酸的硫代磷酸酯类似物：对多态性的影响。
Thiophosphate analogs of c-di-GMP: impact on polymorphism.
作者信息
Zhao Jianwei, Veliath Elizabeth, Kim Seho, Gaffney Barbara L, Jones Roger A
机构信息
Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, New Jersey, USA.
出版信息
Nucleosides Nucleotides Nucleic Acids. 2009 May;28(5):352-78. doi: 10.1080/15257770903044523.
Abstract
Seven phosphorothioate analogs of c-di-GMP (all diastereomers of mono-, di-, and trithiophosphates) were prepared to assess the impact of the thioate substitutions on c-di-GMP polymorphism using 1D (1)H and (31)P NMR, along with 2D NOESY and DOSY, for both the Na(+) and K(+) salts. The K(+) salts display more extensive higher order complex formation than the Na(+) salts, resulting primarily in octamolecular complexes with K(+), but tetramolecular complexes with Na(+). Further, the presence of one or two [S(P)] sulfurs specifically stabilizes anti complexes and/or destabilizes syn complexes, while the presence of two [S(P)] sulfurs promotes extensive aggregation.
摘要
制备了七种环二鸟苷单磷酸（c-di-GMP）的硫代磷酸酯类似物（单硫代、二硫代和三硫代磷酸酯的所有非对映异构体），以使用一维（1）H和（31）P核磁共振，以及二维核Overhauser效应光谱（NOESY）和扩散排序光谱（DOSY）来评估硫代磷酸酯取代对c-di-GMP多态性的影响，研究对象包括钠盐和钾盐。钾盐比钠盐表现出更广泛的高阶复合物形成，主要形成与钾离子的八聚体复合物，但与钠离子形成四聚体复合物。此外，一个或两个[S(P)]硫的存在特异性地稳定了反式复合物和/或破坏了顺式复合物的稳定性，而两个[S(P)]硫的存在促进了广泛的聚集。
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