A relationship between amide hydrogen bond strength and quinone reduction potential: implications for photosystem I and bacterial reaction center quinone function.
A relationship between amide hydrogen bond strength and quinone reduction potential: implications for photosystem I and bacterial reaction center quinone function.
复制标题
酰胺氢键强度与醌还原电位之间的关系：对光系统 I 和细菌反应中心醌功能的影响。
DOI：
10.1016/j.bmcl.2007.06.041
复制
发表时间：
2007
影响因子：
2.7
通讯作者：
Golbeck,JohnH
中科院分区：
文献类型：
--
作者：
Feldman,KenS;Hester2nd,DKeith;Golbeck,JohnH
合成了一系列11个简单的叶醌衍生物，每一个都没有延伸的植基侧链，但在一个或两个周边位置都有氢键供体酰胺，并测量了一些显著的物理性质。红外光谱频率和核磁共振峰的位置，作为内部氢键强度的指示剂，以及对苯二酚的半波还原电位，都被观察到了相关性。这些数据与流行的假设是一致的，即总体上，尤其是较强的氢键，使内源性苯二酚的电化学势倾向于更容易还原。
A series of 11 simple phylloquinone derivatives, each lacking the extended phytyl side chain but featuring H-bond donor amides at one or both peri positions, were prepared and some salient physical properties were measured. A correlation between both IR frequency and NMR peak position, as indicators of internal H-bond strength, and the quinone half-wave reduction potential, was observed. These data are consistent with the prevailing hypothesis that quinone carbonyl H-bonding in general, and stronger H-bonds in particular, favorably bias the endogenous quinone’s electrochemical potential toward easier reduction.