碳水化合物中氘同位素效应的再探讨。对乙酰氨基脱氧糖和氨基脱氧糖的异头化以及NH到ND氘同位素诱导的13C NMR化学位移的低温探头研究。

Deuterium isotope effects in carbohydrates revisited. Cryoprobe studies of the anomerization and NH to ND deuterium isotope induced 13C NMR chemical shifts of acetamidodeoxy and aminodeoxy sugars.

作者信息

Coxon Bruce

机构信息

National Institute of Child Health and Human Development, 31 Center Drive, MSC 2423, National Institutes of Health, Bethesda, MD 20892, USA.

出版信息

Carbohydr Res. 2005 Jul 25;340(10):1714-21. doi: 10.1016/j.carres.2005.04.022.

DOI:10.1016/j.carres.2005.04.022

PMID:15936003

Abstract

Complete 1H and 13C NMR chemical shift assignments have been generated from a series of acetamidodeoxy and aminodeoxy sugar derivatives. For free sugars, the enhanced sensitivity of an NMR cryoprobe allowed simple 1D and 2D NMR spectra to be obtained from essentially single anomers, before significant mutarotation had occurred. The NMR assignments have been used to characterize deuterium isotope effects on 13C chemical shifts measured under conditions of slow NH to ND exchange in single solutions. Within a range of 0 to -0.138 ppm, beta, gamma, delta, and zeta deuterium isotope effects have been observed, thus providing additional reference data for assignment of the 13C NMR spectra of nitrogenous saccharides.

摘要

通过一系列乙酰氨基脱氧糖和氨基脱氧糖衍生物完成了¹H和¹³C核磁共振化学位移归属。对于游离糖，核磁共振低温探头增强的灵敏度使得在显著变旋发生之前，基本上可以从单一异头物获得简单的一维和二维核磁共振谱。这些核磁共振归属已用于表征在单一溶液中NH到ND缓慢交换条件下测得的¹³C化学位移的氘同位素效应。在0至 -0.138 ppm范围内，观察到了β、γ、δ和ζ氘同位素效应，从而为含氮糖类¹³C核磁共振谱的归属提供了额外的参考数据。