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

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• 作者：Coxon ; Bruce
• 关键词：Acetamidodeoxy sugars ; Anomerization ; ¹³C NMR chemical shifts ; COSY ; Cryoprobe ; Deuterium isotope effects ; ¹H NMR chemical shifts ; HMBC ; HSQC ; TOCSY
• 刊名：Carbohydrate Research
• 出版年：2005
• 出版时间：July 25, 2005
• 年：2005
• 卷：340
• 期：10
• 页码：1714-1721
• 全文大小：216 K

文摘

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, β, γ, δ, and ζ deuterium isotope effects have been observed, thus providing additional reference data for assignment of the ¹³C NMR spectra of nitrogenous saccharides.