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Ca 2+ ‐Assisted DOSY NMR: An Unexpected Tool for Anomeric Identification for d ‐Glucopyranose
Author(s) -
Ning Caifang,
Ge Wenzhi,
Lyu Zexiang,
Luo Dan,
Shi Kemeng,
Pedersen Christian Marcus,
Nielsen Michael Martin,
Qiao Yan,
Wang Yingxiong
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201800316
Subject(s) - anomer , mutarotation , chemistry , aqueous solution , d glucopyranose , nmr spectra database , ion , carbon 13 nmr , analytical chemistry (journal) , computational chemistry , spectral line , stereochemistry , chromatography , organic chemistry , physics , astronomy
d ‐glucopyranose undergoes mutarotation into a mixture of anomers, α‐ and β‐ d ‐glucopyranose, once it is dissolved in an aqueous solution. Distinguishing the two anomers by routine NMR methods are difficult because of their similarity and hence overlapped 1 H‐NMR spectra. In this paper, we demonstrate that the DOSY technique can be used to discern the two anomers of the d ‐glucopyranose. This is possible when taking advantage of a matrix effect of Ca 2+ , which separate the α‐ and β‐ anomers of d ‐glucopyranose by their differences in diffusion. The effect of Ca 2+ was further supported by DFT calculations. Our results demonstrate the power of DOSY NMR to gain a deeper understanding of the interactions between carbohydrates and metal ions.