Computational NMR of carbohydrates: 1. Glucopyranoses

Sergei V Fedorov; Leonid B Krivdin

doi:10.1002/mrc.5320

Computational NMR of carbohydrates: 1. Glucopyranoses

Magn Reson Chem. 2023 Mar;61(3):162-168. doi: 10.1002/mrc.5320. Epub 2022 Nov 3.

Authors

Sergei V Fedorov¹, Leonid B Krivdin¹

Affiliation

¹ A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russia.

PMID: 36226671
DOI: 10.1002/mrc.5320

Abstract

A high-level calculation of ¹ H and ¹³ C NMR chemical shifts of α- and β-d-glucopyranoses is carried out at the DFT level with taking into account their conformational composition to reveal the most effective computational protocols. A number of dedicated DFT functionals in combination with Jensen's pcS-n (n = 0-4) family of basis sets were applied to evaluate the most reliable combination. It was found that BHandHLYP/pcS-2 provided the most accurate and reliable computational protocol. Based on the performed calculations, the established computational protocol is generally recommended for the calculation of ¹ H and ¹³ C NMR chemical shifts of a wide series of carbohydrates.

Keywords: DFT functionals; basis sets; computational NMR; glucopyranoses.