title: Deuterium-induced isotope effects on the 13C chemical shifts of α-D-glucose pentaacetate.
abstract: 1,2,3,4,6-Penta-O-acetyl-α-D-glucopyranose and the corresponding [1-(2)H], [2-(2)H], [3-(2)H], [4-(2)H], [5-(2)H], and [6,6-(2)H(2)]-labeled compounds were prepared for measuring deuterium/hydrogen-induced effects on (13)C chemical shift (n)Δ (DHIECS) values. A conformational analysis of the nondeuterated compound was achieved using density functional theory (DFT) molecular models that allowed calculation of several structural properties as well as Boltzmann-averaged (13)C NMR chemical shifts by using the gauge-including atomic orbital method. It was found that the DFT-calculated C-H bond lengths correlate with (1)Δ DHIECS.
authors: Programa Institucional de Biomedicina Molecular, Escuela Nacional de Medicina y Homeopatía, Instituto Politécnico Nacional, México, D. F. 07320, Mexico.
authors: Nury
authors: N
authors: Pérez-Hernández
authors: Celina
authors: C
authors: Álvarez-Cisneros
authors: Carlos M
authors: CM
authors: Cerda-García-Rojas
authors: Martha S
authors: MS
authors: Morales-Ríos
authors: Pedro
authors: P
authors: Joseph-Nathan
mesh_terms: D002247:Carbon Isotopes; D003903:Deuterium / Q000737:chemistry*; D005947:Glucose / Q000031:analogs & derivatives* / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy / Q000592:standards; D011789:Quantum Theory; D012015:Reference Standards
chemical_list: D002247:Carbon Isotopes; C105128:glucose pentaacetate; D006859:Hydrogen; D003903:Deuterium; D005947:Glucose