Deuterium-induced isotope effects on the 13C chemical shifts of α- D -glucose pentaacetate

Nury Pérez-Hernández, Celina Álvarez-Cisneros, Carlos M. Cerda-García-Rojas, Martha S. Morales-Ríos, Pedro Joseph-Nathan

Research output: Contribution to journalArticleResearchpeer-review

Abstract

1,2,3,4,6-Penta-O-acetyl-α-d-glucopyranose and the corresponding [1-2H], [2-2H], [3-2H], [4-2H], [5-2H], and [6,6-2H2]-labeled compounds were prepared for measuring deuterium/hydrogen-induced effects on 13C chemical shift nΔ (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 13C NMR chemical shifts by using the gauge-including atomic orbital method. It was found that the DFT-calculated C-H bond lengths correlate with 1Δ DHIECS. Copyright © 2013 John Wiley & Sons, Ltd.
Original languageAmerican English
Pages (from-to)136-142
Number of pages121
JournalMagnetic Resonance in Chemistry
DOIs
StatePublished - 1 Mar 2013

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Deuterium
Chemical shift
Isotopes
Glucose
Hydrogen
Density functional theory
Bond length
Gages
Structural properties
Nuclear magnetic resonance
glucose pentaacetate

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Pérez-Hernández, Nury ; Álvarez-Cisneros, Celina ; Cerda-García-Rojas, Carlos M. ; Morales-Ríos, Martha S. ; Joseph-Nathan, Pedro. / Deuterium-induced isotope effects on the 13C chemical shifts of α- D -glucose pentaacetate. In: Magnetic Resonance in Chemistry. 2013 ; pp. 136-142.
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abstract = "1,2,3,4,6-Penta-O-acetyl-α-d-glucopyranose and the corresponding [1-2H], [2-2H], [3-2H], [4-2H], [5-2H], and [6,6-2H2]-labeled compounds were prepared for measuring deuterium/hydrogen-induced effects on 13C chemical shift nΔ (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 13C NMR chemical shifts by using the gauge-including atomic orbital method. It was found that the DFT-calculated C-H bond lengths correlate with 1Δ DHIECS. Copyright {\circledC} 2013 John Wiley & Sons, Ltd.",
author = "Nury P{\'e}rez-Hern{\'a}ndez and Celina {\'A}lvarez-Cisneros and Cerda-Garc{\'i}a-Rojas, {Carlos M.} and Morales-R{\'i}os, {Martha S.} and Pedro Joseph-Nathan",
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Deuterium-induced isotope effects on the 13C chemical shifts of α- D -glucose pentaacetate. / Pérez-Hernández, Nury; Álvarez-Cisneros, Celina; Cerda-García-Rojas, Carlos M.; Morales-Ríos, Martha S.; Joseph-Nathan, Pedro.

In: Magnetic Resonance in Chemistry, 01.03.2013, p. 136-142.

Research output: Contribution to journalArticleResearchpeer-review

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AU - Pérez-Hernández, Nury

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AU - Morales-Ríos, Martha S.

AU - Joseph-Nathan, Pedro

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