An evaluation of the GLYCAM06 and MM3 force fields, and the PM3-D molecular orbital method for modelling prototype carbohydrate-aromatic interactions

Anitha Ramraj, Rajesh K. Raju, Qiantao Wang, Ian H. Hillier, Richard A. Bryce, Mark A. Vincent

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

The structures and interaction energies of 21 binary complexes of fucose and glucose with toluene, 3-methylindole or p-hydroxytoluene, evaluated at the DFT-D level, are used to judge the accuracy of the GLYCAM06 and MM3 force fields, and the PM3-D molecular orbital method for modelling carbohydrate-arene interactions. The accuracy of the DFT-D method is substantiated by comparison with high level CCSD(T) calculations on a small number of representative complexes. It is found that a correct description of the intermolecular dispersive interactions is essential. Both the PM3-D method and the GYLCAM06 force field yield interaction energies within 1kcalmol-1 of the DFT-D values, whilst those from the MM3 force field are in error by more than 2kcalmol-1.

Original languageEnglish
Pages (from-to)321-325
Number of pages5
JournalJournal of Molecular Graphics and Modelling
Volume29
Issue number3
DOIs
Publication statusPublished - Nov 2010
Externally publishedYes

Fingerprint

carbohydrates
Molecular orbitals
Carbohydrates
Discrete Fourier transforms
field theory (physics)
molecular orbitals
prototypes
evaluation
Skatole
Fucose
Toluene
interactions
Glucose
glucose
toluene
energy

Keywords

  • Carbohydrate-aromatic interactions
  • Force field
  • GLYCAM06
  • MM3
  • PM3-D

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Spectroscopy
  • Computer Graphics and Computer-Aided Design
  • Materials Chemistry

Cite this

An evaluation of the GLYCAM06 and MM3 force fields, and the PM3-D molecular orbital method for modelling prototype carbohydrate-aromatic interactions. / Ramraj, Anitha; Raju, Rajesh K.; Wang, Qiantao; Hillier, Ian H.; Bryce, Richard A.; Vincent, Mark A.

In: Journal of Molecular Graphics and Modelling, Vol. 29, No. 3, 11.2010, p. 321-325.

Research output: Contribution to journalArticle

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