A quantum mechanical investigation of the annealing energy for phosphodiester, formacetal, and thioformacetal backbones
Article first published online: 19 OCT 2004
Copyright © 1993 John Wiley & Sons, Inc.
International Journal of Quantum Chemistry
Supplement: Proceedings of the International Syposium on the Application of Fundamental Theory to Problems of Biology and Pharmacology
Volume 48, Issue Supplement 20, pages 37–47, 13/20 March 1993
How to Cite
Brown, F. K. and Veal, J. M. (1993), A quantum mechanical investigation of the annealing energy for phosphodiester, formacetal, and thioformacetal backbones. Int. J. Quantum Chem., 48: 37–47. doi: 10.1002/qua.560480708
- Issue published online: 19 OCT 2004
- Article first published online: 19 OCT 2004
- Manuscript Received: 16 MAR 1993
The changes in the annealing properties of a DNA duplex upon replacement of one phosphodiester linker by a formacetal or thioformacetal linker have been investigated using ab initio quantum mechanics. Potential energy as a function of torsional angle was evaluated using the 6-;31G* basis set. The detrimental effect of the formacetal linker on the Tm of the duplex (−3°C) is attributed primarily to a much stronger stereoelectronic effect for a COCO torsion than that for a COPO torsion. The effects of the thioformacetal linkers on Tm can be rationalized based on torsion angle potential and steric interactions. © 1993 John Wiley & Sons, Inc.