chen-electronicstructure-2009.pdf (488.5 kB)
Electronic structure of the azide group in 3′-Azido-3′- deoxythymidine (AZT) compared to small azide compounds
Theoretical calculations for some structural and electronic properties of the azide moiety in the nucleoside reverse transcriptase (RT) inhibitor 3′-azido-3′- deoxythymidine (AZT) are reported. These properties, which include geometrical properties in three dimensional space, Hirshfeld charges, electrostatic potential (MEP), vibrational frequencies, and core and valence ionization spectra, are employed to study how the azide group is affected by the presence of a larger fragment. For this purpose, two small but important organic azides, hydrazoic acid and methyl azide, are also considered. The general features of trans Cs configuration for RNNN fragments[1] is distorted in the large AZT bio-molecule. Hirshfeld charge analysis shows charges are reallocated more evenly on azide when the donor group R is not a single atom. Infrared and photoelectron spectra reveal different aspects of the compounds. In conclusion, the electronic structural properties of the compounds depend on the specific property, the local structure and chemical environment of a species.
History
Journal
MoleculesVolume
14Issue
7Pagination
2656 - 2668Publisher
MDPI AGLocation
Basel, SwitzerlandPublisher DOI
ISSN
1420-3049Language
engPublication classification
C1.1 Refereed article in a scholarly journalCopyright notice
2009, The AuthorsUsage metrics
Keywords
azideazidothymidinedensity functional theoryelectronic structuresScience & TechnologyLife Sciences & BiomedicinePhysical SciencesBiochemistry & Molecular BiologyChemistry, MultidisciplinaryChemistryHYDRAZOIC ACIDTHERMAL-DECOMPOSITIONVIBRATIONAL-SPECTRAORGANIC AZIDESAB-INITIOX-RAYMETHYLENERGIESOrganic Chemistry
Licence
Exports
RefWorks
BibTeX
Ref. manager
Endnote
DataCite
NLM
DC