Normal coordinate analysis and vibrational spectra of 9-β-D-arabinofuranosyladenine hydrochloride (ara-A.HCl)

Bailey, LE; Hernanz, A; Navarro, R; Theophanides, T

dc.contributor.author	Bailey, LE	en
dc.contributor.author	Hernanz, A	en
dc.contributor.author	Navarro, R	en
dc.contributor.author	Theophanides, T	en
dc.date.accessioned	2014-03-01T01:12:08Z
dc.date.available	2014-03-01T01:12:08Z
dc.date.issued	1996	en
dc.identifier.issn	0175-7571	en
dc.identifier.uri	https://dspace.lib.ntua.gr/xmlui/handle/123456789/11964
dc.subject	Ara-A	en
dc.subject	FT-Raman	en
dc.subject	FTIR	en
dc.subject	nucleoside	en
dc.subject	PM3	en
dc.subject.classification	Biophysics	en
dc.subject.other	vidarabine	en
dc.subject.other	article	en
dc.subject.other	drug structure	en
dc.subject.other	infrared spectroscopy	en
dc.title	Normal coordinate analysis and vibrational spectra of 9-β-D-arabinofuranosyladenine hydrochloride (ara-A.HCl)	en
heal.type	journalArticle	en
heal.identifier.primary	10.1007/BF00180272	en
heal.identifier.secondary	http://dx.doi.org/10.1007/BF00180272	en
heal.language	English	en
heal.publicationDate	1996	en
heal.abstract	The vibrational spectra of a synthetic purine nucleoside with known antiviral activity, 9-beta-D-arabino-furanosyladenine hydrochloride (ara-A.HCl) are reported. The Fourier transform infrared (FT-IR) and Fourier transform Raman (FT-Raman) spectra were recorded in the 4000-30 cm(-1) spectral region. The harmonic frequencies and potential energy distributions (PED) of the vibrational modes of ara-A.HCl were calculated by two different methods: a classical molecular mechanics method and a semiempirical molecular orbital (MO) method, PM3. The results of both computational methods, based on the Wilson GF method, are compared with observed spectra, and an assignment of the vibrational modes of ara-A.HCl is proposed on the basis of the potential energy distributions (PED). It is found that the wavenumbers can be calculated with remarkable accuracy (approximate to 1% deviation in most cases), with the classical mechanics method, by transferring a sufficiently large set of available harmonic force constants, thus permitting a reliable assignment. The semiempirical MO method, PM3, is found to be useful for the assignment of experimental frequencies although it is less accurate (approximate to 10% deviation). TR intensities calculated by this method did not coincide with the experimental values. Certain out-of-plane vibrations in the base, not reported in previous studies, have been observed. The performance of both methods was related to the crystallographic and ab initio data available. Previous normal coordinate calculations for the adenine base and the nucleoside 5'-dCMP are compared with our results and discussed, in relation to the crystal structure of Ara-A.HCl.	en
heal.publisher	SPRINGER VERLAG	en
heal.journalName	European Biophysics Journal	en
dc.identifier.doi	10.1007/BF00180272	en
dc.identifier.isi	ISI:A1996TV90700005	en
dc.identifier.volume	24	en
dc.identifier.issue	3	en
dc.identifier.spage	149	en
dc.identifier.epage	158	en