Matrix-isolation FT-IR and ab initio 6-31 + + G** study of 1-CH3-adenine tautomerism

Kristien Schoone; Linda Houben; Johan Smets; Ludwik Adamowicz; Guido Maes

doi:10.1016/0584-8539(95)01582-5

Matrix-isolation FT-IR and ab initio 6-31 + + G** study of 1-CH₃-adenine tautomerism

Kristien Schoone, Linda Houben, Johan Smets, Ludwik Adamowicz, Guido Maes

Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

Abstract

The vibrational spectrum of 1-CH₃-adenine was studied by the combined experimental matrix-isolation and theoretical ab initio SCF/6-31 + +G ** method. The imino N₉H tautomer is largely predominant in Ar matrices in accordance with the theoretical energy predictions. Trace amounts of the imino N₇H and the amino tautomers are detected for the first time, and tautomerization constants of 0.09 and 0.05 were obtained from a combination of the experimental and the theoretical IR intensities. The results are discussed in relation to the prototropic behaviour of adenine and purine and to the mechanism of the tautomerization process.

Original language	English (US)
Pages (from-to)	383-396
Number of pages	14
Journal	Spectrochimica Acta - Part A Molecular Spectroscopy
Volume	52
Issue number	4
DOIs	https://doi.org/10.1016/0584-8539(95)01582-5
State	Published - Apr 1996

Keywords

Ab initio calculations
Adenines
Matrix isolation
Tautomerism

ASJC Scopus subject areas

Engineering(all)

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@article{2d53452676014b24a7380ae40604f7a7,

title = "Matrix-isolation FT-IR and ab initio 6-31 + + G** study of 1-CH3-adenine tautomerism",

abstract = "The vibrational spectrum of 1-CH3-adenine was studied by the combined experimental matrix-isolation and theoretical ab initio SCF/6-31 + +G ** method. The imino N9H tautomer is largely predominant in Ar matrices in accordance with the theoretical energy predictions. Trace amounts of the imino N7H and the amino tautomers are detected for the first time, and tautomerization constants of 0.09 and 0.05 were obtained from a combination of the experimental and the theoretical IR intensities. The results are discussed in relation to the prototropic behaviour of adenine and purine and to the mechanism of the tautomerization process.",

keywords = "Ab initio calculations, Adenines, Matrix isolation, Tautomerism",

author = "Kristien Schoone and Linda Houben and Johan Smets and Ludwik Adamowicz and Guido Maes",

note = "Funding Information: This work was supported by the ECC ({"}S&T Cooperation with Central and Eastern European Countries{"} research project (ERB CIPA-CT 93-0108))a nd by the NATO InternationaCl ollab-orative Grant INT-9313268. L. Adamowicz ack-nowledgesth e Office of Health and Environmental Research,O ffice of Energy Research,D epartment of Energy (Grant No. DEFG 0393ER61605)f or supportingp ostdoctorarle searcho f J. Smets at the University of Arizona. L. Adamowicz also ac-knowledgess upportof his stay at the Paul Sabatier University (Toulouse, France) from the CNRS of France. G. Maes is grateful to the Belgian NFWO for a permanent Research Fellowship. L. Adamowicz would like to thank Prof. J.-P. Daudey and J.-P. Marlieu for their hospitality. G. Maes also acknowledgeDs r. S. Stepanian( Kharkov) for communicatingre sultsprior to publication.",

year = "1996",

month = apr,

doi = "10.1016/0584-8539(95)01582-5",

language = "English (US)",

volume = "52",

pages = "383--396",

journal = "Spectrochimica Acta - Part A Molecular Spectroscopy",

issn = "0584-8539",

publisher = "Pergamon Press Ltd.",

number = "4",

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TY - JOUR

T1 - Matrix-isolation FT-IR and ab initio 6-31 + + G** study of 1-CH3-adenine tautomerism

AU - Schoone, Kristien

AU - Houben, Linda

AU - Smets, Johan

AU - Adamowicz, Ludwik

AU - Maes, Guido

N1 - Funding Information: This work was supported by the ECC ("S&T Cooperation with Central and Eastern European Countries" research project (ERB CIPA-CT 93-0108))a nd by the NATO InternationaCl ollab-orative Grant INT-9313268. L. Adamowicz ack-nowledgesth e Office of Health and Environmental Research,O ffice of Energy Research,D epartment of Energy (Grant No. DEFG 0393ER61605)f or supportingp ostdoctorarle searcho f J. Smets at the University of Arizona. L. Adamowicz also ac-knowledgess upportof his stay at the Paul Sabatier University (Toulouse, France) from the CNRS of France. G. Maes is grateful to the Belgian NFWO for a permanent Research Fellowship. L. Adamowicz would like to thank Prof. J.-P. Daudey and J.-P. Marlieu for their hospitality. G. Maes also acknowledgeDs r. S. Stepanian( Kharkov) for communicatingre sultsprior to publication.

PY - 1996/4

Y1 - 1996/4

N2 - The vibrational spectrum of 1-CH3-adenine was studied by the combined experimental matrix-isolation and theoretical ab initio SCF/6-31 + +G ** method. The imino N9H tautomer is largely predominant in Ar matrices in accordance with the theoretical energy predictions. Trace amounts of the imino N7H and the amino tautomers are detected for the first time, and tautomerization constants of 0.09 and 0.05 were obtained from a combination of the experimental and the theoretical IR intensities. The results are discussed in relation to the prototropic behaviour of adenine and purine and to the mechanism of the tautomerization process.

AB - The vibrational spectrum of 1-CH3-adenine was studied by the combined experimental matrix-isolation and theoretical ab initio SCF/6-31 + +G ** method. The imino N9H tautomer is largely predominant in Ar matrices in accordance with the theoretical energy predictions. Trace amounts of the imino N7H and the amino tautomers are detected for the first time, and tautomerization constants of 0.09 and 0.05 were obtained from a combination of the experimental and the theoretical IR intensities. The results are discussed in relation to the prototropic behaviour of adenine and purine and to the mechanism of the tautomerization process.

KW - Ab initio calculations

KW - Adenines

KW - Matrix isolation

KW - Tautomerism

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JO - Spectrochimica Acta - Part A Molecular Spectroscopy

JF - Spectrochimica Acta - Part A Molecular Spectroscopy

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