Investigation of stability of adenine and its tautomers in RNA and DNA, and their interaction with Na+, K+, Mg2+, Ca2+ and Zn2

Tautomeric reactions of adenine base (A1 → An, n = 2–16) were investigated in the gas and aqueous phases which some cases were reported for the first time. All 25 tautomers and 33 transition states were obtained on their ground state potential energy surface, while four types such as N–H→N, N–H→C, C...

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Published inJournal of molecular structure Vol. 1222; p. 128698
Main Authors Padash, Rahman, Ramazani, Shapour
Format Journal Article
LanguageEnglish
Published Elsevier B.V 15.12.2020
Subjects
Adenine
Adenine-metal complex
DNA and RNA
Nucleobases
Adenine
Adenine-metal complex
DNA and RNA
Nucleobases
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Abstract Tautomeric reactions of adenine base (A1 → An, n = 2–16) were investigated in the gas and aqueous phases which some cases were reported for the first time. All 25 tautomers and 33 transition states were obtained on their ground state potential energy surface, while four types such as N–H→N, N–H→C, C–H→N and C–H→C were hydrogen abstractions. Also, the interactions of important cations such Na+, K+, Mg2+, Ca2+ and Zn2+ with adenine tautomers were studied in the gas and aqueous phases. There were three types of interactions between (N1 and N10), (N7 and N10), and (N3 and N9) of tautomers and cations. The interaction energy of all complexes demonstrated the stability of complexes so that interaction tautomers with Mg2+ and Zn2+ were stronger than others. In addition, the tautomers stability and their complexes were compared with each other in gas and aqueous phases. [Display omitted] •Nucleobases and their tautomers are very important in the nucleic acid of DNA and RNA. Tautomerism of these molecules can disrupt base pair hydrogen bonding and increases the probability of gene mutations. So the stability of adenine and its tautomers were reported. Interaction of some cations with these nucleobases was determined to show the effect of metal cations on the stability.
AbstractList Tautomeric reactions of adenine base (A1 → An, n = 2–16) were investigated in the gas and aqueous phases which some cases were reported for the first time. All 25 tautomers and 33 transition states were obtained on their ground state potential energy surface, while four types such as N–H→N, N–H→C, C–H→N and C–H→C were hydrogen abstractions. Also, the interactions of important cations such Na+, K+, Mg2+, Ca2+ and Zn2+ with adenine tautomers were studied in the gas and aqueous phases. There were three types of interactions between (N1 and N10), (N7 and N10), and (N3 and N9) of tautomers and cations. The interaction energy of all complexes demonstrated the stability of complexes so that interaction tautomers with Mg2+ and Zn2+ were stronger than others. In addition, the tautomers stability and their complexes were compared with each other in gas and aqueous phases. [Display omitted] •Nucleobases and their tautomers are very important in the nucleic acid of DNA and RNA. Tautomerism of these molecules can disrupt base pair hydrogen bonding and increases the probability of gene mutations. So the stability of adenine and its tautomers were reported. Interaction of some cations with these nucleobases was determined to show the effect of metal cations on the stability.
ArticleNumber 128698
Author Padash, Rahman
Ramazani, Shapour
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Cites_doi 10.1021/jp062249u
10.1021/jp807265y
10.1016/0307-4412(85)90046-9
10.1063/1.448800
10.1002/poc.1668
10.1021/cr030087h
10.1021/jp3081029
10.1016/0584-8539(94)80030-8
10.1103/PhysRev.46.618
10.1021/jp982713y
10.1021/jp057275r
10.1007/s00894-013-1880-2
10.1021/jp9530008
10.1021/jp036090m
10.1016/0584-8539(91)80182-I
10.1016/0009-2614(89)87199-4
10.1021/jp201977z
10.1063/1.448975
10.1080/08927020600860911
10.1351/pac199668122193
10.1016/0040-4020(75)87040-2
10.1039/j29700001334
10.1007/s00214-020-2574-3
10.1021/ja00842a011
10.1016/0166-1280(96)04480-6
10.1021/ja00849a028
10.1021/ar50075a002
10.1007/s00894-012-1358-7
10.1063/1.453520
10.1021/jp026487a
10.1016/j.bpj.2009.03.010
10.1021/j100062a015
10.1021/ja951983g
10.1021/jp984534m
10.1016/S1386-1425(99)00262-0
10.1021/ja9613421
10.1021/ja00005a017
10.1016/j.comptc.2012.05.036
10.1093/nar/gkr672
10.1063/1.474659
10.1002/bbpc.19690730416
10.1021/j100039a015
10.1021/ct100326h
10.1021/jp2033033
10.1007/s00894-011-1001-z
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Adenine-metal complex
DNA and RNA
Nucleobases
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References Tarek, Ibrahim, Wajdi, Husband, Farag, Abd El-NasserAlajhaz (bib7) 2009; 938
Alecu, Zheng, Zhao, Truhlar (bib15) 2010; 6
Nowak, Lapinski, Kwiatkowski, Leszczyński (bib5) 1996; 100
Hanus, Kabelač, Rejnek, Ryjaček, Hobza (bib20) 2004; 108
Vácha, Berkowitz, Jungwirth, Dibrova, Galperin, Koonin, Mulkidjanian (bib10) 2009; 96
Downton, Wang (bib9) 2006; 32
AR Katritzky, AF Pozharskii, and AT Soldatenkov, (Wiley: NewYork, 1997); J Elguero, C Marzin, AR Katritzky, and P Linda, by AR Katritzky and AJ Boulton, Academic Press, New York, 87 (1976); Rahman Padash, Theoretical Chemistry Accounts 139 (3), 1(2020).
Wadt, Jeffrey Hay, Jeffrey Hay, Willard (bib16) 1985; 82
Raczyńska, Kolczyńska, Stępniewski, Raczyńska, Raczyńska, Kamińska, Raczyńska, Stępniewski, Katarzyna Kolczyńska (bib23) 2012; 18
Cerda, Wesdemiotis (bib26) 1996; 118
Gu, Leszczynski, Sukhanov, Shishkin, Gorb, Podolyan, Leszczynski, Close, Crespo-Hernández, Gorb, Leszczynski (bib22) 1999; 103
Cances, Mennucci, Tomasi (bib17) 1997; 107
Katritzky, Karelson, Ha, Keller, Gunde, Gunthard, Mishra, Shukla, Mishra, Fonseca Guerra, Bickelhaupt, Saha, Wang (bib19) 1991; 113
Raczyńska, Makowski, Zientara-Rytter, Kolczyńska, Stepniewski, Hallmann (bib6) 2013; 117
Solvent effect tautomerization, J. Phys. Chem. C 115 (28), 13739 (2011).
Mrinal, Tomar, Nagaraju (bib1) 2011; 39
Møller, Plesset (bib12) 1934; 46
Nowak, Lapinski, Kwiatkowski, Nowak, Lapinski, Kwiatkowski, Leszczynski, Nowak, Rostkowska, Lapinski, Kwiatkowski, Leszczynski, Nowak, Rostkowska, Lapinski, Kwiatkowski, Leszczynski (bib21) 1989; 157
Moss (bib18) 1996; 68
Mohammadi, Ramazani (bib27) 2019; 1
Burova, Ermolenkov, Ten, Shcherbakov, Baranov, Lednev (bib8) 2011; 115
Raczyńska, Kosińska, Ośmiałowski, Gawinecki (bib3) 2005; 105
JE Bartmess, webbook. nist. gov; (SG Lias).
Parish (bib25) 1985; 13
JamesMcIver, Ermer (bib14) 1974; 7
Pople, Martin Head-Gordon, Raghavachari (bib13) 1987; 87
Chenon, Pugmire, Grant, Panzica, Townsend, Eastman, Dreyfus, Dodin, Bensaude, Dubois, Florian, Leszczyński, O Brovarets, Zhurakivsky, Hovorun, Bertran, Rodriguez-Santiago, Sodupe, Bergmann, Weiler-Feilchenfeld, Neiman, Roehrig, Oyler, Adamowicz (bib4) 1975; 97
Wadt (10.1016/j.molstruc.2020.128698_sref17) 1985; 82
Mishra (10.1016/j.molstruc.2020.128698_bib19b) 2000; 56
Raczyńska (10.1016/j.molstruc.2020.128698_bib23b) 2010; 23
Nowak (10.1016/j.molstruc.2020.128698_bib21b) 1994; 50
Kabeláč (10.1016/j.molstruc.2020.128698_bib11b) 2006; 110
10.1016/j.molstruc.2020.128698_bib11c
Gu (10.1016/j.molstruc.2020.128698_sref23) 1999; 103
Mrinal (10.1016/j.molstruc.2020.128698_bib1) 2011; 39
10.1016/j.molstruc.2020.128698_bib24
Pople (10.1016/j.molstruc.2020.128698_bib13) 1987; 87
Downton (10.1016/j.molstruc.2020.128698_bib9) 2006; 32
Cances (10.1016/j.molstruc.2020.128698_bib17) 1997; 107
Raczyńska (10.1016/j.molstruc.2020.128698_bib23a) 2012; 993
Nowak (10.1016/j.molstruc.2020.128698_bib5) 1996; 100
JamesMcIver (10.1016/j.molstruc.2020.128698_sref14) 1974; 7
Ermer (10.1016/j.molstruc.2020.128698_bib14a) 1975; 31
Nowak (10.1016/j.molstruc.2020.128698_sref22) 1989; 157
cr-split#-10.1016/j.molstruc.2020.128698_bib2.1
Eastman (10.1016/j.molstruc.2020.128698_bib4a) 1969; 73
Katritzky (10.1016/j.molstruc.2020.128698_sref20) 1991; 113
cr-split#-10.1016/j.molstruc.2020.128698_bib2.2
cr-split#-10.1016/j.molstruc.2020.128698_bib2.3
Bertran (10.1016/j.molstruc.2020.128698_bib4e) 1999; 103
Close (10.1016/j.molstruc.2020.128698_bib22b) 2008; 112
Vácha (10.1016/j.molstruc.2020.128698_sref10) 2009; 96
Iza (10.1016/j.molstruc.2020.128698_sref11) 1997
Møller (10.1016/j.molstruc.2020.128698_bib12) 1934; 46
Tarek (10.1016/j.molstruc.2020.128698_bib7) 2009; 938
Raczyńska (10.1016/j.molstruc.2020.128698_bib3) 2005; 105
Jeffrey Hay (10.1016/j.molstruc.2020.128698_bib16a) 1985; 82
Chenon (10.1016/j.molstruc.2020.128698_sref4) 1975; 97
O Brovarets (10.1016/j.molstruc.2020.128698_bib4d) 2013; 19
Moss (10.1016/j.molstruc.2020.128698_bib18) 1996; 68
Ha (10.1016/j.molstruc.2020.128698_bib19a) 1996; 364
Sukhanov (10.1016/j.molstruc.2020.128698_bib22a) 2003; 107
Florian (10.1016/j.molstruc.2020.128698_bib3c) 1996; 118
Bergmann (10.1016/j.molstruc.2020.128698_bib4f) 1970
Alecu (10.1016/j.molstruc.2020.128698_bib15) 2010; 6
Raczyńska (10.1016/j.molstruc.2020.128698_bib23c) 2011; 17
Nowak (10.1016/j.molstruc.2020.128698_bib21a) 1991; 47
Roehrig (10.1016/j.molstruc.2020.128698_bib4g) 1995; 99
Vyas (10.1016/j.molstruc.2020.128698_bib11a) 2012; vol. 984
Nowak (10.1016/j.molstruc.2020.128698_bib21c) 1994; 98
Parish (10.1016/j.molstruc.2020.128698_bib25) 1985; 13
Burova (10.1016/j.molstruc.2020.128698_bib8) 2011; 115
Fonseca Guerra (10.1016/j.molstruc.2020.128698_bib19c) 2006; 110
Raczyńska (10.1016/j.molstruc.2020.128698_bib6) 2013; 117
Hanus (10.1016/j.molstruc.2020.128698_bib20) 2004; 108
Dibrova (10.1016/j.molstruc.2020.128698_bib10a) 2015; 80
Mohammadi (10.1016/j.molstruc.2020.128698_bib27) 2019; 1
Raczyńska (10.1016/j.molstruc.2020.128698_sref24) 2012; 18
Dreyfus (10.1016/j.molstruc.2020.128698_bib4b) 1975; 97
Cerda (10.1016/j.molstruc.2020.128698_bib26) 1996; 118
References_xml – volume: 97
  start-page: 4636
  year: 1975
  ident: bib4
  publication-title: J. Am. Chem. Soc.
  contributor:
    fullname: Adamowicz
– volume: 938
  start-page: 263
  year: 2009
  ident: bib7
  publication-title: J. Mol. Struct.
  contributor:
    fullname: Abd El-NasserAlajhaz
– volume: 105
  start-page: 3561
  year: 2005
  ident: bib3
  publication-title: Chem. Rev.
  contributor:
    fullname: Gawinecki
– volume: 6
  start-page: 2872
  year: 2010
  ident: bib15
  publication-title: J. Chem. Theor. Comput.
  contributor:
    fullname: Truhlar
– volume: 115
  start-page: 10600
  year: 2011
  ident: bib8
  publication-title: J. Phys. Chem.
  contributor:
    fullname: Lednev
– volume: 46
  start-page: 618
  year: 1934
  ident: bib12
  publication-title: Phys. Rev.
  contributor:
    fullname: Plesset
– volume: 100
  start-page: 3527
  year: 1996
  ident: bib5
  publication-title: J. Phys. Chem.
  contributor:
    fullname: Leszczyński
– volume: 32
  start-page: 667
  year: 2006
  ident: bib9
  publication-title: Mol. Simulat.
  contributor:
    fullname: Wang
– volume: 113
  start-page: 1561
  year: 1991
  ident: bib19
  publication-title: J. Am. Chem. Soc.
  contributor:
    fullname: Wang
– volume: 39
  start-page: 9574
  year: 2011
  ident: bib1
  publication-title: Nucleic Acids Res.
  contributor:
    fullname: Nagaraju
– volume: 1
  year: 2019
  ident: bib27
  publication-title: Mol. Phys.
  contributor:
    fullname: Ramazani
– volume: 117
  start-page: 1548
  year: 2013
  ident: bib6
  publication-title: J. Phys. Chem.
  contributor:
    fullname: Hallmann
– volume: 82
  start-page: 284
  year: 1985
  ident: bib16
  publication-title: J. Chem. Phys.
  contributor:
    fullname: Willard
– volume: 68
  start-page: 2193
  year: 1996
  ident: bib18
  publication-title: Pure Appl. Chem.
  contributor:
    fullname: Moss
– volume: 13
  start-page: 92
  year: 1985
  ident: bib25
  publication-title: Biochem. Educ.
  contributor:
    fullname: Parish
– volume: 18
  start-page: 3523
  year: 2012
  ident: bib23
  publication-title: J. Mol. Model.
  contributor:
    fullname: Katarzyna Kolczyńska
– volume: 96
  start-page: 4493
  year: 2009
  ident: bib10
  publication-title: Biophys. J.
  contributor:
    fullname: Mulkidjanian
– volume: 103
  start-page: 2744
  year: 1999
  ident: bib22
  publication-title: J. Phys. Chem.
  contributor:
    fullname: Leszczynski
– volume: 108
  start-page: 2087
  year: 2004
  ident: bib20
  publication-title: J. Phys. Chem. B
  contributor:
    fullname: Hobza
– volume: 118
  start-page: 11884
  year: 1996
  ident: bib26
  publication-title: J. Am. Chem. Soc.
  contributor:
    fullname: Wesdemiotis
– volume: 157
  start-page: 14
  year: 1989
  ident: bib21
  publication-title: Chem. Phys. Lett.
  contributor:
    fullname: Leszczynski
– volume: 87
  start-page: 5968
  year: 1987
  ident: bib13
  publication-title: J. Chem. Phys.
  contributor:
    fullname: Raghavachari
– volume: 107
  start-page: 3032
  year: 1997
  ident: bib17
  publication-title: J. Chem. Phys.
  contributor:
    fullname: Tomasi
– volume: 7
  start-page: 72
  year: 1974
  ident: bib14
  publication-title: Acc. Chem. Res.
  contributor:
    fullname: Ermer
– volume: 110
  start-page: 14515
  issue: 29
  year: 2006
  ident: 10.1016/j.molstruc.2020.128698_bib11b
  publication-title: J. Phys. Chem. B
  doi: 10.1021/jp062249u
  contributor:
    fullname: Kabeláč
– volume: vol. 984
  start-page: 93
  year: 2012
  ident: 10.1016/j.molstruc.2020.128698_bib11a
  contributor:
    fullname: Vyas
– volume: 112
  start-page: 12702
  issue: 49
  year: 2008
  ident: 10.1016/j.molstruc.2020.128698_bib22b
  publication-title: J. Phys. Chem.
  doi: 10.1021/jp807265y
  contributor:
    fullname: Close
– volume: 13
  start-page: 92
  issue: 2
  year: 1985
  ident: 10.1016/j.molstruc.2020.128698_bib25
  publication-title: Biochem. Educ.
  doi: 10.1016/0307-4412(85)90046-9
  contributor:
    fullname: Parish
– volume: 82
  start-page: 284
  issue: 1
  year: 1985
  ident: 10.1016/j.molstruc.2020.128698_sref17
  publication-title: J. Chem. Phys.
  doi: 10.1063/1.448800
  contributor:
    fullname: Wadt
– volume: 23
  start-page: 828
  issue: 9
  year: 2010
  ident: 10.1016/j.molstruc.2020.128698_bib23b
  publication-title: J. Phys. Org. Chem.
  doi: 10.1002/poc.1668
  contributor:
    fullname: Raczyńska
– volume: 105
  start-page: 3561
  issue: 10
  year: 2005
  ident: 10.1016/j.molstruc.2020.128698_bib3
  publication-title: Chem. Rev.
  doi: 10.1021/cr030087h
  contributor:
    fullname: Raczyńska
– volume: 117
  start-page: 1548
  issue: 7
  year: 2013
  ident: 10.1016/j.molstruc.2020.128698_bib6
  publication-title: J. Phys. Chem.
  doi: 10.1021/jp3081029
  contributor:
    fullname: Raczyńska
– volume: 50
  start-page: 1081
  issue: 6
  year: 1994
  ident: 10.1016/j.molstruc.2020.128698_bib21b
  publication-title: Spectrochim. Acta Mol. Spectros
  doi: 10.1016/0584-8539(94)80030-8
  contributor:
    fullname: Nowak
– volume: 46
  start-page: 618
  issue: 7
  year: 1934
  ident: 10.1016/j.molstruc.2020.128698_bib12
  publication-title: Phys. Rev.
  doi: 10.1103/PhysRev.46.618
  contributor:
    fullname: Møller
– volume: 103
  start-page: 2744
  issue: 15
  year: 1999
  ident: 10.1016/j.molstruc.2020.128698_sref23
  publication-title: J. Phys. Chem.
  doi: 10.1021/jp982713y
  contributor:
    fullname: Gu
– volume: 938
  start-page: 263
  issue: 1–3
  year: 2009
  ident: 10.1016/j.molstruc.2020.128698_bib7
  publication-title: J. Mol. Struct.
  contributor:
    fullname: Tarek
– volume: 110
  start-page: 4012
  issue: 11
  year: 2006
  ident: 10.1016/j.molstruc.2020.128698_bib19c
  publication-title: J. Phys. Chem.
  doi: 10.1021/jp057275r
  contributor:
    fullname: Fonseca Guerra
– volume: 19
  start-page: 4223
  issue: 10
  year: 2013
  ident: 10.1016/j.molstruc.2020.128698_bib4d
  publication-title: J. Mol. Model.
  doi: 10.1007/s00894-013-1880-2
  contributor:
    fullname: O Brovarets
– volume: 100
  start-page: 3527
  issue: 9
  year: 1996
  ident: 10.1016/j.molstruc.2020.128698_bib5
  publication-title: J. Phys. Chem.
  doi: 10.1021/jp9530008
  contributor:
    fullname: Nowak
– volume: 108
  start-page: 2087
  issue: 6
  year: 2004
  ident: 10.1016/j.molstruc.2020.128698_bib20
  publication-title: J. Phys. Chem. B
  doi: 10.1021/jp036090m
  contributor:
    fullname: Hanus
– volume: 47
  start-page: 87
  issue: 1
  year: 1991
  ident: 10.1016/j.molstruc.2020.128698_bib21a
  publication-title: Spectrochim. Acta Mol. Spectros
  doi: 10.1016/0584-8539(91)80182-I
  contributor:
    fullname: Nowak
– volume: 1
  year: 2019
  ident: 10.1016/j.molstruc.2020.128698_bib27
  publication-title: Mol. Phys.
  contributor:
    fullname: Mohammadi
– volume: 157
  start-page: 14
  issue: 1–2
  year: 1989
  ident: 10.1016/j.molstruc.2020.128698_sref22
  publication-title: Chem. Phys. Lett.
  doi: 10.1016/0009-2614(89)87199-4
  contributor:
    fullname: Nowak
– ident: 10.1016/j.molstruc.2020.128698_bib11c
  doi: 10.1021/jp201977z
– volume: 82
  start-page: 299
  issue: 1
  year: 1985
  ident: 10.1016/j.molstruc.2020.128698_bib16a
  publication-title: J. Chem. Phys.
  doi: 10.1063/1.448975
  contributor:
    fullname: Jeffrey Hay
– volume: 32
  start-page: 667
  issue: 8
  year: 2006
  ident: 10.1016/j.molstruc.2020.128698_bib9
  publication-title: Mol. Simulat.
  doi: 10.1080/08927020600860911
  contributor:
    fullname: Downton
– volume: 68
  start-page: 2193
  issue: 12
  year: 1996
  ident: 10.1016/j.molstruc.2020.128698_bib18
  publication-title: Pure Appl. Chem.
  doi: 10.1351/pac199668122193
  contributor:
    fullname: Moss
– volume: 31
  start-page: 1849
  issue: 16
  year: 1975
  ident: 10.1016/j.molstruc.2020.128698_bib14a
  publication-title: Tetrahedron
  doi: 10.1016/0040-4020(75)87040-2
  contributor:
    fullname: Ermer
– start-page: 1334
  year: 1970
  ident: 10.1016/j.molstruc.2020.128698_bib4f
  publication-title: J. Chem. Soc. B Phys. Org.
  doi: 10.1039/j29700001334
  contributor:
    fullname: Bergmann
– ident: #cr-split#-10.1016/j.molstruc.2020.128698_bib2.3
  doi: 10.1007/s00214-020-2574-3
– volume: 97
  start-page: 2369
  issue: 9
  year: 1975
  ident: 10.1016/j.molstruc.2020.128698_bib4b
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja00842a011
  contributor:
    fullname: Dreyfus
– start-page: 385
  year: 1997
  ident: 10.1016/j.molstruc.2020.128698_sref11
  contributor:
    fullname: Iza
– volume: 364
  start-page: 161
  issue: 2–3
  year: 1996
  ident: 10.1016/j.molstruc.2020.128698_bib19a
  publication-title: J. Mol. Struct.: THEOCHEM
  doi: 10.1016/0166-1280(96)04480-6
  contributor:
    fullname: Ha
– volume: 97
  start-page: 4636
  issue: 16
  year: 1975
  ident: 10.1016/j.molstruc.2020.128698_sref4
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja00849a028
  contributor:
    fullname: Chenon
– volume: 7
  start-page: 72
  issue: 3
  year: 1974
  ident: 10.1016/j.molstruc.2020.128698_sref14
  publication-title: Acc. Chem. Res.
  doi: 10.1021/ar50075a002
  contributor:
    fullname: JamesMcIver
– ident: #cr-split#-10.1016/j.molstruc.2020.128698_bib2.2
– volume: 18
  start-page: 3523
  issue: 8
  year: 2012
  ident: 10.1016/j.molstruc.2020.128698_sref24
  publication-title: J. Mol. Model.
  doi: 10.1007/s00894-012-1358-7
  contributor:
    fullname: Raczyńska
– ident: 10.1016/j.molstruc.2020.128698_bib24
– volume: 87
  start-page: 5968
  issue: 10
  year: 1987
  ident: 10.1016/j.molstruc.2020.128698_bib13
  publication-title: J. Chem. Phys.
  doi: 10.1063/1.453520
  contributor:
    fullname: Pople
– volume: 107
  start-page: 2846
  issue: 12
  year: 2003
  ident: 10.1016/j.molstruc.2020.128698_bib22a
  publication-title: J. Phys. Chem. B
  doi: 10.1021/jp026487a
  contributor:
    fullname: Sukhanov
– volume: 96
  start-page: 4493
  issue: 11
  year: 2009
  ident: 10.1016/j.molstruc.2020.128698_sref10
  publication-title: Biophys. J.
  doi: 10.1016/j.bpj.2009.03.010
  contributor:
    fullname: Vácha
– volume: 98
  start-page: 2813
  issue: 11
  year: 1994
  ident: 10.1016/j.molstruc.2020.128698_bib21c
  publication-title: J. Phys. Chem.
  doi: 10.1021/j100062a015
  contributor:
    fullname: Nowak
– volume: 118
  start-page: 3010
  issue: 12
  year: 1996
  ident: 10.1016/j.molstruc.2020.128698_bib3c
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja951983g
  contributor:
    fullname: Florian
– volume: 103
  start-page: 2310
  issue: 12
  year: 1999
  ident: 10.1016/j.molstruc.2020.128698_bib4e
  publication-title: J. Phys. Chem. B
  doi: 10.1021/jp984534m
  contributor:
    fullname: Bertran
– volume: 56
  start-page: 1355
  issue: 7
  year: 2000
  ident: 10.1016/j.molstruc.2020.128698_bib19b
  publication-title: Spectrochim. Acta Mol. Biomol. Spectrosc.
  doi: 10.1016/S1386-1425(99)00262-0
  contributor:
    fullname: Mishra
– volume: 118
  start-page: 11884
  issue: 47
  year: 1996
  ident: 10.1016/j.molstruc.2020.128698_bib26
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja9613421
  contributor:
    fullname: Cerda
– volume: 80
  start-page: 495
  issue: 5
  year: 2015
  ident: 10.1016/j.molstruc.2020.128698_bib10a
  publication-title: Biochemistry
  contributor:
    fullname: Dibrova
– volume: 113
  start-page: 1561
  issue: 5
  year: 1991
  ident: 10.1016/j.molstruc.2020.128698_sref20
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja00005a017
  contributor:
    fullname: Katritzky
– volume: 993
  start-page: 73
  year: 2012
  ident: 10.1016/j.molstruc.2020.128698_bib23a
  publication-title: Computational and Theoretical Chemistry
  doi: 10.1016/j.comptc.2012.05.036
  contributor:
    fullname: Raczyńska
– volume: 39
  start-page: 9574
  issue: 22
  year: 2011
  ident: 10.1016/j.molstruc.2020.128698_bib1
  publication-title: Nucleic Acids Res.
  doi: 10.1093/nar/gkr672
  contributor:
    fullname: Mrinal
– volume: 107
  start-page: 3032
  issue: 8
  year: 1997
  ident: 10.1016/j.molstruc.2020.128698_bib17
  publication-title: J. Chem. Phys.
  doi: 10.1063/1.474659
  contributor:
    fullname: Cances
– ident: #cr-split#-10.1016/j.molstruc.2020.128698_bib2.1
– volume: 73
  start-page: 407
  issue: 4
  year: 1969
  ident: 10.1016/j.molstruc.2020.128698_bib4a
  publication-title: Ber. Bunsen Ges. Phys. Chem.
  doi: 10.1002/bbpc.19690730416
  contributor:
    fullname: Eastman
– volume: 99
  start-page: 14285
  issue: 39
  year: 1995
  ident: 10.1016/j.molstruc.2020.128698_bib4g
  publication-title: J. Phys. Chem.
  doi: 10.1021/j100039a015
  contributor:
    fullname: Roehrig
– volume: 6
  start-page: 2872
  issue: 9
  year: 2010
  ident: 10.1016/j.molstruc.2020.128698_bib15
  publication-title: J. Chem. Theor. Comput.
  doi: 10.1021/ct100326h
  contributor:
    fullname: Alecu
– volume: 115
  start-page: 10600
  issue: 38
  year: 2011
  ident: 10.1016/j.molstruc.2020.128698_bib8
  publication-title: J. Phys. Chem.
  doi: 10.1021/jp2033033
  contributor:
    fullname: Burova
– volume: 17
  start-page: 3229
  issue: 12
  year: 2011
  ident: 10.1016/j.molstruc.2020.128698_bib23c
  publication-title: J. Mol. Model.
  doi: 10.1007/s00894-011-1001-z
  contributor:
    fullname: Raczyńska
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Snippet Tautomeric reactions of adenine base (A1 → An, n = 2–16) were investigated in the gas and aqueous phases which some cases were reported for the first time. All...
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elsevier
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Publisher
StartPage 128698
SubjectTerms Adenine
Adenine-metal complex
DNA and RNA
Nucleobases
Title Investigation of stability of adenine and its tautomers in RNA and DNA, and their interaction with Na+, K+, Mg2+, Ca2+ and Zn2
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