Combined Effects of π–π Stacking and Hydrogen Bonding on the (N1) Acidity of Uracil and Hydrolysis of 2′-Deoxyuridine

Jennifer L. Kellie; Lex Navarro-Whyte; Matthew T. Carvey; Stacey D. Wetmore

doi:10.1021/jp2121627

journal article Feb 22, 2012

Combined Effects of π–π Stacking and Hydrogen Bonding on the (N1) Acidity of Uracil and Hydrolysis of 2′-Deoxyuridine

Jennifer L. Kellie Lex Navarro-Whyte Matthew T. Carvey Stacey D. Wetmore

The Journal of Physical Chemistry B Vol. 116 No. 8 pp. 2622-2632 · American Chemical Society (ACS)

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References

66

[1]

Nguyen M. T. J. Chem. Soc., Faraday Trans. (1998) 10.1039/a708804c

[2]

Jang Y. H. J. Phys. Chem. A (2001) 10.1021/jp994432b

[3]

Kryachko E. S. J. Phys. Chem. A (2001) 10.1021/jp001031j

[4]

Kryachko E. J. Phys. Chem. A (2001) 10.1021/jp003703b

[5]

Chandra A. K. THEOCHEM (2002)

[6]

Di Laudo M. J. Phys. Chem. A (2003) 10.1021/jp035496w

[7]

Miller T. M. J. Phys. Chem. A (2004) 10.1021/jp037367l

[8]

Whittleton S. R. J. Phys. Chem. A (2004) 10.1021/jp048318r

[9]

Lee J. K. Int. J. Mass Spectrom. (2005) 10.1016/j.ijms.2004.09.020

[10]

Hunter K. C. J. Phys. Chem. B (2007) 10.1021/jp066902p

[11]

Hunter K. C. J. Phys. Chem. A (2007) 10.1021/jp066641j

[12]

Stivers J. T. Chem. Rev. (Washington, DC, U. S.) (2003) 10.1021/cr010219b

[13]

Berti P. J. Chem. Rev. (Washington, DC, U. S.) (2006) 10.1021/cr040461t

[14]

Mosbaugh D. W. Prog. Nucleic Acid Res. Mol. Biol. (1994) 10.1016/s0079-6603(08)60859-4

[15]

Sousa M. M. L. Mol. Aspects Med. (2007) 10.1016/j.mam.2007.04.006

[16]

Slupphaug G. Nature (London, U. K.) (1996) 10.1038/384087a0

[17]

Dong J. Biochemistry (2000) 10.1021/bi001437m

[18]

Lindahl T. Biochemistry (1972) 10.1021/bi00769a018

[19]

Lindahl T. Biochemistry (1973) 10.1021/bi00749a020

[20]

Drohat A. C. Biochemistry (1999) 10.1021/bi9910878

[21]

Kimura E. J. Am. Chem. Soc. (1997) 10.1021/ja972129n

[22]

Rutledge L. R. Chem. Phys. Lett. (2007) 10.1016/j.cplett.2007.06.090

[23]

Ebrahimi A. Theor. Chem. Acc. (2009) 10.1007/s00214-009-0588-y

[24]

Rutledge L. R. J. Chem. Theory Comput. (2009) 10.1021/ct800567q

[25]

Sugiyama H. J. Am. Chem. Soc. (1996) 10.1021/ja9609821

[26]

Prat F. J. Am. Chem. Soc. (1998) 10.1021/ja972331q

[27]

Schumm S. J. Phys. Chem. B (2002) 10.1021/jp013185k

[28]

Cysewski P. THEOCHEM (2008) 10.1016/j.theochem.2008.06.019

[29]

Kobylecka M. J. Am. Chem. Soc. (2008) 10.1021/ja806251h

[30]

Golubeva A. A. Phys. Chem. Chem. Phys. (2009) 10.1039/b817284f

[31]

Olasz A. Chem. Phys. Lett. (2005) 10.1016/j.cplett.2005.03.145

[32]

Versees W. J. Mol. Biol. (2004) 10.1016/j.jmb.2004.02.049

[33]

Noguera M. Theor. Chem. Acc. (2009) 10.1007/s00214-009-0542-z

[34]

Schlitt K. M. J. Org. Chem. (2009) 10.1021/jo901080w

[35]

Przybylski J. L. J. Phys. Chem. B (2009) 10.1021/jp810472q

[36]

Przybylski J. L. J. Phys. Chem. B (2010) 10.1021/jp9098717

[37]

Millen A. L. J. Phys. Chem. B (2007) 10.1021/jp063841m

[38]

Millen A. L. Can. J. Chem. (2009) 10.1139/v09-024

[39]

Shim E. J. J. Phys. Chem. B (2010) 10.1021/jp9113656

[40]

Chen Z. Q. J. Phys. Chem. B (2009) 10.1021/jp903334j

[41]

Chen Z. Q. J. Phys. Chem. B (2010) 10.1021/jp100933d

[42]

Baik M. H. J. Am. Chem. Soc. (2002) 10.1021/ja017588+

[43]

Rios-Font R. J. Phys. Chem. B (2007) 10.1021/jp070822j

[44]

Zheng Y. THEOCHEM (2008) 10.1016/j.theochem.2008.03.014

[45]

Zheng Y. J. Theor. Comput. Chem. (2009) 10.1142/s0219633609005349

[46]

McConnell T. L. J. Phys. Chem. A (2005) 10.1021/jp0509919

[47]

Rutledge L. R. J. Phys. Chem. B (2006) 10.1021/jp061939v

[48]

Rutledge L. R. Phys. Chem. Chem. Phys. (2008) 10.1039/b718621e

[49]

Churchill C. D. M. J. Phys. Chem. B (2009) 10.1021/jp907887y

[50]

Rutledge L. R. J. Phys. Chem. B (2010) 10.1021/jp911990g

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Details

Published: Feb 22, 2012
Vol/Issue: 116(8)
Pages: 2622-2632

Authors

J

Jennifer L. Kellie

Department of Chemistry & Biochemistry, University of Lethbridge, 4401 University Drive, Lethbridge, Alberta T1K 3M4, Canada

L

Lex Navarro-Whyte

Department of Chemistry & Biochemistry, University of Lethbridge, 4401 University Drive, Lethbridge, Alberta T1K 3M4, Canada

M

Matthew T. Carvey

Department of Chemistry & Biochemistry, University of Lethbridge, 4401 University Drive, Lethbridge, Alberta T1K 3M4, Canada

S

Stacey D. Wetmore

Department of Chemistry & Biochemistry, University of Lethbridge, 4401 University Drive, Lethbridge, Alberta T1K 3M4, Canada

Cite This Article

Jennifer L. Kellie, Lex Navarro-Whyte, Matthew T. Carvey, et al. (2012). Combined Effects of π–π Stacking and Hydrogen Bonding on the (N1) Acidity of Uracil and Hydrolysis of 2′-Deoxyuridine. The Journal of Physical Chemistry B, 116(8), 2622-2632. https://doi.org/10.1021/jp2121627

Combined Effects of π–π Stacking and Hydrogen Bonding on the (N1) Acidity of Uracil and Hydrolysis of 2′-Deoxyuridine

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